Document Detail

Valine and phenylalanine as precursors in the biosynthesis of alkamides in Acmella radicans.
MedLine Citation:
PMID:  21815426     Owner:  NLM     Status:  In-Process    
Acmella radicans (Asteraceae) produces at least seven alkamides, most with either an isobutyl- or phenylethyl group as the amine moiety. These moieties suggest that the amino acids valine and phenylalanine are the biosynthetic precursors of these alkamides. On the basis of labeled feeding experiments using either L-[2H8]valine or L-[2H8]phenylalanine we present evidence for the involvement of these two amino acids in the biosynthesis of (2E,6Z,8E)-N-isobutyl-2,6,8-decatrienamide (affinin) (1), (2Z,4E)-N-(2-phenylethyl)-2,4-octadienamide (2), (2E)-N-(2-phenylethyl)-nona-2-en-6,8-diynamide (3), and 3-phenyl-N-(2-phenylethyl)-2-propenamide (4). Alkamides were isolated from young A. radicans plants and analyzed by gas chromatography-mass spectrometry (GC-MS). Additionally, in cell free in vitro experiments based on isobutyl and phenylethylamide biosynthesis, using a colorimetric assay and GC-MS, valine and phenylalanine decarboxylase activities were assayed in the soluble extract of A. radicans leaves.
Nancy Cortez-Espinosa; Judit A Aviña-Verduzco; Enrique Ramírez-Chávez; Jorge Molina-Torres; Patricia Ríos-Chávez
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Natural product communications     Volume:  6     ISSN:  1934-578X     ISO Abbreviation:  Nat Prod Commun     Publication Date:  2011 Jun 
Date Detail:
Created Date:  2011-08-05     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101477873     Medline TA:  Nat Prod Commun     Country:  United States    
Other Details:
Languages:  eng     Pagination:  857-61     Citation Subset:  IM    
Escuela de Biología, Universidad Michoacana de San Nicolas de Hidalgo, Cd. Universitaria, C.P 58030. Morelia, Michoacán, México.
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