A novel N-terminal cyclic dynorphin A analogue cycloN,5[Trp3,Trp4,Glu5] dynorphin A-(1-11)NH2 that lacks the basic N-terminus

Balvinder S. Vig, Thomas F. Murray, Jane V. Aldrich

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

A novel N-terminal-to-side chain cyclic dynorphin A analogue lacking the basic N-terminus was designed based on Ac[Lys2,Trp3,Trp4,D-Ala8] dynorphin A-(1-11)NH2 (Wan et al. J. Med. Chem. 1999, 42, 3011-3013). cycloN,5- [Trp3,Trp4, Glu5]dynorphin A-(1-11)NH2 showed similar κ opioid receptor affinity (Ki = 27 nM) and selectivity (Ki ratio (κ/μ/δ) = 1/12/330) to the linear peptide and antagonized dynorphin A-(1-13)NH2 at κ opioid receptors. This is the first opioid peptide cyclized through the N-terminus that retains high opioid receptor affinity.

Original languageEnglish
Pages (from-to)1279-1282
Number of pages4
JournalJournal of Medicinal Chemistry
Volume46
Issue number8
DOIs
StatePublished - Apr 10 2003
Externally publishedYes

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Dynorphins
Opioid Receptors
Opioid Peptides
Peptides
dynorphin A (1-11)-amide

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

A novel N-terminal cyclic dynorphin A analogue cycloN,5[Trp3,Trp4,Glu5] dynorphin A-(1-11)NH2 that lacks the basic N-terminus. / Vig, Balvinder S.; Murray, Thomas F.; Aldrich, Jane V.

In: Journal of Medicinal Chemistry, Vol. 46, No. 8, 10.04.2003, p. 1279-1282.

Research output: Contribution to journalArticle

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