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[4‐Amino‐ D ‐phenylalanine 6 ]luliberin. A biologically active abalog of the luteinizing hormone‐releasing factor suitable for affinity labeling
Author(s) -
Sakarellos Constantinos,
Donzel Bernard,
Goodman Murray
Publication year - 1976
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.1976.360150916
Subject(s) - chemistry , derivatization , phenylalanine , residue (chemistry) , amino acid , new horizons , stereochemistry , combinatorial chemistry , receptor , biochemistry , organic chemistry , high performance liquid chromatography , engineering , spacecraft , aerospace engineering
The syntheis of [4‐amino‐ D ‐phenylalanine 6 ]luliberin by the solid‐phase method is described. The analog was found to be ten times more potent than luliberin. Some possibilities for the easy derivatization of the 4‐amino‐phenylalanyl residue into addinity labels suitable for the study of hormone‐receptor interations are considered. The preparation of N α ‐ t ‐butyloxycarbonyl‐4‐(benzyloxycarbonylamino)‐ D ‐phenylalanine, one of the key intermediates used in the synthesis of this luliberin analog, is also reported.