Synthesis of homologous peptides using fragment condensation: analogs of an HIV proteinase substrate

IVO BLÁHA, JOSEF NEMEC, JÓZSEF TÖZSÉR, STEPHEN OROSZLAN

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Two protected peptides Boc‐Val‐Ser(Bzl)‐Gln‐Asn‐Tyr(BrZ)OH and Boc‐Val‐Ser(Bzl)‐Gln‐Asn‐Tyr(BrZ)‐ProOH were synthesized on a resin substituted by 9‐(hydroxymethyl)‐2‐fluoreneacetic acid. After cleavage with piperidine/DMF, desalting, and activation, these peptides were used for the synthesis of 11 analogs of an HIV proteinase nonapeptide substrate Val‐Ser‐Gln‐Asn‐Tyr‐Pro‐Ile‐Val‐Gln‐NH2 using fragment condensation in solid phase. The fragment condensation was made in an ultrasonic bath. Using only 2 equivalents of the activated peptide in a DMF solution, this reaction was complete in 2h. All nonapeptides were assayed as substrates for HIV‐1 and HIV‐2 proteinases.

Original languageEnglish
Pages (from-to)453-458
Number of pages6
JournalInternational journal of peptide and protein research
Volume38
Issue number5
DOIs
Publication statusPublished - Nov 1991

Keywords

  • HIV proteinase
  • fragment condensation
  • solid phase peptide synthesis

ASJC Scopus subject areas

  • Biochemistry

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