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Title: Synthesis of tritium labeled Ac-(Nle/sup 4/, D-Phe/sup 7/)-. cap alpha. -MSH/sub 4-11/-NH/sub 2/: a superpotent melanotropin with prolonged biological activity

Abstract

Ac-(Nle/sup 4/, D-Phe/sup 7/)-..cap alpha..-MSH/sub 4-11/-NH/sub 2/ an octapeptide, is a melanotropin analogue (Ac-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-NH/sub 2/), which is a superpotent agonist of frog and lizard skin melanocytes and mouse S 91 (Cloudman) melanoma cells. This melanotropin possesses ultraprolonged activity on melanocytes, both in vitro and in vivo, and the peptide is resistant to inactivation by serum enzymes. The tritium-labeled congener was prepared by direct incorporation of (/sup 3/H)-labeled norleucine into the peptide. The melanotropic activity of the labeled peptide is identical to the unlabeled analogue. This labeled peptide should be useful for studies on the localization and characterization of melanotropin receptors.

Authors:
; ; ; ; ; ; ;
Publication Date:
Research Org.:
Univ. of Arizona, Tucson
OSTI Identifier:
6271768
Resource Type:
Journal Article
Resource Relation:
Journal Name: Life Sci.; (United States); Journal Volume: 34:10
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; 38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; LABELLED COMPOUNDS; CHEMICAL PREPARATION; PITUITARY HORMONES; BIOSYNTHESIS; AMINO ACIDS; ANIMAL CELLS; BIOLOGICAL LOCALIZATION; FROGS; IN VITRO; IN VIVO; LIZARDS; MELANIN; MICE; RADIOASSAY; RECEPTORS; TRACER TECHNIQUES; TRITIUM COMPOUNDS; AMPHIBIANS; ANIMALS; AQUATIC ORGANISMS; CARBOXYLIC ACIDS; HORMONES; HYDROXY COMPOUNDS; ISOTOPE APPLICATIONS; MAMMALS; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PEPTIDE HORMONES; PIGMENTS; REPTILES; RODENTS; SYNTHESIS; VERTEBRATES; 550201* - Biochemistry- Tracer Techniques; 400702 - Radiochemistry & Nuclear Chemistry- Properties of Radioactive Materials

Citation Formats

Wilkes, B.D., Hruby, V.J., Yamamura, H.I., Akiyama, K., Castrucci, A.M. de, Hadley, M.E., Andrews, J.R., and Wan, Y.P. Synthesis of tritium labeled Ac-(Nle/sup 4/, D-Phe/sup 7/)-. cap alpha. -MSH/sub 4-11/-NH/sub 2/: a superpotent melanotropin with prolonged biological activity. United States: N. p., 1984. Web. doi:10.1016/0024-3205(84)90302-3.
Wilkes, B.D., Hruby, V.J., Yamamura, H.I., Akiyama, K., Castrucci, A.M. de, Hadley, M.E., Andrews, J.R., & Wan, Y.P. Synthesis of tritium labeled Ac-(Nle/sup 4/, D-Phe/sup 7/)-. cap alpha. -MSH/sub 4-11/-NH/sub 2/: a superpotent melanotropin with prolonged biological activity. United States. doi:10.1016/0024-3205(84)90302-3.
Wilkes, B.D., Hruby, V.J., Yamamura, H.I., Akiyama, K., Castrucci, A.M. de, Hadley, M.E., Andrews, J.R., and Wan, Y.P. 1984. "Synthesis of tritium labeled Ac-(Nle/sup 4/, D-Phe/sup 7/)-. cap alpha. -MSH/sub 4-11/-NH/sub 2/: a superpotent melanotropin with prolonged biological activity". United States. doi:10.1016/0024-3205(84)90302-3.
@article{osti_6271768,
title = {Synthesis of tritium labeled Ac-(Nle/sup 4/, D-Phe/sup 7/)-. cap alpha. -MSH/sub 4-11/-NH/sub 2/: a superpotent melanotropin with prolonged biological activity},
author = {Wilkes, B.D. and Hruby, V.J. and Yamamura, H.I. and Akiyama, K. and Castrucci, A.M. de and Hadley, M.E. and Andrews, J.R. and Wan, Y.P.},
abstractNote = {Ac-(Nle/sup 4/, D-Phe/sup 7/)-..cap alpha..-MSH/sub 4-11/-NH/sub 2/ an octapeptide, is a melanotropin analogue (Ac-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-NH/sub 2/), which is a superpotent agonist of frog and lizard skin melanocytes and mouse S 91 (Cloudman) melanoma cells. This melanotropin possesses ultraprolonged activity on melanocytes, both in vitro and in vivo, and the peptide is resistant to inactivation by serum enzymes. The tritium-labeled congener was prepared by direct incorporation of (/sup 3/H)-labeled norleucine into the peptide. The melanotropic activity of the labeled peptide is identical to the unlabeled analogue. This labeled peptide should be useful for studies on the localization and characterization of melanotropin receptors.},
doi = {10.1016/0024-3205(84)90302-3},
journal = {Life Sci.; (United States)},
number = ,
volume = 34:10,
place = {United States},
year = 1984,
month = 3
}