{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,11,3]],"date-time":"2026-11-03T05:54:45Z","timestamp":1793685285936,"version":"4.5.1"},"reference-count":33,"publisher":"American Chemical Society (ACS)","issue":"10","license":[{"start":{"date-parts":[[2017,10,9]],"date-time":"2017-10-09T00:00:00Z","timestamp":1507507200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/pubs.acs.org\/page\/policy\/authorchoice_termsofuse.html"}],"funder":[{"DOI":"10.13039\/100000165","name":"Division of Chemistry","doi-asserted-by":"publisher","award":["CHE-1405062"],"award-info":[{"award-number":["CHE-1405062"]}],"id":[{"id":"10.13039\/100000165","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000165","name":"Division of Chemistry","doi-asserted-by":"publisher","award":["CHE-1565702"],"award-info":[{"award-number":["CHE-1565702"]}],"id":[{"id":"10.13039\/100000165","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002322","name":"Coordena\u00e7\u00e3o de Aperfei\u00e7oamento de Pessoal de N\u00edvel Superior","doi-asserted-by":"publisher","award":["99999.000902\/2015-02"],"award-info":[{"award-number":["99999.000902\/2015-02"]}],"id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Academic Senate, University of California, Santa Barbara"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2017,10,31]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Carbon disulfide is an environmental toxin, but there are suggestions in the literature that it may also have regulatory and\/or therapeutic roles in mammalian physiology. Thiols or thiolates would be likely biological targets for an electrophile, such as CS2, and in this context, the present study examines the dynamics of CS2 reactions with various thiols (RSH) in physiologically relevant near-neutral aqueous media to form the respective trithiocarbonate anions (TTC\u2013, also known as \u201cthioxanthate anions\u201d). The rates of TTC\u2013 formation are markedly pH-dependent, indicating that the reactive form of RSH is the conjugate base RS\u2013. The rates of the reverse reaction, that is, decay of TTC\u2013 anions to release CS2, is pH-independent, with rates roughly antiparallel to the basicities of the RS\u2013 conjugate base. These observations indicate that the rate-limiting step of decay is simple CS2 dissociation from RS\u2013, and according to microscopic reversibility, the transition state of TTC\u2013 formation would be simple addition of the RS\u2013 nucleophile to the CS2 electrophile. At pH 7.4 and 37 \u00b0C, cysteine and glutathione react with CS2 at a similar rate but the trithiocarbonate product undergoes a slow cyclization to give 2-thiothiazolidine-4-carboxylic acid. The potential biological relevance of these observations is briefly discussed.<\/jats:p>","DOI":"10.1021\/acsomega.7b01206","type":"journal-article","created":{"date-parts":[[2017,10,9]],"date-time":"2017-10-09T08:11:45Z","timestamp":1507536705000},"page":"6535-6543","source":"Crossref","is-referenced-by-count":12,"title":["Biological Thiols and Carbon Disulfide: The Formation\nand Decay of Trithiocarbonates under Physiologically Relevant Conditions"],"prefix":"10.1021","volume":"2","author":[{"given":"Maykon Lima","family":"Souza","sequence":"first","affiliation":[{"name":"University of California at Santa Barbara , , , ,","place":["Santa Barbara, California, United States, 93106-9510"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anthony W.","family":"DeMartino","sequence":"additional","affiliation":[{"name":"University of California at Santa Barbara , , , ,","place":["Santa Barbara, California, United States, 93106-9510"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5509-9912","authenticated-orcid":true,"given":"Peter C.","family":"Ford","sequence":"additional","affiliation":[{"name":"University of California at Santa Barbara , , , ,","place":["Santa Barbara, California, United States, 93106-9510"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2017,10,9]]},"reference":[{"key":"2026090321073311600_cit1","doi-asserted-by":"publisher","first-page":"21","DOI":"10.1039\/c6cs00585c","article-title":"Carbon disulfide.\nJust toxic or also bioregulatory and\/or therapeutic?","volume":"46","author":"DeMartino","year":"2017","journal-title":"Chem. 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