Investigation of macrocyclization sites for the synthesis of dendroamide A-an approach from a conformational search

Takatoshi Matsumoto, Eiichi Morishita, Takayuki Shioiri

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

The systematic conformational analysis of three linear precursors for the synthesis of dendroamide A has revealed that these three precursors have the distance between the N- and C-terminal in the range of 3.43-3.93 Å, which suggests the possibility of macrocyclization. This result coincides with the results of the actual synthesis of dendroamide A, but contradicts the reported calculated results.

Original languageEnglish
Pages (from-to)8571-8575
Number of pages5
JournalTetrahedron
Volume63
Issue number35
DOIs
Publication statusPublished - 2007 Aug 27

Keywords

  • Conformational analysis
  • Cyclic peptide
  • Dendroamide A
  • Macrocyclization
  • Rational synthetic strategy

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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