Rational construction of triazole/urea based peptidomimetic macrocycles as pseudocyclo-β-peptides and studies on their chirality controlled self-assembly

Abhijit Ghorai, Samanth Reddy K, Basudeb Achari, Partha Chattopadhyay

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

A tandem macro-dimerization reaction via a Cu(I) catalyzed azide/alkyne cycloaddition reaction has been employed to construct triazole/urea based peptidomimetic macrocycles considered as pseudocyclo-β-peptides. Introduction of one particular chirality in the peptide backbone can alter the conformation as well as nature of self-assembly from cyclic d-,l-,α- peptide to cyclo-β-peptide. One of them (16a) forms antiparallel dimers while the other (16b) undergoes higher order aggregation to form a nanorod structure.

Original languageEnglish
Pages (from-to)3196-3199
Number of pages4
JournalOrganic Letters
Volume16
Issue number12
DOIs
StatePublished - 20 Jun 2014
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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