| Stereoselective formation of bis(alpha-aminoacyl) esters of 5'-AMP suggests a primitive peptide synthesizing system with a preference for L-amino acids. | |
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MedLine Citation:
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PMID: 2001387 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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J C Lacey; R D Thomas; M P Staves; C L Watkins |
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Publication Detail:
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Type: Journal Article; Research Support, U.S. Gov't, Non-P.H.S. |
Journal Detail:
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Title: Biochimica et biophysica acta Volume: 1076 ISSN: 0006-3002 ISO Abbreviation: Biochim. Biophys. Acta Publication Date: 1991 Feb |
Date Detail:
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Created Date: 1991-04-15 Completed Date: 1991-04-15 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0217513 Medline TA: Biochim Biophys Acta Country: NETHERLANDS |
Other Details:
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Languages: eng Pagination: 395-400 Citation Subset: IM; S |
Affiliation:
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Department of Biochemistry, University of Alabama, Birmingham. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Adenosine Monophosphate*
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analogs & derivatives*,
chemical synthesis Esters Indicators and Reagents Isomerism Kinetics Magnetic Resonance Spectroscopy Peptides / chemical synthesis* Phenylalanine / analogs & derivatives* |
| Chemical | |
Reg. No./Substance:
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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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