Formylated polyamines as peptidomimetics

Sacha Javor; Aaron Janowsky; Robert Johnson; Katherine Wolfrum; Mitra Tadayoni-Rebek; Julius Rebek Jr

doi:10.1016/j.bmcl.2012.09.008

Formylated polyamines as peptidomimetics

Bioorg Med Chem Lett. 2012 Nov 1;22(21):6580-2. doi: 10.1016/j.bmcl.2012.09.008. Epub 2012 Sep 13.

Authors

Sacha Javor¹, Aaron Janowsky, Robert Johnson, Katherine Wolfrum, Mitra Tadayoni-Rebek, Julius Rebek Jr

Affiliation

¹ The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

PMID: 23017884
DOI: 10.1016/j.bmcl.2012.09.008

Abstract

A new construct for imitating a natural peptide ligand using a modified retro-inverso sequence is described. It is demonstrated through the synthesis of a peptidomimetic derived from the endogenous sequence of leucine enkephalin. The product was active at 400 nM and selective for μ-opioid receptors.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Biological Availability
Humans
Molecular Structure
Peptidomimetics / chemical synthesis*
Peptidomimetics / chemistry*
Peptidomimetics / pharmacokinetics
Polyamines / chemical synthesis*
Polyamines / chemistry
Polyamines / pharmacokinetics*
Receptors, Opioid, mu / chemistry

Substances

Peptidomimetics
Polyamines
Receptors, Opioid, mu