Generating rapamycin analogues by directed biosynthesis: starter acid substrate specificity of mono-substituted cyclohexane carboxylic acids

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.

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Veröffentlicht in:Organic & biomolecular chemistry 2006-01, Vol.4 (22), p.4071-4073
Hauptverfasser: Goss, Rebecca J M, Lanceron, Simon E, Wise, Nicola J, Moss, Steven J
Format: Artikel
Sprache:eng
Schlagworte:
Cyclohexanecarboxylic Acids - chemical synthesis
Cyclohexanecarboxylic Acids - chemistry
Cyclohexanecarboxylic Acids - pharmacology
Molecular Conformation
Sirolimus - analogs & derivatives
Sirolimus - chemistry
Sirolimus - metabolism
Stereoisomerism
Streptomyces - drug effects
Streptomyces - metabolism
Substrate Specificity
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Beschreibung
Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/b614519c