3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine is a natural product of the nucleocidin producers Streptomyces virens and Streptomyces calvus

David Clarke, Xuan Feng, Hai Deng, Qingzhi Zhang, David O'Hagan*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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Abstract

3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine 13 is identified as a natural product of Streptomyces calvus and Streptomyces virens. It is also generated in vitro by direct β-glucosylation of 4′,5′-didehydro-5′-deoxyadenosine 12 with the enzyme NucGT. The intact incorporation of oxygen-18 and deuterium isotopes from (±)[1-18O,1-2H2]-glycerol 14 into C-5′ of nucleocidin 1 and its related metabolites precludes 3′-O-β-glucosyl-4′,5′-didehydro-5′-deoxyadenosine 13 as a biosynthetic precursor to nucleocidin 1.

Original languageEnglish
Pages (from-to)2326-2332
Number of pages7
JournalJournal of Natural Products
Volume86
Issue number10
Early online date25 Sept 2023
DOIs
Publication statusPublished - 27 Oct 2023

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