Locally constrained tyrosine analogues with restricted side chain dynamics

Ding Jiao, K. C. Russell, Victor J. Hruby

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

Abstract

While investigating synthetic locally constrained analogues of amino acids, we have found that a series of tyrosine analogues, such as the 2′,6′-dimethyl-β-methyl-tyrosines, exhibit restricted rotations about their CβCγ bonds which can be detected in the 1H-NMR spectra of these compounds. The dynamic properties of these tyrosine analogues and their synthetic intermediates are described in this paper. The potential use of these tyrosine analogues in the study of the roles of side chain dynamics played in peptide-receptor interactions and protein functions also is discussed.

Original languageEnglish (US)
Pages (from-to)3511-3520
Number of pages10
JournalTetrahedron
Volume49
Issue number17
DOIs
StatePublished - Mar 23 1993

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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