Macrolide biosynthesis: stereochemistry of the hydroxylation of brefeldin C.
Brefeldin C (2) is the penultimate intermediate in the biosynthetic pathway to brefeldin A (1). Using stereospecifically 2H-labeled forms of 2, the hydroxylation of 2 to 1 is shown to involve stereospecific removal of the 7 pro-S hydrogen from 2.
Gonzalez de la Parra
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School of Pharmacy, University of Wisconsin, Madison 53706.
Hutchinson
C R
CR
D000935:Antifungal Agents / Q000096:biosynthesis*; D003517:Cyclopentanes / Q000096:biosynthesis; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000935:Antifungal Agents; D003517:Cyclopentanes; C042504:brefeldin C