In vitro biosynthesis of unnatural enterocin and wailupemycin polyketides

John A. Kalaitzis; Qian Cheng; Paul M. Thomas; Neil L. Kelleher; Bradley S. Moore

doi:10.1021/np800598t

In vitro biosynthesis of unnatural enterocin and wailupemycin polyketides

John A. Kalaitzis, Qian Cheng, Paul M. Thomas, Neil L. Kelleher, Bradley S. Moore

Research output: Contribution to journal › Article › peer-review

42 Scopus citations

Abstract

Nature has evolved finely tuned strategies to synthesize rare and complex natural products such as the enterocin family of polyketides from the marine bacterium Streptomyces maritimus. Herein we report the directed ex vivo multienzyme syntheses of 24 unnatural 5-deoxyenterocin and wailupemycin F and G analogues, 18 of which are new. We have generated molecular diversity by priming the enterocin biosynthesis enzymes with unnatural substrates and have illustrated further the uniqueness of this type II polyketide synthase by way of exploiting its unusual starter unit biosynthesis pathways.

Original language	English (US)
Pages (from-to)	469-472
Number of pages	4
Journal	Journal of Natural Products
Volume	72
Issue number	3
DOIs	https://doi.org/10.1021/np800598t
State	Published - Mar 27 2009

ASJC Scopus subject areas

Drug Discovery
Analytical Chemistry
Molecular Medicine
Complementary and alternative medicine
Pharmacology
Pharmaceutical Science
Organic Chemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/np800598t

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AU - Cheng, Qian

AU - Thomas, Paul M.

AU - Kelleher, Neil L.

AU - Moore, Bradley S.

PY - 2009/3/27

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AB - Nature has evolved finely tuned strategies to synthesize rare and complex natural products such as the enterocin family of polyketides from the marine bacterium Streptomyces maritimus. Herein we report the directed ex vivo multienzyme syntheses of 24 unnatural 5-deoxyenterocin and wailupemycin F and G analogues, 18 of which are new. We have generated molecular diversity by priming the enterocin biosynthesis enzymes with unnatural substrates and have illustrated further the uniqueness of this type II polyketide synthase by way of exploiting its unusual starter unit biosynthesis pathways.

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In vitro biosynthesis of unnatural enterocin and wailupemycin polyketides

Abstract

ASJC Scopus subject areas

UN SDGs

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