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Cell‐Free Biosynthesis of Fluoroacetate and 4‐Fluorothreonine in Streptomyces cattleya
Author(s) -
Schaffrath Christoph,
Cobb Steven L.,
O'Hagan David
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021018)41:20<3913::aid-anie3913>3.0.co;2-e
Subject(s) - fluoroacetate , biosynthesis , streptomyces , chemistry , biochemistry , stereochemistry , biology , bacteria , gene , genetics
The biosynthesis of organofluorine compounds , for example, fluoroacetate, was demonstrated from ( S )‐adenosyl‐ L ‐methionine (SAM) and fluoride ions in a cell‐free extract of Streptomyces cattleya. Incubation of 5′‐fluoro‐5′‐deoxyadenosine (5′‐FDA), the first organofluorine product formed in the fluoroacetate pathway, with the cell‐free extract resulted in the transient accumulation of fluoroacetaldehyde, thus confirming its role as an intermediate in the synthesis of fluorometabolites (see scheme).