Document Detail

Stereoselective formation of bis(alpha-aminoacyl) esters of 5'-AMP suggests a primitive peptide synthesizing system with a preference for L-amino acids.
MedLine Citation:
PMID:  2001387     Owner:  NLM     Status:  MEDLINE    
In the biosynthesis of proteins, each amino acid passes from the aminoacyl adenylate to become an amino acid ester and finally a 2' (3') peptidyl ester of the AMP residue at the end of a tRNA. Consequently, the chemistry of protein synthesis is the chemistry of aminoacyl and peptidyl AMP. Our data has revealed properties of 5'-AMP and its esters which should allow the preferential catalytic synthesis of L-amino acid peptides via a bis(2', 3'-aminoacyl) ester intermediate. Results in this paper concern one step in the proposed process and show that preexisting Ac-L-Phe monoester reacts about 2.5-times faster to form diester than preexisting Ac-D-Phe monoester.
J C Lacey; R D Thomas; M P Staves; C L Watkins
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Biochimica et biophysica acta     Volume:  1076     ISSN:  0006-3002     ISO Abbreviation:  Biochim. Biophys. Acta     Publication Date:  1991 Feb 
Date Detail:
Created Date:  1991-04-15     Completed Date:  1991-04-15     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0217513     Medline TA:  Biochim Biophys Acta     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  395-400     Citation Subset:  IM; S    
Department of Biochemistry, University of Alabama, Birmingham.
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MeSH Terms
Adenosine Monophosphate* / analogs & derivatives*,  chemical synthesis
Indicators and Reagents
Magnetic Resonance Spectroscopy
Peptides / chemical synthesis*
Phenylalanine / analogs & derivatives*
Reg. No./Substance:
0/Esters; 0/Indicators and Reagents; 0/Peptides; 2901-75-9/N-acetylphenylalanine; 61-19-8/Adenosine Monophosphate; 63-91-2/Phenylalanine; 93240-95-0/N-acetylphenylalanyl-adenosine monophosphate-anhydride

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

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