Synthesis of highly enantioenriched hydroxy-and dihydroxy-fatty esters: substrate precursors for cytochrome P450 BioI

…, SNA Zulkifli, M Meyns, PY Hayes, JJ De Voss

Index: Singh, Arti A.; Zulkifli, Siti N.A.; Meyns, Michaela; Hayes, Patricia Y.; De Voss, James J. Tetrahedron Asymmetry, 2011 , vol. 22, # 18-19 p. 1709 - 1719

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Citation Number: 3

Abstract

A series of highly enantioenriched hydroxy-and dihydroxy-fatty esters were required as part of our ongoing investigation into cytochrome P450BioI. This mediates the biosynthesis of pimelic acid via C–C bond cleavage of long chain fatty acids within Bacillus subtilis. Herein we report the synthesis of various stereoisomers of methyl 7-hydroxytetradecanoate, methyl 8-hydroxytetradecanoate, and methyl 7, 8-dihydroxytetradecanoate in highly ...