Document Detail

Novel formation of alpha-amino acids and their derivatives from oxo acids and ammonia in an aqueous medium.
MedLine Citation:
PMID:  7118864     Owner:  NLM     Status:  MEDLINE    
In the course of a study of chemical evolution of the primeval sea, a novel reaction of carbonyl compounds with ammonia was found. Glyoxylic acid reacted with ammonia to afford N-oxalylglycine, which gave glycine in a 3-20% yield after 6 N HCl hydrolysis. Similarly, glyoxylic acid was treated with methylamine to give N-oxalylsarcosine, which afforded sarcosine in a 9-12% yield upon hydrolysis. Pyruvic acid reacted with ammonia to give N-acetylalanine, which gave alanine in a 1-4% yield upon hydrolysis. These reactions provide a novel and facile route to alpha-amino acids and their derivatives. A mechanism for the reactions is proposed.
H Yanagawa; Y Makino; K Sato; M Nishizawa; F Egami
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of biochemistry     Volume:  91     ISSN:  0021-924X     ISO Abbreviation:  J. Biochem.     Publication Date:  1982 Jun 
Date Detail:
Created Date:  1982-12-02     Completed Date:  1982-12-02     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0376600     Medline TA:  J Biochem     Country:  JAPAN    
Other Details:
Languages:  eng     Pagination:  2087-90     Citation Subset:  IM    
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MeSH Terms
Amino Acids / chemical synthesis*
Chemical Phenomena
Reg. No./Substance:
0/Amino Acids; 0/Glyoxylates; 298-12-4/glyoxylic acid; 7664-41-7/Ammonia

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