Scientific article
English

Synthesis of cyclic peptides from unprotected precursors using removable N alpha-(1-(4-methoxyphenyl)-2-mercaptoethyl) auxiliary

Published inThe journal of peptide research, vol. 61, no. 3, p. 152-157
Publication date2003
Abstract

A new method to cyclize unprotected peptides is presented. The method involves the use of a 1-phenyl-2-mercaptoethyl derivative on the N-terminal glycine. This template acts as an auxiliary thiol-containing group in order to drive cyclization with a counterpart thioester moiety on the same molecule. Subsequent facile removal of the derivative generates products with only native peptide structure. The successful, high-yield cyclization of the peptide GSPYSSDTTPA is described.

Keywords
  • Chromatography
  • High Pressure Liquid
  • Dimethylformamide/chemistry
  • Esters/chemistry
  • Glycine/chemistry
  • Hydrogen-Ion Concentration
  • Methylene Chloride/chemistry
  • Models
  • Chemical
  • Peptide Biosynthesis
  • Peptides/chemistry
  • Protein Structure
  • Tertiary
  • Resins
  • Synthetic
  • Time Factors
  • Trifluoroacetic Acid/chemistry
Citation (ISO format)
CARDONA, Valérie, HARTLEY, Oliver, BOTTI, Paolo. Synthesis of cyclic peptides from unprotected precursors using removable N alpha-(1-(4-methoxyphenyl)-2-mercaptoethyl) auxiliary. In: The journal of peptide research, 2003, vol. 61, n° 3, p. 152–157. doi: 10.1034/j.1399-3011.2003.00043.x
Main files (1)
Article (Published version)
accessLevelRestricted
Identifiers
Journal ISSN1397-002X
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Technical informations

Creation10/26/2012 9:22:00 AM
First validation10/26/2012 9:22:00 AM
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