Cover Picture: Enzymatic Fluorination in Streptomyces cattleya Takes Place with an Inversion of Configuration Consistent with an S N 2 Reaction Mechanism (ChemBioChem 5/2004)

The cover picture shows a mechanism of the fluorination enzyme from Streptomyces cattleya whereby a fluoride ion mediates a nucleophilic substitution reaction on S ‐adenosyl‐ L ‐methionine (SAM). This conclusion is drawn after exploring the enzyme reaction with deuterium‐labelled (5′ S )‐[5′‐ 2 H 1...

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Published in:Chembiochem : a European journal of chemical biology 2004-05, Vol.5 (5), p.557-557
Main Authors: Cadicamo, Cosimo D., Courtieu, Jacques, Deng, Hai, Meddour, Abdelkrim, O'Hagan, David
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Language:English
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creator Cadicamo, Cosimo D.
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description The cover picture shows a mechanism of the fluorination enzyme from Streptomyces cattleya whereby a fluoride ion mediates a nucleophilic substitution reaction on S ‐adenosyl‐ L ‐methionine (SAM). This conclusion is drawn after exploring the enzyme reaction with deuterium‐labelled (5′ S )‐[5′‐ 2 H 1 ]‐SAM to generate a product with a chiral fluoromethyl group. Enantiomeric assay for the chiral fluoromethyl group by 2 H NMR in a chiral liquid‐crystalline medium (the Courtieu method) allowed evaluation of the absolute configuration of the resultant chiral fluoromethyl group. More details on this study by A. Meddour, D. O'Hagan et al. are described on p. 685 ff.
doi_str_mv 10.1002/cbic.200490021
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