{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,28]],"date-time":"2026-09-28T19:17:47Z","timestamp":1790623067742,"version":"4.1.0"},"reference-count":70,"publisher":"Frontiers Media SA","license":[{"start":{"date-parts":[[2023,1,11]],"date-time":"2023-01-11T00:00:00Z","timestamp":1673395200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004359","name":"Swedish Research Council","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100004359","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["frontiersin.org"],"crossmark-restriction":true},"short-container-title":["Front. Microbiol."],"abstract":"<jats:p>\n                    Low-molecular-mass (LMM) thiol compounds are known to be important for many biological processes in various organisms but LMM thiols are understudied in anaerobic bacteria. In this work, we examined the production and turnover of nanomolar concentrations of LMM thiols with a chemical structure related to cysteine by the model iron-reducing bacterium\n                    <jats:italic>Geobacter sulfurreducens<\/jats:italic>\n                    . Our results show that\n                    <jats:italic>G. sulfurreducens<\/jats:italic>\n                    tightly controls the production, excretion and intracellular concentration of thiols depending on cellular growth state and external conditions. The production and cellular export of endogenous cysteine was coupled to the extracellular supply of Fe(II), suggesting that cysteine excretion may play a role in cellular trafficking to iron proteins. Addition of excess exogenous cysteine resulted in a rapid and extensive conversion of cysteine to penicillamine by the cells. Experiments with added isotopically labeled cysteine confirmed that penicillamine was formed by a dimethylation of the C-3 atom of cysteine and not\n                    <jats:italic>via<\/jats:italic>\n                    indirect metabolic responses to cysteine exposure. This is the first report of\n                    <jats:italic>de novo<\/jats:italic>\n                    metabolic synthesis of this compound. Penicillamine formation increased with external exposure to cysteine but the compound did not accumulate intracellularly, which may suggest that it is part of\n                    <jats:italic>G. sulfurreducens<\/jats:italic>\n                    \u2019 metabolic strategy to maintain cysteine homeostasis. Our findings highlight and expand on processes mediating homeostasis of cysteine-like LMM thiols in strict anaerobic bacteria. The formation of penicillamine is particularly noteworthy and this compound warrants more attention in microbial metabolism studies.\n                  <\/jats:p>","DOI":"10.3389\/fmicb.2022.1085214","type":"journal-article","created":{"date-parts":[[2023,1,11]],"date-time":"2023-01-11T00:42:32Z","timestamp":1673397752000},"update-policy":"https:\/\/doi.org\/10.3389\/crossmark-policy","source":"Crossref","is-referenced-by-count":9,"title":["Metabolic turnover of cysteine-related thiol compounds at environmentally relevant concentrations by Geobacter sulfurreducens"],"prefix":"10.3389","volume":"13","author":[{"given":"Mareike","family":"Gutensohn","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jeffra K.","family":"Schaefer","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Torben J.","family":"Maas","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ulf","family":"Skyllberg","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erik","family":"Bj\u00f6rn","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1965","published-online":{"date-parts":[[2023,1,11]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","first-page":"107","DOI":"10.1038\/151107a0","article-title":"Penicillamine, a characteristic degradation product of penicillin","volume":"151","author":"Abraham","year":"1943","journal-title":"Nature"},{"key":"ref2","doi-asserted-by":"publisher","first-page":"8187","DOI":"10.1021\/acs.est.9b01502","article-title":"Microbial biosynthesis of Thiol compounds: implications for speciation, cellular uptake, and methylation of hg(II)","volume":"53","author":"Adediran","year":"2019","journal-title":"Environ. Sci. Technol."},{"key":"ref3","doi-asserted-by":"publisher","first-page":"1902","DOI":"10.1021\/es000073i","article-title":"Thiols in coastal waters of the western North Sea and English Channel","volume":"35","author":"Al-Farawati","year":"2001","journal-title":"Environ. Sci. Technol."},{"key":"ref4","doi-asserted-by":"publisher","first-page":"3995","DOI":"10.1074\/jbc.R114.607044","article-title":"Mechanistic diversity of radical S-Adenosylmethionine (SAM)-dependent methylation","volume":"290","author":"Bauerle","year":"2015","journal-title":"J. Biol. Chem."},{"key":"ref5","doi-asserted-by":"publisher","first-page":"8034","DOI":"10.1038\/s41598-017-08515-8","article-title":"Cellular toxicity pathways of inorganic and methyl mercury in the green microalga Chlamydomonas reinhardtii","volume":"7","author":"Beauvais-Fluck","year":"2017","journal-title":"Sci. Rep."},{"key":"ref6","doi-asserted-by":"publisher","first-page":"393","DOI":"10.3390\/geosciences8110393","article-title":"Molecular effects of inorganic and methyl mercury in aquatic primary producers: comparing impact to a Macrophyte and a green microalga in controlled conditions","volume":"8","author":"Beauvais-Fluck","year":"2018","journal-title":"Geosciences"},{"key":"ref8","doi-asserted-by":"publisher","first-page":"9758","DOI":"10.1021\/acs.est.8b01885","article-title":"Linking microbial activities and low-molecular-weight Thiols to hg methylation in biofilms and Periphyton from high-altitude Tropical Lakes in the Bolivian Altiplano","volume":"52","author":"Bouchet","year":"2018","journal-title":"Environ. Sci. Technol."},{"key":"ref9","doi-asserted-by":"publisher","first-page":"2751","DOI":"10.1039\/j39680002751","article-title":"The reaction between cyanide and the mixed Disulphide of cysteine and Penicillamine","author":"Boyde","year":"1968","journal-title":"J Chem Soc (C): O"},{"key":"ref10","doi-asserted-by":"publisher","first-page":"3752","DOI":"10.1128\/aem.60.10.3752-3759.1994","article-title":"Geobacter Sulfurreducens sp-nov, a hydrogen-oxidizing and acetate oxidizing dissimilatory metal-reducing microorganism","volume":"60","author":"Caccavo","year":"1994","journal-title":"Appl. Environ. Microbiol."},{"key":"ref11","doi-asserted-by":"publisher","first-page":"383","DOI":"10.1128\/aem.37.3.383-390.1979","article-title":"Bactericidal effect of cysteine exposed to atmospheric oxygen","volume":"37","author":"Carlsson","year":"1979","journal-title":"Appl. Environ. Microbiol."},{"key":"ref12","doi-asserted-by":"publisher","first-page":"143","DOI":"10.1007\/s10534-006-0003-2","article-title":"Feo - transport of ferrous iron into bacteria","volume":"19","author":"Cartron","year":"2006","journal-title":"Biometals"},{"key":"ref13","doi-asserted-by":"publisher","first-page":"1198","DOI":"10.1016\/j.bbapap.2006.04.017","article-title":"The proteome of dissimilatory metal-reducing microorganism Geobacter sulfurreducens under various growth conditions","volume":"1764","author":"Ding","year":"2006","journal-title":"Biochimica Et Biophysica Acta-Proteins and Proteomics."},{"key":"ref14","doi-asserted-by":"publisher","first-page":"2939","DOI":"10.1021\/es0102235","article-title":"Cysteine-mediated reductive dissolution of poorly crystalline iron(III) oxides by Geobacter sulfurreducens","volume":"36","author":"Doong","year":"2002","journal-title":"Environ. Sci. Technol."},{"key":"ref15","doi-asserted-by":"publisher","first-page":"11","DOI":"10.3389\/fmicb.2020.600463","article-title":"Cobalt resistance via detoxification and mineralization in the iron-reducing bacterium Geobacter sulfurreducens","volume":"11","author":"Dulay","year":"2020","journal-title":"Front. Microbiol."},{"key":"ref16","doi-asserted-by":"publisher","first-page":"508","DOI":"10.4319\/lo.2005.50.2.0508","article-title":"Effects of copper, cadmium, and zinc on the production and exudation of thiols by Emiliania huxleyi","volume":"50","author":"Dupont","year":"2005","journal-title":"Limnol. Oceanogr."},{"key":"ref17","doi-asserted-by":"publisher","first-page":"1961","DOI":"10.1016\/j.dsr.2006.09.003","article-title":"Distributions of dissolved and particulate biogenic thiols in the subartic Pacific Ocean","volume":"53","author":"Dupont","year":"2006","journal-title":"Deep Sea Res 1 Oceanogr Res Pap"},{"key":"ref18","doi-asserted-by":"publisher","first-page":"1754","DOI":"10.4319\/lo.2004.49.5.1754","article-title":"Novel copper-binding and nitrogen-rich thiols produced and exuded by Emiliania huxleyi","volume":"49","author":"Dupont","year":"2004","journal-title":"Limnol. Oceanogr."},{"key":"ref19","doi-asserted-by":"publisher","first-page":"2918","DOI":"10.1128\/AEM.03916-13","article-title":"The iron Stimulon and fur Regulon of Geobacter sulfurreducens and their role in energy metabolism","volume":"80","author":"Embree","year":"2014","journal-title":"Appl. Environ. Microbiol."},{"key":"ref20","doi-asserted-by":"publisher","first-page":"1457","DOI":"10.1126\/science.278.5342.1457","article-title":"Crystal structure of methyl coenzyme M reductase: the key enzyme of biological methane formation","volume":"278","author":"Ermler","year":"1997","journal-title":"Science"},{"key":"ref21","doi-asserted-by":"publisher","first-page":"333","DOI":"10.1146\/annurev.micro.55.1.333","article-title":"Novel thiols of prokaryotes","volume":"55","author":"Fahey","year":"2001","journal-title":"Annu. Rev. Microbiol."},{"key":"ref22","doi-asserted-by":"publisher","first-page":"3182","DOI":"10.1016\/j.bbagen.2012.10.006","article-title":"Glutathione analogs in prokaryotes","volume":"1830","author":"Fahey","year":"2013","journal-title":"BBA-Gen. Subjects"},{"key":"ref23","doi-asserted-by":"publisher","first-page":"247","DOI":"10.1038\/s41579-019-0158-9","article-title":"Bacteria and archaea on earth and their abundance in biofilms","volume":"17","author":"Flemming","year":"2019","journal-title":"Nat. Rev. Microbiol."},{"key":"ref24","volume-title":"The chemistry and biochemistry of the sulfhydryl Group in Amino Acids, peptides and proteins","author":"Friedman","year":"1973"},{"key":"ref25","doi-asserted-by":"publisher","first-page":"649","DOI":"10.1007\/978-1-4757-9113-6_36","article-title":"Chemical basis for Pharmacological and therapeutic actions of Penicillamine","author":"Friedman","year":"1977","journal-title":"Adv. Exp. Med. Biol."},{"key":"ref26","doi-asserted-by":"publisher","first-page":"336","DOI":"10.1038\/s41586-021-04355-9","article-title":"Crystallographic snapshots of a B-12-dependent radical SAM methyltransferase","volume":"602","author":"Fyfe","year":"2022","journal-title":"Nature"},{"key":"ref27","doi-asserted-by":"publisher","first-page":"913","DOI":"10.1039\/c3mt20279h","article-title":"Cellular response of E. coli upon Hg2+ exposure - a case study of advanced nuclear analytical approach to metalloproteomics","volume":"5","author":"Gao","year":"2013","journal-title":"Metallomics"},{"key":"ref28","doi-asserted-by":"crossref","DOI":"10.1079\/9781780642635.0219","article-title":"Cysteine Homeostasis,","volume-title":"Amino acids in higher plants","author":"Garc\u00eda","year":"2015"},{"key":"ref29","doi-asserted-by":"publisher","first-page":"1592","DOI":"10.1111\/1462-2920.12314","article-title":"Geochemical, metagenomic and metaproteomic insights into trace metal utilization by methane-oxidizing microbial consortia in sulphidic marine sediments","volume":"16","author":"Glass","year":"2014","journal-title":"Environ. Microbiol."},{"key":"ref31","doi-asserted-by":"publisher","first-page":"293","DOI":"10.1021\/np049685x","article-title":"Biological chemistry of naturally occurring thiols of microbial and marine origin","volume":"68","author":"Hand","year":"2005","journal-title":"J. Nat. Prod."},{"key":"ref32","doi-asserted-by":"publisher","first-page":"659","DOI":"10.1007\/s10534-009-9235-2","article-title":"The role of siderophores in iron acquisition by photosynthetic marine microorganisms","volume":"22","author":"Hopkinson","year":"2009","journal-title":"Biometals"},{"key":"ref33","doi-asserted-by":"crossref","DOI":"10.1007\/978-1-4757-9438-0","volume-title":"Biochemistry of sulfur","author":"Huxtable","year":"1986"},{"key":"ref34","volume-title":"Biochemistry of the SH group","author":"Jocelyn","year":"1972"},{"key":"ref35","doi-asserted-by":"publisher","first-page":"53","DOI":"10.1007\/s00203-002-0425-3","article-title":"Cysteine-mediated electron transfer in syntrophic acetate oxidation by cocultures of Geobacter sulfurreducens and Wolinella succinogenes","volume":"178","author":"Kaden","year":"2002","journal-title":"Arch. Microbiol."},{"key":"ref37","doi-asserted-by":"publisher","first-page":"103","DOI":"10.1016\/j.micres.2017.10.012","article-title":"Synthesis, nature and utility of universal iron chelator - Siderophore: a review","author":"Khan","year":"2018","journal-title":"Microbiol. Res."},{"key":"ref38","doi-asserted-by":"publisher","first-page":"117","DOI":"10.1007\/BF00002773","article-title":"Evidence for the biological turnover of thiols in anoxic marine sediments","volume":"13","author":"Kiene","year":"1991","journal-title":"Biogeochemistry"},{"key":"ref39","doi-asserted-by":"publisher","first-page":"156","DOI":"10.1128\/aem.56.1.156-161.1990","article-title":"Sulfur-containing amino-acids as precursors of thiols in anoxic coastal sediments","volume":"56","author":"Kiene","year":"1990","journal-title":"Appl. Environ. Microbiol."},{"key":"ref40","doi-asserted-by":"publisher","first-page":"F651","DOI":"10.1149\/2.0821607jes","article-title":"A self-sufficient nitrate groundwater remediation system: Geobacter Sulfurreducens microbial fuel cell fed by hydrogen from a water Electrolyzer","volume":"163","author":"Knoche","year":"2016","journal-title":"J. Electrochem. Soc."},{"key":"ref42","doi-asserted-by":"publisher","first-page":"273","DOI":"10.1093\/femsre\/fuv049","article-title":"Bacterial ferrous iron transport: the Feo system","volume":"40","author":"Lau","year":"2016","journal-title":"FEMS Microbiol. Rev."},{"key":"ref43","doi-asserted-by":"publisher","first-page":"7709","DOI":"10.1021\/es505952x","article-title":"Relationship between extracellular low-molecular-weight Thiols and mercury species in natural Lake Periphytic biofilms","volume":"49","author":"Leclerc","year":"2015","journal-title":"Environ. Sci. Technol."},{"key":"ref44","doi-asserted-by":"publisher","first-page":"1089","DOI":"10.1021\/ac503679y","article-title":"Determination of sub-Nanomolar levels of low molecular mass Thiols in natural waters by liquid chromatography tandem mass spectrometry after Derivatization with p-(Hydroxymercuri)benzoate and online Preconcentration","volume":"87","author":"Liem-Nguyen","year":"2015","journal-title":"Anal. Chem."},{"key":"ref45","doi-asserted-by":"publisher","first-page":"e00117-17","DOI":"10.1128\/JB.00117-17","article-title":"Anaerobic cysteine degradation and potential metabolic coordination in salmonella enterica and Escherichia coli","volume":"199","author":"Loddeke","year":"2017","journal-title":"J. Bacteriol."},{"key":"ref46","doi-asserted-by":"publisher","first-page":"391","DOI":"10.1146\/annurev-micro-092611-150104","article-title":"Electromicrobiology","volume":"66","author":"Lovley","year":"2012","journal-title":"Annu. Rev. Microbiol."},{"key":"ref47","doi-asserted-by":"publisher","first-page":"1558","DOI":"10.1128\/AEM.72.2.1558-1568.2006","article-title":"Characterization of metabolism in the Fe(III)-reducing organism Geobacter sulfurreducens by constraint-based modeling","volume":"72","author":"Mahadevan","year":"2006","journal-title":"Appl. Environ. Microbiol."},{"key":"ref48","doi-asserted-by":"publisher","first-page":"451","DOI":"10.1016\/j.ecolind.2016.12.004","article-title":"Mercury toxicity to terrestrial biota","volume":"74","author":"Mahbub","year":"2017","journal-title":"Ecol. Indic."},{"key":"ref49","doi-asserted-by":"publisher","first-page":"2863","DOI":"10.1007\/s00203-021-02274-x","article-title":"Elucidation of crude siderophore extracts from supernatants of pseudomonas sp. ZnCd2003 cultivated in nutrient broth supplemented with Zn, cd, and Zn plus cd","volume":"203","author":"Meesungnoen","year":"2021","journal-title":"Arch. Microbiol."},{"key":"ref50","doi-asserted-by":"publisher","first-page":"1967","DOI":"10.1126\/science.1088727","article-title":"Genome of Geobacter sulfurreducens: metal reduction in subsurface environments","volume":"302","author":"Methe","year":"2003","journal-title":"Science"},{"key":"ref52","doi-asserted-by":"publisher","first-page":"27","DOI":"10.1146\/annurev.nu.01.070181.000331","article-title":"Iron-absorption and transport in microorganisms","volume":"1","author":"Neilands","year":"1981","journal-title":"Annu. Rev. Nutr."},{"key":"ref53","doi-asserted-by":"publisher","first-page":"e01931-17","DOI":"10.1128\/AEM.01931-17","article-title":"Low-molecular-weight Thiols and Thioredoxins are important players in hg(II) resistance in Thermus thermophilus HB27","volume":"84","author":"Norambuena","year":"2018","journal-title":"Appl. Environ. Microbiol."},{"key":"ref54","doi-asserted-by":"publisher","first-page":"1942","DOI":"10.1128\/JB.185.6.1942-1950.2003","article-title":"High levels of intracellular cysteine promote oxidative DNA damage by driving the Fenton reaction","volume":"185","author":"Park","year":"2003","journal-title":"J. Bacteriol."},{"key":"ref55","doi-asserted-by":"publisher","first-page":"895","DOI":"10.1038\/206895a0","article-title":"Iatrogenic urinary amino-acid derived from penicillin","volume":"206","author":"Perry","year":"1965","journal-title":"Nature"},{"key":"ref57","doi-asserted-by":"publisher","first-page":"49841","DOI":"10.1074\/jbc.M205615200","article-title":"Cysteine is exported from the Escherichia coli cytoplasm by CydDC, an ATP-binding cassette-type transporter required for cytochrome assembly","volume":"277","author":"Pittman","year":"2002","journal-title":"J. Biol. Chem."},{"key":"ref58","doi-asserted-by":"publisher","first-page":"148","DOI":"10.1016\/j.freeradbiomed.2014.11.013","article-title":"The basics of thiols and cysteines in redox biology and chemistry","volume":"80","author":"Poole","year":"2015","journal-title":"Free Radic. Biol. Med."},{"key":"ref59","doi-asserted-by":"publisher","first-page":"648","DOI":"10.3390\/antibiotics10060648","article-title":"D-Penicillamine: the state of the art in humans and in dogs from a Pharmacological and regulatory perspective","volume":"10","author":"Pugliese","year":"2021","journal-title":"Antibiotics-Basel."},{"key":"ref60","doi-asserted-by":"publisher","first-page":"3626","DOI":"10.1128\/JB.00546-15","article-title":"Death by Cystine: an adverse emergent property from a beneficial series of reactions","volume":"197","author":"Reitzer","year":"2015","journal-title":"J. Bacteriol."},{"key":"ref61","doi-asserted-by":"publisher","first-page":"170","DOI":"10.1038\/nature14029","article-title":"Glutathione activates virulence gene expression of an intracellular pathogen","volume":"517","author":"Reniere","year":"2015","journal-title":"Nature"},{"key":"ref62","doi-asserted-by":"publisher","first-page":"108","DOI":"10.1039\/C5MT00256G","article-title":"Mercury-mediated cross-resistance to tellurite in pseudomonas spp. isolated from the Chilean Antarctic territory","volume":"8","author":"Rodriguez-Rojas","year":"2016","journal-title":"Metallomics"},{"key":"ref63","doi-asserted-by":"publisher","first-page":"123","DOI":"10.1038\/ngeo412","article-title":"High methylation rates of mercury bound to cysteine by Geobacter sulfurreducens","volume":"2","author":"Schaefer","year":"2009","journal-title":"Nat. Geosci."},{"key":"ref64","doi-asserted-by":"publisher","first-page":"8714","DOI":"10.1073\/pnas.1105781108","article-title":"Active transport, substrate specificity, and methylation of hg(II) in anaerobic bacteria","volume":"108","author":"Schaefer","year":"2011","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"ref65","doi-asserted-by":"publisher","first-page":"887","DOI":"10.1039\/C8MT00097B","article-title":"Toward a mechanistic understanding of Feo-mediated ferrous iron uptake","volume":"10","author":"Sestok","year":"2018","journal-title":"Metallomics"},{"key":"ref66","doi-asserted-by":"publisher","first-page":"3876","DOI":"10.1021\/acs.est.0c08416","article-title":"Metabolomic responses of green alga Chlamydomonas reinhardtii exposed to sublethal concentrations of inorganic and Methylmercury","volume":"55","author":"Slaveykova","year":"2021","journal-title":"Environ. Sci. Technol."},{"key":"ref67","doi-asserted-by":"publisher","first-page":"1289","DOI":"10.4319\/lo.2000.45.6.1289","article-title":"The distribution of biogenic thiols in surface waters of Galveston Bay","volume":"45","author":"Tang","year":"","journal-title":"Limnol. Oceanogr."},{"key":"ref68","doi-asserted-by":"publisher","first-page":"299","DOI":"10.1016\/S0003-2670(99)00880-6","article-title":"Analysis of biogenic thiols in natural water samples by high-performance liquid chromatographic separation and fluorescence detection with ammonium 7-fluorobenzo-2-oxa-1,3-diazole-4-sulfonate (SBD-F)","volume":"408","author":"Tang","year":"","journal-title":"Anal. Chim. Acta"},{"key":"ref69","doi-asserted-by":"publisher","first-page":"10030","DOI":"10.1021\/acs.est.8b01305","article-title":"Spectroscopic and microscopic evidence of biomediated HgS species formation from hg(II)\u2013cysteine complexes: implications for hg(II) bioavailability","volume":"52","author":"Thomas","year":"2018","journal-title":"Environ. Sci. Technol."},{"key":"ref70","doi-asserted-by":"publisher","first-page":"643","DOI":"10.1016\/j.resmic.2010.06.004","article-title":"Cysteine biosynthesis, oxidative stress and antibiotic resistance in salmonella typhimurium","volume":"161","author":"Turnbull","year":"2010","journal-title":"Res. Microbiol."},{"key":"ref71","doi-asserted-by":"publisher","first-page":"142666","DOI":"10.1016\/j.scitotenv.2020.142666","article-title":"Methylmercury formation in boreal wetlands in relation to chemical speciation of mercury(II) and concentration of low molecular mass thiols","volume":"755","author":"Van","year":"2021","journal-title":"Sci. Total Environ."},{"key":"ref72","doi-asserted-by":"publisher","first-page":"43","DOI":"10.1146\/annurev.marine.010908.163712","article-title":"Chemistry of marine ligands and Siderophores","volume":"1","author":"Vraspir","year":"2009","journal-title":"Annu. Rev. Mar. Sci."},{"key":"ref73","doi-asserted-by":"publisher","first-page":"1023","DOI":"10.1007\/s10534-013-9679-2","article-title":"The impact of ionic mercury on antioxidant defenses in two mercury-sensitive anaerobic bacteria","volume":"26","author":"Wang","year":"2013","journal-title":"Biometals"},{"key":"ref74","doi-asserted-by":"publisher","first-page":"1262","DOI":"10.1002\/bies.201500067","article-title":"The versatile low-molecular-weight thiols: beyond cell protection","volume":"37","author":"Wang","year":"2015","journal-title":"BioEssays"},{"key":"ref76","doi-asserted-by":"publisher","first-page":"795","DOI":"10.1074\/jbc.274.2.795","article-title":"Purification and characterization of NAD: penicillamine ADP transferase from Bacillus sphaericus - a novel NAD-dependent enzyme catalyzing phosphoramide bond formation","volume":"274","author":"Yanagidani","year":"1999","journal-title":"J. Biol. Chem."},{"key":"ref77","doi-asserted-by":"publisher","first-page":"2276","DOI":"10.4319\/lo.2004.49.6.2276","article-title":"Thiols in wetland interstitial waters and their role in mercury and methylmercury speciation","volume":"49","author":"Zhang","year":"2004","journal-title":"Limnol. 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