Ribozymomimetic Chemical Synthesis of Peptide Bond Using Phosphorous Acid/Oxirane Mediators

A model system is created that mimics natural ribosome as well as the way of ribozyme action. It uses oxirane analogue as condensation reagent and H 3 PO 3 as activator for the carboxyl group and as protecting reagent for the NH 2 function. In order to demonstrate the ability of the H 3 PO 3 /oxiran...

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Bibliographic Details
Published in:	Phosphorus, sulfur, and silicon and the related elements Vol. 186; no. 2; pp. 338 - 344
Main Authors:	Bayryamov, S., Danalev, D., Vassilev, N.
Format:	Journal Article
Language:	English
Published:	Abingdon Taylor & Francis 01-02-2011 Taylor & Francis Ltd
Subjects:	Carboxyl group Chemical synthesis Cyclic phospholanes Ethylene oxide H-phosphonates oxirane peptide synthesis Peptides Phosphorous acid Reagents ribozymomimetic vicinal hydroxyl group
Online Access:	Get full text
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Summary:	A model system is created that mimics natural ribosome as well as the way of ribozyme action. It uses oxirane analogue as condensation reagent and H 3 PO 3 as activator for the carboxyl group and as protecting reagent for the NH 2 function. In order to demonstrate the ability of the H 3 PO 3 /oxirane system to mimic natural peptide bond synthesis on the ribosome as well as to mimic the ribozyme synthesis and hydrolysis of an inter biomonomeric bond, four model compounds containing an amide bond were synthesized using phosphorous acid/oxirane mediators. GRAPHICAL ABSTRACT
ISSN:	1042-6507 1563-5325
DOI:	10.1080/10426507.2010.501319