3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus

[Image: see text] 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...

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Autores principales: Feng, Xuan, Zhang, Qingzhi, Clarke, David J., Deng, Hai, O’Hagan, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10616807/
https://www.ncbi.nlm.nih.gov/pubmed/37748016
http://dx.doi.org/10.1021/acs.jnatprod.3c00521
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author Feng, Xuan
Zhang, Qingzhi
Clarke, David J.
Deng, Hai
O’Hagan, David
author_facet Feng, Xuan
Zhang, Qingzhi
Clarke, David J.
Deng, Hai
O’Hagan, David
author_sort Feng, Xuan
collection PubMed
description [Image: see text] 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-(18)O,1-(2)H(2)]-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.
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spelling pubmed-106168072023-11-01 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus Feng, Xuan Zhang, Qingzhi Clarke, David J. Deng, Hai O’Hagan, David J Nat Prod [Image: see text] 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-(18)O,1-(2)H(2)]-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. American Chemical Society and American Society of Pharmacognosy 2023-09-25 /pmc/articles/PMC10616807/ /pubmed/37748016 http://dx.doi.org/10.1021/acs.jnatprod.3c00521 Text en © 2023 The Authors. Published by American Chemical Society and American Society of Pharmacognosy https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Feng, Xuan
Zhang, Qingzhi
Clarke, David J.
Deng, Hai
O’Hagan, David
3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title_full 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title_fullStr 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title_full_unstemmed 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title_short 3′-O-β-Glucosyl-4′,5′-didehydro-5′-deoxyadenosine Is a Natural Product of the Nucleocidin Producers Streptomyces virens and Streptomyces calvus
title_sort 3′-o-β-glucosyl-4′,5′-didehydro-5′-deoxyadenosine is a natural product of the nucleocidin producers streptomyces virens and streptomyces calvus
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10616807/
https://www.ncbi.nlm.nih.gov/pubmed/37748016
http://dx.doi.org/10.1021/acs.jnatprod.3c00521
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