Generating rapamycin analogues by directed biosynthesis: starter acid substrate specificity of mono-substituted cyclohexane carboxylic acids.
We report a convenient synthesis of 4-fluorocyclohexanoic acid, and an insight into the rules governing acceptance of starter acid analogues in the precursor-directed biosynthesis of rapamycin.
Goss
Rebecca J M
RJ
School of Chemistry and Pharmacy, University of East Anglia, Norwich, NR4 7TJ, UK. r.goss@uea.ac.uk
Lanceron
Simon E
SE
Wise
Nicola J
NJ
Moss
Steven J
SJ
D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008968:Molecular Conformation; D020123:Sirolimus / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism; D013302:Streptomyces / Q000187:drug effects / Q000378:metabolism*; D013379:Substrate Specificity
C518279:4-fluorocyclohexanecarboxylic acid; D003509:Cyclohexanecarboxylic Acids; D020123:Sirolimus