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dc.contributor.authorBalskus, Emily Patricia
dc.contributor.authorWalsh, Christopher T.
dc.date.accessioned2014-05-09T18:13:50Z
dc.date.issued2009
dc.identifier.citationBalskus, Emily P., and Christopher T. Walsh. 2009. “ An Enzymatic Cyclopentyl[ b ]indole Formation Involved in Scytonemin Biosynthesis .” Journal of the American Chemical Society 131 (41) (October 21): 14648–14649.en_US
dc.identifier.issn0002-7863en_US
dc.identifier.issn1520-5126en_US
dc.identifier.urihttp://nrs.harvard.edu/urn-3:HUL.InstRepos:12168179
dc.description.abstractPrevious studies of the biosynthetic enzymes involved in the assembly of scytonemin (1), a cyanobacterial sunscreen, have identified β-ketoacid 2 as an important intermediate that is produced by ThDP-dependent enzyme ScyA. We now report that ScyC, previously annotated as a hypothetical protein, catalyzes cyclization and decarboxylation of 2 to generate ketone 5. Assembly of the cyclopentyl[b]indole structure in this manner has little precedent in the chemical literature. Additional mechanistic experiments have revealed that cyclization likely precedes decarboxylation and that the latter event may provide a driving force for cyclopentane formation.en_US
dc.description.sponsorshipChemistry and Chemical Biologyen_US
dc.language.isoen_USen_US
dc.publisherAmerican Chemical Society (ACS)en_US
dc.relation.isversionofdoi:10.1021/ja906752uen_US
dc.relation.hasversionhttp://www.ncbi.nlm.nih.gov/pubmed/19780555en_US
dash.licenseOAP
dc.titleAn Enzymatic Cyclopentyl[b]indole Formation Involved in Scytonemin Biosynthesisen_US
dc.typeJournal Articleen_US
dc.description.versionAccepted Manuscripten_US
dc.relation.journalJournal of the American Chemical Societyen_US
dash.depositing.authorBalskus, Emily Patricia
dc.date.available2014-05-09T18:13:50Z
dash.affiliation.otherDepartment of Biological Chemistry and Molecular Pharmacology, Harvard Medical Schoolen_US
dc.identifier.doi10.1021/ja906752u*
dash.contributor.affiliatedWalsh, Christopher
dash.contributor.affiliatedBalskus, Emily


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