Solid-Phase synthesis of a dendritic peptide related to a retinoblastoma protein fragment utilizing a combined boc- and fmoc-chemistry approach

Vittoria Cavallaro, Philip Thompson, Milton Hearn

Research output: Contribution to journalArticleResearchpeer-review

7 Citations (Scopus)

Abstract

Dendritic peptides, often presented as multiple antigen peptides (MAPs), are widely used in immunological-based fields of research, although their synthesis can be extremely challenging. In this paper, a tetrameric dendritic MAP-like presentation of the retinoblastoma protein [649-654] sequence (4RB649-654) has been prepared using solid-phase peptide synthesis (SPPS) methods. During the synthesis of this dendritic molecule, numerous modifications to the synthetic protocols were examined. These modifications included the introduction of a combination Boc- and Fmoc-chemistry approach and also the use of 1,8-diazabicyclo[5.4.0]-undec-7-ene as a Fmoc-deprotection agent. The use in combination of Boc- and Fmoc-based synthetic strategies resulted in the production of the desired peptide molecule. 4RB649-654, in high purity and acceptable yields following purification by reversed phase HPLC.

Original languageEnglish
Pages (from-to)262-269
Number of pages8
JournalJournal of Peptide Science
Volume7
Issue number5
DOIs
Publication statusPublished - 9 Jul 2001

Keywords

  • Deletion peptides
  • Dendritic peptides
  • Diketopiperazine formation
  • Fmoc-deprotection
  • Retinoblastoma protein

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