Stereoselectivity of Isolated Dehydratase Domains of the Borrelidin Polyketide Synthase: Implications for cis Double Bond Formation

Olivia Vergnolle; Frank Hahn; Abel Baerga-Ortiz; Peter F. Leadlay; Jennifer N. Andexer

doi:10.1002/cbic.201100011

Stereoselectivity of Isolated Dehydratase Domains of the Borrelidin Polyketide Synthase: Implications for cis Double Bond Formation

Olivia Vergnolle, Frank Hahn, Abel Baerga-Ortiz, Peter F. Leadlay, Jennifer N. Andexer

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

37 Scopus citations

Abstract

Not a matter of preference: The polyketide borrelidin contains both a trans and a cis double bond. The corresponding dehydratases in the polyketide synthase are found to have identical preferences for thioester substrates in vitro and to generate trans double bonds, undermining the idea that cis double bonds arise from dehydration of 3S rather than 3R alcohols.

Original language	English (US)
Pages (from-to)	1011-1014
Number of pages	4
Journal	ChemBioChem
Volume	12
Issue number	7
DOIs	https://doi.org/10.1002/cbic.201100011
State	Published - May 2 2011
Externally published	Yes

Keywords

Borrelidin
Dehydration
Double bonds
Enzyme catalysis
Polyketides

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

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10.1002/cbic.201100011

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AU - Baerga-Ortiz, Abel

AU - Leadlay, Peter F.

AU - Andexer, Jennifer N.

PY - 2011/5/2

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N2 - Not a matter of preference: The polyketide borrelidin contains both a trans and a cis double bond. The corresponding dehydratases in the polyketide synthase are found to have identical preferences for thioester substrates in vitro and to generate trans double bonds, undermining the idea that cis double bonds arise from dehydration of 3S rather than 3R alcohols.

AB - Not a matter of preference: The polyketide borrelidin contains both a trans and a cis double bond. The corresponding dehydratases in the polyketide synthase are found to have identical preferences for thioester substrates in vitro and to generate trans double bonds, undermining the idea that cis double bonds arise from dehydration of 3S rather than 3R alcohols.

KW - Borrelidin

KW - Dehydration

KW - Double bonds

KW - Enzyme catalysis

KW - Polyketides

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Stereoselectivity of Isolated Dehydratase Domains of the Borrelidin Polyketide Synthase: Implications for cis Double Bond Formation

Abstract

Keywords

ASJC Scopus subject areas

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