Biosynthetic Origin of the Oxygen Atoms of Tetracenomycin C

Györgyi Udvarnoki; Christina Wagner; Reinhard Machinek; Jürgen Rohr

doi:10.1002/anie.199505651

Biosynthetic Origin of the Oxygen Atoms of Tetracenomycin C

Györgyi Udvarnoki, Christina Wagner, Reinhard Machinek, Jürgen Rohr

Pharmaceutical Sciences

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

14 Scopus citations

Abstract

Water and not acetate is the source of the oxygen atom 4a‐OH in the biosynthesis of tetracenomycin C. Based on this unusual finding, an intermediate epoxide is postulated, which has to be “cis opened” to attain the required stereochemistry at C‐4a and C‐12a (see reaction sequence below). (Figure Presented.)

Original language	English
Pages (from-to)	565-567
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	34
Issue number	5
DOIs	https://doi.org/10.1002/anie.199505651
State	Published - Mar 20 1995

Keywords

biosynthesis
natural products
tetracenomycin C

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.199505651

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title = "Biosynthetic Origin of the Oxygen Atoms of Tetracenomycin C",

abstract = "Water and not acetate is the source of the oxygen atom 4a‐OH in the biosynthesis of tetracenomycin C. Based on this unusual finding, an intermediate epoxide is postulated, which has to be “cis opened” to attain the required stereochemistry at C‐4a and C‐12a (see reaction sequence below). (Figure Presented.)",

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AU - Udvarnoki, Györgyi

AU - Wagner, Christina

AU - Machinek, Reinhard

AU - Rohr, Jürgen

PY - 1995/3/20

Y1 - 1995/3/20

N2 - Water and not acetate is the source of the oxygen atom 4a‐OH in the biosynthesis of tetracenomycin C. Based on this unusual finding, an intermediate epoxide is postulated, which has to be “cis opened” to attain the required stereochemistry at C‐4a and C‐12a (see reaction sequence below). (Figure Presented.)

AB - Water and not acetate is the source of the oxygen atom 4a‐OH in the biosynthesis of tetracenomycin C. Based on this unusual finding, an intermediate epoxide is postulated, which has to be “cis opened” to attain the required stereochemistry at C‐4a and C‐12a (see reaction sequence below). (Figure Presented.)

KW - biosynthesis

KW - natural products

KW - tetracenomycin C

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JF - Angewandte Chemie International Edition in English

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ER -

Biosynthetic Origin of the Oxygen Atoms of Tetracenomycin C

Abstract

Keywords

ASJC Scopus subject areas

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