Gene Expression Enabling Synthetic Diversification of Natural Products: Chemogenetic Generation of Pacidamycin Analogs

Abhijeet Deb Roy; Sabine Grueschow; Nickiwe Cairns; Rebecca J. M. Goss

doi:10.1021/ja1060406

Gene Expression Enabling Synthetic Diversification of Natural Products: Chemogenetic Generation of Pacidamycin Analogs

Abhijeet Deb Roy, Sabine Grueschow, Nickiwe Cairns, Rebecca J. M. Goss^*

^*Corresponding author for this work

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

Abstract

Introduction of prnA, the halogenase gene from pyrrolnitrin biosynthesis, into Streptomyces coeruleorubidus resulted in efficient in situ chlorination of the uridyl peptide antibotic pacidamycin. The installed chlorine provided a selectably functionalizable handle enabling synthetic modification of the natural product using mild cross-coupling conditions in crude aqueous extracts of the culture broth.

Original language	English
Pages (from-to)	12243-12245
Number of pages	3
Journal	Journal of the American Chemical Society
Volume	132
Issue number	35
DOIs	https://doi.org/10.1021/ja1060406
Publication status	Published - 8 Sept 2010

Keywords

PRECURSOR-DIRECTED BIOSYNTHESIS
STREPTOMYCES
MECHANISM
HALOGENASE
ANTIBIOTICS
CRYSTAL-STRUCTURE

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abstract = "Introduction of prnA, the halogenase gene from pyrrolnitrin biosynthesis, into Streptomyces coeruleorubidus resulted in efficient in situ chlorination of the uridyl peptide antibotic pacidamycin. The installed chlorine provided a selectably functionalizable handle enabling synthetic modification of the natural product using mild cross-coupling conditions in crude aqueous extracts of the culture broth.",

keywords = "PRECURSOR-DIRECTED BIOSYNTHESIS, STREPTOMYCES, MECHANISM, HALOGENASE, ANTIBIOTICS, CRYSTAL-STRUCTURE",

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AU - Roy, Abhijeet Deb

AU - Grueschow, Sabine

AU - Cairns, Nickiwe

AU - Goss, Rebecca J. M.

PY - 2010/9/8

Y1 - 2010/9/8

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AB - Introduction of prnA, the halogenase gene from pyrrolnitrin biosynthesis, into Streptomyces coeruleorubidus resulted in efficient in situ chlorination of the uridyl peptide antibotic pacidamycin. The installed chlorine provided a selectably functionalizable handle enabling synthetic modification of the natural product using mild cross-coupling conditions in crude aqueous extracts of the culture broth.

KW - PRECURSOR-DIRECTED BIOSYNTHESIS

KW - STREPTOMYCES

KW - MECHANISM

KW - HALOGENASE

KW - ANTIBIOTICS

KW - CRYSTAL-STRUCTURE

U2 - 10.1021/ja1060406

DO - 10.1021/ja1060406

M3 - Article

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 35

ER -

Gene Expression Enabling Synthetic Diversification of Natural Products: Chemogenetic Generation of Pacidamycin Analogs

Abstract

Keywords

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