Reaction of COTC with Glutathione: Structure of the Putative Glyoxalase I Inhibitor
The structure of the active glyoxalase I inhibitor derived from the Streptomyces griseosporeus metabolite COTC 1 has been conclusively identified by means of total synthesis as 2c. Human glyoxalase I is competitively inhibited by 2c (K i = 183 ± 6 μM) but is not inhibited by 1 itself.
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Veröffentlicht in: | Organic letters 2000-10, Vol.2 (20), p.3143-3144 |
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creator | Huntley, C. Frederick M Hamilton, Diana S Creighton, Donald J Ganem, Bruce |
description | The structure of the active glyoxalase I inhibitor derived from the Streptomyces griseosporeus metabolite COTC 1 has been conclusively identified by means of total synthesis as 2c. Human glyoxalase I is competitively inhibited by 2c (K i = 183 ± 6 μM) but is not inhibited by 1 itself. |
doi_str_mv | 10.1021/ol006341z |
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Frederick M</creatorcontrib><creatorcontrib>Hamilton, Diana S</creatorcontrib><creatorcontrib>Creighton, Donald J</creatorcontrib><creatorcontrib>Ganem, Bruce</creatorcontrib><title>Reaction of COTC with Glutathione: Structure of the Putative Glyoxalase I Inhibitor</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>The structure of the active glyoxalase I inhibitor derived from the Streptomyces griseosporeus metabolite COTC 1 has been conclusively identified by means of total synthesis as 2c. Human glyoxalase I is competitively inhibited by 2c (K i = 183 ± 6 μM) but is not inhibited by 1 itself.</description><subject>Antibiotics, Antineoplastic - chemistry</subject><subject>Cyclohexanones - chemistry</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Glutathione - chemistry</subject><subject>Humans</subject><subject>Lactoylglutathione Lyase - antagonists & inhibitors</subject><subject>Streptomyces - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0EFLwzAUB_AgipvTg19AclHwUE3SNVm9SdE5GCg6vZakfaEdXTOTVJ0nr35NP4ktG_Pi6YWXH394f4SOKbmghNFLUxHCwyH93EF9GrEwECRiu9s3Jz104NycENpu4n3Uo5SQOOS8j14eQWa-NDU2Gif3swS_l77A46rx0hftHq5-vr7xk7dN5hsLHfMF4Ifuv3yDVq7Mh6ykAzzBk7ooVemNPUR7WlYOjjZzgJ5vb2bJXTC9H0-S62kgQ0p9IHKt8zxXYii44EPFMxAQMa1IFrORyEGBpjkHrUWkGFFKAOcQC9BMMJaPwgE6W-curXltwPl0UboMqkrWYBqXChYSQUYdPF_DzBrnLOh0acuFtKuUkrQrMd2W2NqTTWijFpD_yU1rLThdA5m5dG4aW7c3_hP0C1seek8</recordid><startdate>20001005</startdate><enddate>20001005</enddate><creator>Huntley, C. 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Frederick M ; Hamilton, Diana S ; Creighton, Donald J ; Ganem, Bruce</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a311t-7dffdddb7476764b6ce7e52fb0c9287debef1d6eff75b20bb7e66e97ef2722d83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Antibiotics, Antineoplastic - chemistry</topic><topic>Cyclohexanones - chemistry</topic><topic>Enzyme Inhibitors - chemical synthesis</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Glutathione - chemistry</topic><topic>Humans</topic><topic>Lactoylglutathione Lyase - antagonists & inhibitors</topic><topic>Streptomyces - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Huntley, C. Frederick M</creatorcontrib><creatorcontrib>Hamilton, Diana S</creatorcontrib><creatorcontrib>Creighton, Donald J</creatorcontrib><creatorcontrib>Ganem, Bruce</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Huntley, C. Frederick M</au><au>Hamilton, Diana S</au><au>Creighton, Donald J</au><au>Ganem, Bruce</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reaction of COTC with Glutathione: Structure of the Putative Glyoxalase I Inhibitor</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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subjects | Antibiotics, Antineoplastic - chemistry Cyclohexanones - chemistry Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Glutathione - chemistry Humans Lactoylglutathione Lyase - antagonists & inhibitors Streptomyces - chemistry |
title | Reaction of COTC with Glutathione: Structure of the Putative Glyoxalase I Inhibitor |
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