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A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins.

ABSTRACT: A general strategy to enzymatically label acyl carrier proteins (ACPs) of polyketide synthases has been developed. Incorporation of a chloromethyl ketone or vinyl ketone moiety into polyketide chain elongation intermediate mimics allows for the synthesis of CoA adducts. These CoA adducts undergo enzymatic reaction with Sfp, a phosphopantetheinyl transferase, to afford labeled CurB carrier proteins.

SUBMITTER: Leggans EK

PROVIDER: S-EPMC2992964 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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A general scheme for synthesis of substrate-based polyketide labels for acyl carrier proteins.

Leggans Erick K EK Akey David L DL Smith Janet L JL Fecik Robert A RA

Bioorganic & medicinal chemistry letters 20100525 19

A general strategy to enzymatically label acyl carrier proteins (ACPs) of polyketide synthases has been developed. Incorporation of a chloromethyl ketone or vinyl ketone moiety into polyketide chain elongation intermediate mimics allows for the synthesis of CoA adducts. These CoA adducts undergo enzymatic reaction with Sfp, a phosphopantetheinyl transferase, to afford labeled CurB carrier proteins. ...[more]

PMID: 20801036

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