Note to users. If you're seeing this message, it means that your browser cannot find this page's style/presentation instructions -- or possibly that you are using a browser that does not support current Web standards. Find out more about why this message is appearing, and what you can do to make your experience of our site the best it can be.

Science 15 June 1979:
Vol. 204. no. 4398, pp. 1210 - 1212
DOI: 10.1126/science.451565
Prev | Table of Contents | Next

Articles

Science, Vol 204, Issue 4398, 1210-1212
Copyright © 1979 by American Association for the Advancement of Science

articles

Partially modified retro-inverso-enkephalinamides: topochemical long-acting analogs in vitro and in vivo

M Chorev, R Shavitz, M Goodman, S Minick, and R Guillemin

The synthesis of four enkephalinamide analogs is described in which the peptide bond between residues 4 and 5 is reversed with or without simultaneous reversal of the carboxyl-terminal amide bond. These so-called partially modified retro-inverso-isomers are new, potent, topochemical analogs of the enkephalins. Tests, both in vitro and in vivo, have shown that these analogs are considerably longer acting than any previously studied enkephalins. Thus, partial reversal of the peptide bonds of the backbone can result in peptides with enhanced activity compared to a parent compound, provide that the structural complementarity of both the side chains and end groups are conserved.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
All Four Homochiral Enantiomers of a Nuclear Localization Sequence Derived from c-Myc Serve as Functional Import Signals.
A. C. S. Saphire, S. J. Bark, and L. Gerace (1998)
J. Biol. Chem. 273, 29764-29769
   Abstract »    Full Text »    PDF »


To Advertise     Find Products

Science. ISSN 0036-8075 (print), 1095-9203 (online)