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
Related Documents :
21982444 - Quantitative analysis of fatty-acid-based biofuels produced by wild-type and geneticall...
15497964 - Regioselectivity and nucleophilic control in the cyclopropane ring opening of duocarmyc...
16834254 - Mechanistic insights into the bazarov synthesis of urea from nh3 and co2 using electron...
10549164 - Nature of o-phthalaldehyde reaction with pigeon liver fatty acid synthetase.
6734764 - Effect of age, starvation and circadian rhythm on the ascorbic acid content and succini...
9398334 - Role of beta87 thr in the beta6 val acceptor site during deoxy hb s polymerization.
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    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
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

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Fractionation and characterization of basic proline-rich peptides of human parotid saliva and the am...
Next Document:  Stimulation of gluconeogenesis by glucagon and norepinephrine in the perfused chicken liver.