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Biosynthesis of Cytochalasans. Part 4. The mode of incorporation of common naturally‐occurring carboxylic acids into cytochalasin D
Author(s) -
Vederas John C.,
Graf Werner,
David Lucien,
Tamm Christoph
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580704
Subject(s) - chemistry , biosynthesis , malonate , stereochemistry , moiety , carboxylic acid , sodium acetate , palmitic acid , organic chemistry , enzyme , fatty acid
Utilization of sodium [1‐ 14 C]‐, [2– 14 C]‐, and [1,2‐ 13 C]‐acetates, [1‐ 14 C]‐, [1‐ 13 C]‐, or [2‐ 14 C]‐propionates, [1‐ 14 C]‐or [2‐ 14 C]‐malonates, of [1‐ 14 C]‐ or of [1‐ 14 C]‐myristic acid, or of [1‐ 14 C]‐ and [1‐ 14 C]‐palmitic acid in the biosynthesis of cytochalasin D ( 1 ) by Zygosporium masonii was determined by degradation studies or by carbon magnetic resonance spectroscopy. The precursors were incorporated primarily via the acetate‐malonate pathway to generate 1 from nine intact acetate units, eight of which are coupled in a head to tail fashion to form the C 16 ‐polyketide moiety.