Department Environmental Chemistry

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   publications => '35348,35323,33271,33380,33003,33024,31895,24660,26097,23735,23739,22156,2231
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array(17 items)
   0 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=35348, pid=124)
      originalId => protected35348 (integer)
      authors => protected'Wang, X.; Ingold, A.; Janssen, E. M. -L.' (65 chars)
      title => protected'Biotransformation dynamics and products of cyanobacterial secondary metaboli
         tes in surface waters' (97 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2025 (integer)
      volume => protected59 (integer)
      issue => protected'38' (2 chars)
      startpage => protected'20726' (5 chars)
      otherpage => protected'20737' (5 chars)
      categories => protected'microcystins; anabaenopeptins; transformation products; reaction pathways; h
         armful bloom' (88 chars)
      description => protected'Cyanobacteria produce toxic and bioactive secondary metabolites, posing risk
         s to ecosystems and human health, yet their transformation pathways in surfa
         ce waters remain unclear. We assessed biotransformation for 40 cyanopeptides
          including microcystins, anabaenopeptins and cyanopeptolins in surface water
         s and <em>in situ</em> enriched biofilm suspensions. In surface waters, most
          cyanopeptides did not degrade significantly over the course of 7 days. A wi
         de range of biodegradability across cyanopeptides was apparent in biofilm su
         spensions from three rivers. Increasing the biofilm density shortened the la
         g time and increased initial removal of cyanopeptides. Increasing the initia
         l cyanopeptide concentration lengthened the lag time and decreased their ini
         tial removal, supporting inhibitory effects of cyanopeptides toward enzymes 
         involved in their own transformation. Transformation kinetics and product an
         alysis demonstrated a structure–reactivity relationship across and within 
         cyanopeptide classes. Anabaenopeptins were hydrolyzed at the C-terminus when
          arginine, tyrosine and (iso)leucine were present, but not when phenylalanin
         e or tryptophan was present. Microcystins showed tetrapeptide formation when
          adda linked to arginine but not when it linked to alanine, leucine, or tyro
         sine. Oxidation of tyrosine and deamination of arginine residues showed an i
         nterdependence across cyanopeptide classes. These novel insights into biotra
         nsformation products and pathways of a wide range of cyanopeptides facilitat
         e assessment of exposure scenarios in surface waters and inform about kineti
         cs and product formation in biological water treatment.' (1651 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.5c09247' (23 chars)
      uid => protected35348 (integer)
      _localizedUid => protected35348 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected35348 (integer)modified
      pid => protected124 (integer)
   1 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=35323, pid=124)
      originalId => protected35323 (integer)
      authors => protected'Oliveira,&nbsp;J.; Pittino,&nbsp;F.; Scheidegger,&nbsp;C.; Fink,&nbsp;S.; Ja
         nssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (107 chars)
      title => protected'Genetic and metabolic diversity of cyanobacteria on the rock–water interfa
         ce in mountainous ecosystems' (104 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2025 (integer)
      volume => protected59 (integer)
      issue => protected'38' (2 chars)
      startpage => protected'20595' (5 chars)
      otherpage => protected'20607' (5 chars)
      categories => protected'metabarcoding; toxin; anabaenopeptin; microcystin; cyanopeptolin; Tintenstri
         ch; lichen' (86 chars)
      description => protected'<em>Tintenstrich</em> communities are specialized lithic biofilms dominated 
         by free-living cyanobacteria, also occurring in lichen associations, forming
          a unique ecological interface between rock environments and aquatic habitat
         s in mountainous areas. To better understand their composition and genetic a
         nd metabolic potential, we analyzed 207 samples from the Swiss Alps and Jura
          Mountains. We determined how key environmental factors shaped cyanobacteria
         l abundance, assessed whether these communities harbor genes for toxin biosy
         nthesis, characterized their taxonomic composition at the family and genus l
         evel, and evaluated the actual occurrence of cyanotoxins and other bioactive
          metabolites. Cyanobacterial abundance proved to be influenced by factors su
         ch as elevation, exposure, and their interaction with siliceous rock substra
         ta. Targeted PCR and Sanger sequencing revealed the presence of toxin-encodi
         ng genes, particularly for <em>ndaF</em>/<em>mcyE</em> fragments, which may 
         encode microcystin and/or nodularin biosynthesis, while specific genes for m
         icrocystins, anatoxins, and cylindrospermopsins were rather rare. Metabarcod
         ing analysis identified 11 cyanobacterial families, with Chroococcaceae, Nos
         tocaceae, and Leptolyngbyaceae being the most abundant. Complementary high-r
         esolution mass spectrometry confirmed the occasional presence of nodularins 
         and microcystins, alongside more frequent detection of other bioactive pepti
         des such as anabaenopeptins and cyanopeptolins. Overall, these findings prov
         ide the most comprehensive insight to date into <em>Tintenstrich</em>-associ
         ated cyanobacteria, underscoring their environmental significance given thei
         r genetic and metabolic potential.' (1706 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.5c05763' (23 chars)
      uid => protected35323 (integer)
      _localizedUid => protected35323 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected35323 (integer)modified
      pid => protected124 (integer)
   2 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=33271, pid=124)
      originalId => protected33271 (integer)
      authors => protected'Wang,&nbsp;X.; Wullschleger,&nbsp;S.; Jones,&nbsp;M.; Reyes,&nbsp;M.; Bossar
         t,&nbsp;R.; Pomati,&nbsp;F.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (138 chars)
      title => protected'Tracking extensive portfolio of cyanotoxins in five-year lake survey and ide
         ntifying indicator metabolites of cyanobacterial taxa' (129 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2024 (integer)
      volume => protected58 (integer)
      issue => protected'37' (2 chars)
      startpage => protected'16560' (5 chars)
      otherpage => protected'16569' (5 chars)
      categories => protected'microcystin; suspect screening; monitoring; cyanopepetides; harmful algal bl
         oom' (79 chars)
      description => protected'Cyanobacterial blooms require monitoring, as they pose a threat to ecosystem
         s and human health, especially by the release of toxins. Along with widely r
         eported microcystins, cyanobacteria coproduce other bioactive metabolites; h
         owever, information about their dynamics in surface waters is sparse. We inv
         estigated dynamics across full bloom successions throughout a five-year lake
          monitoring campaign (Greifensee, Switzerland) spanning 150 sampling dates. 
         We conducted extensive suspect screening of cyanobacterial metabolites using
          the database CyanoMetDB. Across all 850 samples, 35 metabolites regularly c
         o-occurred. Microcystins were present in 70% of samples, with [d-Asp<sup>3</
         sup>,(<em>E</em>)-Dhb<sup>7</sup>]MC-RR reaching concentrations of 70 ng/L. 
         Anabaenopeptins, meanwhile, were detected in 95% of all samples with concent
         rations of Oscillamide Y up to 100-fold higher than microcystins. Based on L
         C-MS response and frequency, we identified indicator metabolites exclusively
          produced by one of three cyanobacteria isolated from the lake, these being 
         [d-Asp<sup>3</sup>,(<em>E</em>)-Dhb<sup>7</sup>]MC-RR from <em>Planktothrix<
         /em> sp. G2020, Microginin 761B from <em>Microcystis</em> sp. G2011, and Fer
         intoic acid B from <em>Microcystis</em> sp. G2020. These indicators showed d
         istinct temporal trends and peaking seasons that reflect the variance in eit
         her the abundance of the producing cyanobacteria or their toxin production d
         ynamics. Our approach demonstrates that selecting high LC-MS response and fr
         equent and species-specific indicator metabolites can be advantageous for cy
         anobacterial monitoring.' (1620 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.4c04813' (23 chars)
      uid => protected33271 (integer)
      _localizedUid => protected33271 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected33271 (integer)modified
      pid => protected124 (integer)
   3 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=33380, pid=124)
      originalId => protected33380 (integer)
      authors => protected'Steiner,&nbsp;T.; Schanbacher,&nbsp;F.; Lorenzen,&nbsp;W.; Enke,&nbsp;H.; Ja
         nssen,&nbsp;E.&nbsp;M.&nbsp;-L.; Niedermeyer,&nbsp;T.&nbsp;H.&nbsp;J.; Gadem
         ann,&nbsp;K.' (164 chars)
      title => protected'UV–vis absorbance spectra, molar extinction coefficients and circular dich
         roism spectra for the two cyanobacterial metabolites anabaenopeptin A and an
         abaenopeptin B' (166 chars)
      journal => protected'Data in Brief' (13 chars)
      year => protected2024 (integer)
      volume => protected57 (integer)
      issue => protected'' (0 chars)
      startpage => protected'110914 (13 pp.)' (15 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanobacteria; metabolites; quantitative NMR; UV–vis spectroscopy' (67 chars)
      description => protected'The UV–vis absorbance spectra, molar extinction coefficients and circular 
         dichroism spectra, as well as NMR and high resolution tandem mass spectromet
         ry spectra were determined for two prominent secondary metabolites from cyan
         obacteria, namely anabaenopeptin A and anabaenopeptin B. The compounds were 
         extracted from the cyanobacterium <em>Planktothrix rubescens</em> CBT929 and
          purified by flash chromatography and HPLC. Exact amounts of isolated compou
         nds were assessed by quantitative <sup>1</sup>H-NMR with internal calibrant 
         ethyl 4-(dimethylamino)benzoate in DMSO‑<em>d<sub>6</sub></em> at 298 K wi
         th a recycle delay (d1) of 120 s. UV–vis absorbance spectra were recorded 
         in methanol at room temperature. Molar extinction coefficients were determin
         ed at 278 nm as 4190 M<sup>−1</sup> cm<sup>−1</sup> and 2300 M<sup>−1<
         /sup> cm<sup>−1</sup> in methanol for anabaenopeptin A and anabaenopeptin 
         B, respectively. Circular dichroism spectra and secondary fragmentation mass
          spectra are also reported.' (1015 chars)
      serialnumber => protected'2352-3409' (9 chars)
      doi => protected'10.1016/j.dib.2024.110914' (25 chars)
      uid => protected33380 (integer)
      _localizedUid => protected33380 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected33380 (integer)modified
      pid => protected124 (integer)
   4 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=33003, pid=124)
      originalId => protected33003 (integer)
      authors => protected'Torres,&nbsp;M.&nbsp;de&nbsp;A.; Dax,&nbsp;A.; Grand,&nbsp;I.; vom Berg,&nbs
         p;C.; Pinto,&nbsp;E.; Janssen,&nbsp;E.&nbsp;M.．L.' (127 chars)
      title => protected'Lethal and behavioral effects of semi-purified microcystins, Micropeptin and
          apolar compounds from cyanobacteria on freshwater microcrustacean Thamnocep
         halus platyurus' (167 chars)
      journal => protected'Aquatic Toxicology' (18 chars)
      year => protected2024 (integer)
      volume => protected273 (integer)
      issue => protected'' (0 chars)
      startpage => protected'106983 (9 pp.)' (14 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanobacterial metabolites; grazer toxicity; malformation; locomotor behavio
         ur; cyanopeptolin; microginin' (105 chars)
      description => protected'The mass proliferation of cyanobacteria, episodes known as blooms, is a conc
         ern worldwide. One of the most critical aspects during these blooms is the p
         roduction of toxic secondary metabolites that are not limited to the four cy
         anotoxins recognized by the World Health Organization. These metabolites com
         prise a wide range of structurally diverse compounds that possess bioactive 
         functions. Potential human and ecosystem health risks posed by these metabol
         ites and co-produced mixtures remain largely unknown. We studied acute letha
         l and sublethal effects measured as impaired mobility on the freshwater micr
         ocrustaceans Thamnocephalus platyurus for metabolite mixtures from two cyano
         bacterial strains, a microcystin (MC) producer and a non-MC producer. Both c
         yanobacterial extracts, from the MC-producer and non-MC-producer, caused acu
         te toxicity with LC<sub>50</sub> (24 h) values of 0.50 and 2.55 mg<sub>dw_bi
         omass</sub>/mL, respectively, and decreased locomotor activity. Evaluating t
         he contribution of different cyanopeptides revealed that the Micropeptin-K13
         9-dominated fraction from the MC-producer extract contributed significantly 
         to mortality and locomotor impairment of the microcrustaceans, with potentia
         l mixture effect with other cyanopeptolins present in this fraction. In the 
         non-MC-producer extract, compounds present in the apolar fraction contribute
         d mainly to mortality, locomotor impairment, and morphological changes in th
         e antennae of the microcrustacean. No lethal or sublethal effects were obser
         ved in the fractions dominated by other cyanopetides (Cyanopeptolin 959, Nos
         toginin BN741). Our findings contribute to the growing body of research indi
         cating that cyanobacterial metabolites beyond traditional cyanotoxins cause 
         detrimental effects. This underscores the importance of toxicological assess
         ments of such compounds, also at sublethal levels.' (1874 chars)
      serialnumber => protected'0166-445X' (9 chars)
      doi => protected'10.1016/j.aquatox.2024.106983' (29 chars)
      uid => protected33003 (integer)
      _localizedUid => protected33003 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected33003 (integer)modified
      pid => protected124 (integer)
   5 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=33024, pid=124)
      originalId => protected33024 (integer)
      authors => protected'Rougé,&nbsp;V.; von Gunten,&nbsp;U.; Janssen,&nbsp;E.&nbsp;M.&nbsp;L.' (70 chars)
      title => protected'Reactivity of cyanobacteria metabolites with ozone: multicompound competitio
         n kinetics' (86 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2024 (integer)
      volume => protected58 (integer)
      issue => protected'26' (2 chars)
      startpage => protected'11802' (5 chars)
      otherpage => protected'11811' (5 chars)
      categories => protected'cyanopeptides; planktothrix; microcystis; micropollutant; ozonation; toxins;
          microcystin' (88 chars)
      description => protected'Cyanobacterial blooms occur at increasing frequency and intensity, notably i
         n freshwater. This leads to the introduction of complex mixtures of their pr
         oducts, i.e., cyano-metabolites, to drinking water treatment plants. To asse
         ss the fate of cyano-metabolite mixtures during ozonation, a novel multicomp
         ound ozone (O<sub>3</sub>) competition kinetics method was developed. Sixtee
         n competitors with known second-order rate constants for their reaction with
         
         
         . The apparent second-order rate constants (<em>k</em><sub>app,O3</sub>) at 
         pH 7 were simultaneously determined for 31 cyano-metabolites. <em>k</em><sub
         >app,O3</sub> for olefin- and phenol-containing cyano-metabolites were consi
         stent with their expected reactivity (0.4–1.7 × 10<sup>6</sup> M<sup>–1
         </sup> s<sup>–1</sup>) while <em>k</em><sub>app,O3</sub> for tryptophan- a
         nd thioether-containing cyano-metabolites were significantly higher than exp
         ected (3.4–7.3 × 10<sup>7</sup> M<sup>–1</sup> s<sup>–1</sup>). Cyano
         -metabolites containing these moieties are predicted to be well abated durin
         g ozonation. For cyano-metabolites containing heterocycles, <em>k</em><sub>a
         
         
         tivity of this class of compounds. Due to lower O<sub>3</sub> reactivities, 
         heterocycle- and aliphatic amine-containing cyano-metabolites may be only pa
         rtially degraded by a direct O<sub>3</sub> reaction near circumneutral pH. H
         ydroxyl radicals, which are formed during ozonation, may be more important f
         or their abatement. This novel multicompound kinetic method allows a high-th
         roughput screening of ozonation kinetics.' (1865 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.4c02242' (23 chars)
      uid => protected33024 (integer)
      _localizedUid => protected33024 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected33024 (integer)modified
      pid => protected124 (integer)
   6 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=31895, pid=124)
      originalId => protected31895 (integer)
      authors => protected'de Almeida Torres,&nbsp;M.; Jones,&nbsp;M.&nbsp;R.; vom Berg,&nbsp;C.; Pinto
         ,&nbsp;E.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (120 chars)
      title => protected'Lethal and sublethal effects towards zebrafish larvae of microcystins and ot
         her cyanopeptides produced by cyanobacteria' (119 chars)
      journal => protected'Aquatic Toxicology' (18 chars)
      year => protected2023 (integer)
      volume => protected263 (integer)
      issue => protected'' (0 chars)
      startpage => protected'106689 (11 pp.)' (15 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanobacterial metabolites; fish toxicity; cardiotoxicity; locomotor behavio
         ur; cyanopeptolin; microginin' (105 chars)
      description => protected'Cyanobacterial blooms affect aquatic ecosystems across the globe and one maj
         or concern relates to their toxins such as microcystins (MC). Yet, the ecoto
         xicological risks, particularly non-lethal effects, associated with other co
         -produced secondary metabolites remain mostly unknown. Here, we assessed sur
         vival, morphological alterations, swimming behaviour and cardiovascular func
         tions of zebrafish (<em>Danio rerio</em>) upon exposure to cyanobacterial ex
         tracts of two Brazilian <em>Microcystis</em> strains. We verified that only 
         MIRS-04 produced MCs and identified other co-produced cyanopeptides also for
          the MC non-producer NPCD-01 by LC-HRMS/MS analysis. Both cyanobacterial ext
         racts, from the MC-producer and non-producer, caused acute toxicity in zebra
         fish with LC<sub>50</sub> values of 0.49 and 0.98 mg<sub>dw_biomass</sub>/mL
         , respectively. After exposure to MC-producer extract, additional decreased 
         locomotor activity was observed. The cyanopeptolin (micropeptin K139) contri
         buted 52% of the overall mortality and caused oedemas of the pericardial reg
         ion. Oedemas of the pericardial area and prevented hatching were also observ
         ed upon exposure to the fraction with high abundance of a microginin (Nostog
         inin BN741) in the extract of the MC non-producer. Our results further add t
         o the yet sparse understanding of lethal and sublethal effects caused by cya
         nobacterial metabolites other than MCs and the need to better understand the
          underlying mechanisms of the toxicity. We emphasize the importance of consi
         dering mixture toxicity of co-produced metabolites in the ecotoxicological r
         isk assessment of cyanobacterial bloom events, given the importance for pred
         icting adverse outcomes in fish and other organisms.' (1724 chars)
      serialnumber => protected'0166-445X' (9 chars)
      doi => protected'10.1016/j.aquatox.2023.106689' (29 chars)
      uid => protected31895 (integer)
      _localizedUid => protected31895 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected31895 (integer)modified
      pid => protected124 (integer)
   7 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=24660, pid=124)
      originalId => protected24660 (integer)
      authors => protected'Jones,&nbsp;M.&nbsp;R.; Janssen,&nbsp;E.&nbsp;M.&nbsp;L.' (56 chars)
      title => protected'Quantification of multi-class cyanopeptides in Swiss Lakes with automated ex
         traction, enrichment and analysis by online-SPE HPLC-HRMS/MS' (136 chars)
      journal => protected'Chimia' (6 chars)
      year => protected2022 (integer)
      volume => protected76 (integer)
      issue => protected'1-2' (3 chars)
      startpage => protected'133' (3 chars)
      otherpage => protected'144' (3 chars)
      categories => protected'analytical method; cyanobacteria; cyanotoxins; mass spectrometry; natural to
         xins' (80 chars)
      description => protected'The frequency and intensity of cyanobacterial blooms continue to increase in
          freshwater systems across the globe. Cyanobacteria can release toxins and s
         everal bioactive secondary metabolites and analytical methods are needed to 
         effectively assess their concentrations in surface waters. Since booms can e
         volve rapidly in parts of a lake, high resolution of spatial and temporal sa
         mpling increases the complexity of monitoring efforts. Here, we present the 
         validation of an automated, online-solid phase extraction (SPE) high perform
         ance liquid chromatography (HPLC)-high resolution tandem mass spectrometry (
         HRMS/MS) method. This online-SPE HPLC-HRMS/MS methods enables quantitative m
         onitoring of surface waters for 17 cyanobacterial peptides (cyanopeptides), 
         spanning 5 distinct cyanopeptide classes, including: microcystins, anabaenop
         eptins, nodularins, cyclamides and cyanopeptolins. The method can quantify t
         hese cyanopeptides in the low ng/L-range with high accuracy (85-116%) and lo
         w relative matrix effects (&lt;25%). We demonstrated its application to Swis
         s lake waters (Zürichsee, Hallwilersee, Greifensee), which also highlighted
          the value of adding cyanopeptides beyond common microcystins when monitorin
         g surface waters for cyanobacteria.' (1251 chars)
      serialnumber => protected'0009-4293' (9 chars)
      doi => protected'10.2533/chimia.2022.133' (23 chars)
      uid => protected24660 (integer)
      _localizedUid => protected24660 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected24660 (integer)modified
      pid => protected124 (integer)
   8 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=26097, pid=124)
      originalId => protected26097 (integer)
      authors => protected'Pittino,&nbsp;F.; Oliveira,&nbsp;J.; De Almeida Torres,&nbsp;M.; Fink,&nbsp;
         S.; Janssen,&nbsp;E.&nbsp;M.&nbsp;L.; Scheidegger,&nbsp;C.' (134 chars)
      title => protected'Cyanobacteria: extreme environments and toxic metabolites' (57 chars)
      journal => protected'Chimia' (6 chars)
      year => protected2022 (integer)
      volume => protected76 (integer)
      issue => protected'11' (2 chars)
      startpage => protected'967' (3 chars)
      otherpage => protected'969' (3 chars)
      categories => protected'bioaccumulation; cyanobacteria; cyanotoxins; lichen; water quality' (66 chars)
      description => protected'Cyanobacteria, also known as blue-green algae, are photosynthetic bacteria t
         hat can colonize different habitats, including extreme ones. They are of gre
         at interest to the scientific community, especially because of their ability
          to produce cyanotoxins: toxic secondary metabolites potentially harmful to 
         organisms especially when released to surface waters.' (357 chars)
      serialnumber => protected'0009-4293' (9 chars)
      doi => protected'10.2533/chimia.2022.967' (23 chars)
      uid => protected26097 (integer)
      _localizedUid => protected26097 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected26097 (integer)modified
      pid => protected124 (integer)
   9 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=23735, pid=124)
      originalId => protected23735 (integer)
      authors => protected'van Santen,&nbsp;J.&nbsp;A.; Poynton,&nbsp;E.&nbsp;F.; Iskakova,&nbsp;D.; M
         cMann,&nbsp;E.; Alsup,&nbsp;T. A.; Clark,&nbsp;T.&nbsp;N.; Fergusson,&nbsp;
         C.&nbsp;H.; Fewer,&nbsp;D.&nbsp;P.; Hughes,&nbsp;A.&nbsp;H.; McCadden,&nbsp;
         C.&nbsp;A.; Parra,&nbsp;J.; Soldatou,&nbsp;S.; Rudolf,&nbsp;J.&nbsp;D.; Jans
         sen,&nbsp;E.&nbsp;M.&nbsp;-L.; Duncan,&nbsp;K.&nbsp;R.; Linington,&nbsp;R.&n
         bsp;G.' (386 chars)
      title => protected'The natural products atlas 2.0: a database of microbially-derived natural pr
         oducts' (82 chars)
      journal => protected'Nucleic Acids Research' (22 chars)
      year => protected2022 (integer)
      volume => protected50 (integer)
      issue => protected'D1' (2 chars)
      startpage => protected'D1317' (5 chars)
      otherpage => protected'D1323' (5 chars)
      categories => protected'' (0 chars)
      description => protected'Within the natural products field there is an increasing emphasis on the stu
         dy of compounds from microbial sources. This has been fuelled by interest in
          the central role that microorganisms play in mediating both interspecies in
         teractions and host-microbe relationships. To support the study of natural p
         roducts chemistry produced by microorganisms we released the Natural Product
         s Atlas, a database of known microbial natural products structures, in 2019.
          This paper reports the release of a new version of the database which inclu
         des a full RESTful application programming interface (API), a new website fr
         amework, and an expanded database that includes 8128 new compounds, bringing
          the total to 32 552. In addition to these structural and content changes we
          have added full taxonomic descriptions for all microbial taxa and have adde
         d chemical ontology terms from both NP Classifier and ClassyFire. We have al
         so performed manual curation to review all entries with incomplete configura
         tional assignments and have integrated data from external resources, includi
         ng CyanoMetDB. Finally, we have improved the user experience by updating the
          Overview dashboard and creating a dashboard for taxonomic origin. The datab
         ase can be accessed via the new interactive website at https://www.npatlas.o
         rg.' (1295 chars)
      serialnumber => protected'0305-1048' (9 chars)
      doi => protected'10.1093/nar/gkab941' (19 chars)
      uid => protected23735 (integer)
      _localizedUid => protected23735 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected23735 (integer)modified
      pid => protected124 (integer)
   10 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=23739, pid=124)
      originalId => protected23739 (integer)
      authors => protected'Natumi,&nbsp;R.; Dieziger,&nbsp;C.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (69 chars)
      title => protected'Cyanobacterial toxins and cyanopeptide transformation kinetics by singlet ox
         ygen and pH-dependence in sunlit surface waters' (123 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2021 (integer)
      volume => protected55 (integer)
      issue => protected'22' (2 chars)
      startpage => protected'15196' (5 chars)
      otherpage => protected'15205' (5 chars)
      categories => protected'cyanopeptide; cyanobacteria; microcystin; phototransformation; anabaenopepti
         n; natural toxins; tyrosine; singlet oxygen' (119 chars)
      description => protected'To assess the risks associated with cyanobacterial blooms, the persistence a
         nd fate processes of cyanotoxins and other bioactive cyanobacterial metaboli
         tes need to be evaluated. Here, we investigated the reaction with photochemi
         cally produced singlet oxygen (<sup>1</sup>O<sub>2</sub>) for 30 cyanopeptid
         es synthesized by <em>Dolichospermum flos aquae</em>, including 9 anabaenope
         ptins, 18 microcystins, 2 cyanopeptolins, and 1 cyclamide. All compounds wer
         e stable in UVA light alone but in the presence of a photosensitizer we obse
         rved compound-specific degradation. A strong pH effect on the decay was obse
         rved for 18 cyanopeptides that all contained tyrosine or structurally relate
         d moieties. We can attribute this effect to the reaction with <sup>1</sup>O<
         sub>2</sub> and triplet sensitizer that preferentially react with the deprot
         onated form of tyrosine moieties. The contribution of <sup>1</sup>O<sub>2</s
         ub> to indirect phototransformation ranged from 12 to 39% and second-order r
         ate constants for 9 tyrosine-containing cyanopeptides were assessed. Includi
         ng the pH dependence of the reaction and system-independent second-order rat
         e constants with <sup>1</sup>O<sub>2</sub> will improve the estimation of ha
         lf-lives for multiclass cyanopeptide in surface waters. Our data further ind
         icates that naturally occurring triplet sensitizers are likely to oxidize de
         protonated tyrosine moieties of cyanopeptides and the specific reactivity an
         d its pH dependence needs to be investigated in future studies.' (1507 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.1c04194' (23 chars)
      uid => protected23739 (integer)
      _localizedUid => protected23739 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected23739 (integer)modified
      pid => protected124 (integer)
   11 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=22156, pid=124)
      originalId => protected22156 (integer)
      authors => protected'Filatova,&nbsp;D.; Jones,&nbsp;M.&nbsp;R.; Haley,&nbsp;J.&nbsp;A.; Núñez,&
         nbsp;O.; Farré,&nbsp;M.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (135 chars)
      title => protected'Cyanobacteria and their secondary metabolites in three freshwater reservoirs
          in the United Kingdom' (98 chars)
      journal => protected'Environmental Sciences Europe' (29 chars)
      year => protected2021 (integer)
      volume => protected33 (integer)
      issue => protected'' (0 chars)
      startpage => protected'29 (11 pp.)' (11 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanotoxin; cyanopeptide; water quality; mass spectrometry; suspect-screenin
         g; surface water; natural toxin; emerging contaminant' (129 chars)
      description => protected'<em>Background:</em> Bloom-forming cyanobacteria occur globally in aquatic e
         nvironments. They produce diverse bioactive metabolites, some of which are k
         nown to be toxic. The most studied cyanobacterial toxins are microcystins, a
         natoxin, and cylindrospermopsin, yet more than 2000 bioactive metabolites ha
         ve been identified to date. Data on the occurrence of cyanopeptides other th
         an microcystins in surface waters are sparse.<br /><em>Results:</em> We used
          a high-performance liquid chromatography–high-resolution tandem mass spe
         ctrometry/tandem mass spectrometry (HPLC–HRMS/MS) method to analyse cyanot
         oxin and cyanopeptide profiles in raw drinking water collected from three fr
         eshwater reservoirs in the United Kingdom. A total of 8 cyanopeptides were i
         dentified and quantified using reference standards. A further 20 cyanopeptid
         es were identified based on a suspect-screening procedure, with class-equiva
         lent quantification. Samples from Ingbirchworth reservoir showed the highest
          total cyanopeptide concentrations, reaching 5.8, 61, and 0.8 µg/L in Augu
         st, September, and October, respectively. Several classes of cyanopeptides w
         ere identified with anabaenopeptins, cyanopeptolins, and microcystins domina
         ting in September with 37%, 36%, and 26%, respectively. Samples from Tophill
          Low reservoir reached 2.4 µg/L in September, but remained below 0.2 µg/
         L in other months. Samples from Embsay reservoir did not exceed 0.1 µg/L. 
         At Ingbirchworth and Tophill Low, the maximum chlorophyll-a concentrations o
         
         
         eptide concentrations. These values exceed the World Health Organization’s
          guideline levels for relatively low probability of adverse health effects, 
         which are defined as 10 µg/L chlorophyll-a and 2 × 10<sup>4</sup> cel
         ls/mL.<br /><em>Conclusions:</em> This data is the first to present concentr
         ations of anabaenopeptin...' (2278 chars)
      serialnumber => protected'2190-4707' (9 chars)
      doi => protected'10.1186/s12302-021-00472-4' (26 chars)
      uid => protected22156 (integer)
      _localizedUid => protected22156 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected22156 (integer)modified
      pid => protected124 (integer)
   12 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=22310, pid=124)
      originalId => protected22310 (integer)
      authors => protected'Jones,&nbsp;M.&nbsp;R.; Pinto,&nbsp;E.; Torres,&nbsp;M.&nbsp;A.; Dörr,&nbsp
         ;F.; Mazur-Marzec,&nbsp;H.; Szubert,&nbsp;K.; Tartaglione,&nbsp;L.; Dell'Ave
         rsano,&nbsp;C.; Miles,&nbsp;C.&nbsp;O.; Beach,&nbsp;D.&nbsp;G.; McCarron,&nb
         sp;P.; Sivonen,&nbsp;K.; Fewer,&nbsp;D.&nbsp;P.; Jokela,&nbsp;J.; Janssen,&n
         bsp;E.&nbsp;M.&nbsp;-L.' (327 chars)
      title => protected'CyanoMetDB, a comprehensive public database of secondary metabolites from cy
         anobacteria' (87 chars)
      journal => protected'Water Research' (14 chars)
      year => protected2021 (integer)
      volume => protected196 (integer)
      issue => protected'' (0 chars)
      startpage => protected'117017 (12 pp.)' (15 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanobacteria; secondary metabolite; database; toxin; cyanopeptide; CyanoMet
         DB' (78 chars)
      description => protected'Harmful cyanobacterial blooms, which frequently contain toxic secondary meta
         bolites, are reported in aquatic environments around the world. More than tw
         o thousand cyanobacterial secondary metabolites have been reported from dive
         rse sources over the past fifty years. A comprehensive, publically-accessibl
         e database detailing these secondary metabolites would facilitate research i
         nto their occurrence, functions and toxicological risks. To address this nee
         d we created CyanoMetDB, a highly curated, flat-file, openly-accessible data
         base of cyanobacterial secondary metabolites collated from 850 peer-reviewed
          articles published between 1967 and 2020. CyanoMetDB contains 2010 cyanobac
         terial metabolites and 99 structurally related compounds. This has nearly do
         ubled the number of entries with complete literature metadata and structural
          composition information compared to previously available open access databa
         ses. The dataset includes microcytsins, cyanopeptolins, other depsipeptides,
          anabaenopeptins, microginins, aeruginosins, cyclamides, cryptophycins, saxi
         toxins, spumigins, microviridins, and anatoxins among other metabolite class
         es. A comprehensive database dedicated to cyanobacterial secondary metabolit
         es facilitates: (1) the detection and dereplication of known cyanobacterial 
         toxins and secondary metabolites; (2) the identification of novel natural pr
         oducts from cyanobacteria; (3) research on biosynthesis of cyanobacterial se
         condary metabolites, including substructure searches; and (4) the investigat
         ion of their abundance, persistence, and toxicity in natural environments.' (1594 chars)
      serialnumber => protected'0043-1354' (9 chars)
      doi => protected'10.1016/j.watres.2021.117017' (28 chars)
      uid => protected22310 (integer)
      _localizedUid => protected22310 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected22310 (integer)modified
      pid => protected124 (integer)
   13 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=22112, pid=124)
      originalId => protected22112 (integer)
      authors => protected'Natumi,&nbsp;R.; Marcotullio,&nbsp;S.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (72 chars)
      title => protected'Phototransformation kinetics of cyanobacterial toxins and secondary metaboli
         tes in surface waters' (97 chars)
      journal => protected'Environmental Sciences Europe' (29 chars)
      year => protected2021 (integer)
      volume => protected33 (integer)
      issue => protected'' (0 chars)
      startpage => protected'26 (13 pp.)' (11 chars)
      otherpage => protected'' (0 chars)
      categories => protected'cyanopeptide; cyanobacteria; microcystin; phototransformation; anabaenopepti
         n; natural toxins; surface water; water quality; degradation' (136 chars)
      description => protected'<em>Background:</em> Cyanobacteria and their toxins occur in high concentrat
         ions during the so-called bloom events in surface waters. To be able to asse
         ss the risks associated with cyanobacterial blooms, we need to understand th
         e persistence and fate processes of these toxins and other bioactive metabol
         ites. In this study, we investigated the photochemical fate of 54 cyanopepti
         des extracted from two strains of <em>Microcystis aeruginosa</em> (PCC7806 a
         nd UV006), <em>Planktothrix rubescens,</em> and <em>Dolichospermum flos aqua
         e</em>. We determined half-lives during sunlight exposure in lake water and 
         inspected the effect of pH on transformation kinetics for 27 microcystins, 8
          anabaenopeptins, 14 cyanopeptolins, 2 cyclamides, and 3 aeruginosins.<br />
         <em>Results:</em> For cyanopeptides from <em>D. flos aquae</em> and <em>P. r
         ubescens,</em> we observed the highest removal of 28 and 26%, respectively, 
         after 3-h sunlight exposure. Most cyanopeptides produced by the two <em>M. a
         eruginosa</em> strains were rather persistent with only up to 3% removal. Th
         e more reactive cyanopeptides contained amino acids known to undergo phototr
         ansformation, including methionine and tyrosine moieties or their derivative
         s. Photochemical half-lives of 14 tyrosine-containing cyanopeptides decrease
         d by one order of magnitude from nearly persistent conditions at pH 7 (half-
         life &gt; 70 h) to shorter half-lives at pH 10 (&lt; 10 h).<br /><em
         >Conclusions:</em> More work is needed to distinguish the contribution of di
         fferent photochemical reaction pathways including the contributions to the p
         H effect. To the best of our knowledge, this is the first assessment of tran
         sformation kinetics of such a wide range of cyanopeptides. The abundant and 
         persistent cyanopeptides that have not been studied in detail yet should be 
         prioritized for the evaluation of their ecosystem and human health risks and
          for their abatement during drinking water treatment.' (1953 chars)
      serialnumber => protected'2190-4707' (9 chars)
      doi => protected'10.1186/s12302-021-00465-3' (26 chars)
      uid => protected22112 (integer)
      _localizedUid => protected22112 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected22112 (integer)modified
      pid => protected124 (integer)
   14 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=20660, pid=124)
      originalId => protected20660 (integer)
      authors => protected'Natumi,&nbsp;R.; Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (50 chars)
      title => protected'Cyanopeptide co-production dynamics beyond mirocystins and effects of growth
          stages and nutrient availability' (109 chars)
      journal => protected'Environmental Science and Technology' (36 chars)
      year => protected2020 (integer)
      volume => protected54 (integer)
      issue => protected'10' (2 chars)
      startpage => protected'6063' (4 chars)
      otherpage => protected'6072' (4 chars)
      categories => protected'' (0 chars)
      description => protected'Intensified cyanobacterial bloom events are of increasing global concern bec
         ause of adverse effects associated with the release of bioactive compounds, 
         including toxic cyanopeptides. Cyanobacteria can produce a variety of cyanop
         eptides, yet our knowledge about their abundance and co-production remains l
         imited. We applied a suspect-screening approach, including 700 structurally 
         known cyanopeptides, and identified 11 cyanopeptides in <em>Microcystis aeru
         ginosa</em> and 17 in <em>Dolichospermum flos-aquae</em>. Total cyanopeptide
          concentrations ranged from high nmol to μmol g<sub>dry</sub><sup>-1</sup> 
         with slightly higher cell quotas in the mid-exponential growth phase. Relati
         ve cyanopeptide profiles were unchanged throughout the growth cycle. We demo
         nstrate that quantification based on microcystin-LR equivalents can introduc
         e an error of up to 6-fold and recommend a class-equivalent approach instead
         . In <em>M. aeruginosa</em>, rarely studied cyclamides dominated (&gt;80%) o
         ver cyanopeptolins and microcystins. While all nutrient reductions caused le
         ss growth, only lowering phosphorous and micronutrients reduced cyanopeptide
          production by <em>M. aeruginosa</em>. Similar trends were observed for <em>
         D. flos-aquae</em> and only lowering nitrogen decreased cyanopeptide product
         ion while the relative abundance of individual cyanopeptides remained stable
         . The synchronized production of other cyanopeptides along with microcystins
          emphasizes the need to make them available as reference standards to encour
         age more studies on their occurrence in blooms, persistence, and potential t
         oxicity.' (1604 chars)
      serialnumber => protected'0013-936X' (9 chars)
      doi => protected'10.1021/acs.est.9b07334' (23 chars)
      uid => protected20660 (integer)
      _localizedUid => protected20660 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected20660 (integer)modified
      pid => protected124 (integer)
   15 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=20604, pid=124)
      originalId => protected20604 (integer)
      authors => protected'Egli,&nbsp;C.&nbsp;M.; Natumi,&nbsp;R.&nbsp;S.; Jones,&nbsp;M.&nbsp;R.; Jans
         sen,&nbsp;E.&nbsp;M.&nbsp;-L.' (105 chars)
      title => protected'Inhibition of extracellular enzymes exposed to cyanopeptides' (60 chars)
      journal => protected'Chimia' (6 chars)
      year => protected2020 (integer)
      volume => protected74 (integer)
      issue => protected'3' (1 chars)
      startpage => protected'122' (3 chars)
      otherpage => protected'128' (3 chars)
      categories => protected'aquatic enzymes; biogeochemical cycling; cyanobacteria; harmful algae bloom;
          microbial loop' (91 chars)
      description => protected'Harmful cyanobacterial blooms in freshwater ecosystems produce bioactive sec
         ondary metabolites including cyanopeptides that pose ecological and human he
         alth risks. Only adverse effects of one class of cyanopeptides, microcystins
         , have been studied extensively and have consequently been included in water
          quality assessments. Inhibition is a commonly observed effect for enzymes e
         xposed to cyanopeptides and has mostly been investigated for human biologica
         lly relevant model enzymes. Here, we investigated the inhibition of ubiquito
         us aquatic enzymes by cyanobacterial metabolites. Hydrolytic enzymes are uti
         lized in the metabolism of aquatic organisms and extracellularly by heterotr
         ophic bacteria to obtain assimilable substrates. The ubiquitous occurrence o
         f hydrolytic enzymes leads to the co-occurrence with cyanopeptides especiall
         y during cyanobacterial blooms. Bacterial leucine aminopeptidase and alkalin
         e phosphatase were exposed to cyanopeptide extracts of different cyanobacter
         ial strains (<em>Microcystis aeruginosa </em> wild type and microcystin-free
          mutant,<em> Planktothrix rubescens</em>) and purified cyanopeptides. We obs
         erved inhibition of aminopeptidase and phosphatase upon exposure, especially
          to the apolar fractions of the cyanobacterial extracts. Exposure to the dom
         inant cyanopeptides in these extracts confirmed that purified microcystins, 
         aerucyclamide A and cyanopeptolin A inhibit the aminopeptidase in the low mg
          L<sup>-1</sup> range while the phosphatase was less affected. Inhibition of
          aquatic enzymes can reduce the turnover of nutrients and carbon substrates 
         and may also impair metabolic functions of grazing organisms.' (1657 chars)
      serialnumber => protected'0009-4293' (9 chars)
      doi => protected'10.2533/chimia.2020.122' (23 chars)
      uid => protected20604 (integer)
      _localizedUid => protected20604 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected20604 (integer)modified
      pid => protected124 (integer)
   16 => Snowflake\Publications\Domain\Model\Publicationprototypepersistent entity (uid=18207, pid=124)
      originalId => protected18207 (integer)
      authors => protected'Janssen,&nbsp;E.&nbsp;M.&nbsp;-L.' (33 chars)
      title => protected'Cyanobacterial peptides beyond microcystins – a review on co-occurrence, t
         oxicity, and challenges for risk assessment' (119 chars)
      journal => protected'Water Research' (14 chars)
      year => protected2019 (integer)
      volume => protected151 (integer)
      issue => protected'' (0 chars)
      startpage => protected'488' (3 chars)
      otherpage => protected'499' (3 chars)
      categories => protected'harmful algal bloom; cyanobacteria; toxin; risk assessment; ecotoxicology; h
         uman health' (87 chars)
      description => protected'Cyanobacterial bloom events that produce natural toxins occur in freshwaters
          across the globe, yet the potential risk of many cyanobacterial metabolites
          remains mostly unknown. Only microcystins, one class of cyanopeptides, have
          been studied intensively and the wealth of evidence regarding exposure conc
         entrations and toxicity led to their inclusion in risk management frameworks
          for water quality. However, cyanobacteria produce an incredible diversity o
         f hundreds of cyanopeptides beyond the class of microcystins. The question a
         rises, whether the other cyanopeptides are in fact of no human and ecologica
         l concern or whether these compounds merely received (too) little attention 
         thus far. Current observations suggest that an assessment of their (eco)toxi
         cological risk is indeed relevant: First, other cyanopeptides, including cya
         nopeptolins and anabaenopeptins, can occur just as frequently and at similar
          nanomolar concentrations as microcystins in surface waters. Second, cyanope
         ptolins, anabaenopeptins, aeruginosins and microginins inhibit proteases in 
         the nanomolar range, in contrast to protein phosphatase inhibition by microc
         ystins. Cyanopeptolins, aeruginosins, and aerucyclamide also show toxicity a
         gainst grazers in the micromolar range comparable to microcystins. The key c
         hallenge for a comprehensive risk assessment of cyanopeptides remains their 
         large structural diversity, lack of reference standards, and high analytical
          requirements for identification and quantification. One way forward would b
         e a prevalence study to identify the priority candidates of tentatively abun
         dant, persistent, and toxic cyanopeptides to make comprehensive risk assessm
         ents more manageable.' (1693 chars)
      serialnumber => protected'0043-1354' (9 chars)
      doi => protected'10.1016/j.watres.2018.12.048' (28 chars)
      uid => protected18207 (integer)
      _localizedUid => protected18207 (integer)modified
      _languageUid => protectedNULL
      _versionedUid => protected18207 (integer)modified
      pid => protected124 (integer)