A flexible route to (5R)-thiolactomycin, a naturally occurring inhibitor of fatty acid synthesis.
[formula: see text] A new and efficient asymmetric synthesis of naturally occurring (5R)-thiolactomycin (1) using D-alanine as the source of chirality is described.
McFadden
Jill M
JM
Department of Chemistry, Johns Hopkins University, 3400 North Charles Street, Baltimore, Maryland 21218, USA.
Frehywot
Gojeb L
GL
Townsend
Craig A
CA
D000123:Acetyltransferases / Q000037:antagonists & inhibitors; D000409:Alanine / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D054889:Fatty Acid Synthase, Type II; D005227:Fatty Acids / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D006801:Humans; D009097:Multienzyme Complexes / Q000037:antagonists & inhibitors; D009369:Neoplasms / Q000188:drug therapy; D009765:Obesity / Q000188:drug therapy; D013237:Stereoisomerism; D013876:Thiophenes / Q000138:chemical synthesis*
D000900:Anti-Bacterial Agents; D005227:Fatty Acids; D009097:Multienzyme Complexes; D013876:Thiophenes; C035068:thiolactomycin; D000123:Acetyltransferases; D054889:Fatty Acid Synthase, Type II; D000409:Alanine