Premalbrancheamide: synthesis, isotopic labeling, biosynthetic incorporation, and detection in cultures of Malbranchea aurantiaca.
An advanced metabolite, named premalbrancheamide, involved in the biosynthesis of malbrancheamide (1) and malbrancheamide B (2) has been synthesized in double (13)C-labeled form and was incorporated into the indole alkaloid 2 by Malbranchea aurantiaca. In addition, premalbrancheamide has been detected as a natural metabolite in cultures of M. aurantiaca. The biosynthetic implications of these experiments are discussed.
Ding
Yousong
Y
Life Sciences Institute and Department of Medicinal Chemistry, University of Michigan, 210 Washtenaw Avenue, Ann Arbor, Michigan 48109-2216, USA.
Greshock
Thomas J
TJ
Miller
Kenneth A
KA
Sherman
David H
DH
Williams
Robert M
RM
D000577:Amides / Q000737:chemistry* / Q000378:metabolism*; D007553:Isotope Labeling; D013058:Mass Spectrometry; D015394:Molecular Structure; D005810:Multigene Family / Q000235:genetics*; D020036:Onygenales / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism*
D000577:Amides