Conformational analysis of the molecule luteinizing hormone-releasing hormone. 3. Analog inhibitors and antagonists
- 1 January 1978
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 21 (1), 63-68
- https://doi.org/10.1021/jm00199a011
Abstract
Conformational energy calculations were carried out on analogues of luteinizing hormone-releasing hormone [LH-RH] which were potent inhibitors of the release of LH and follicle-stimulating hormone [FSH]. The analogues included in this study have D-amino acid substitutions in the 2 and/or 3 positions, such as [D-X2]-LH-RH, [D-X2,D-Y3]-LH-RH, [D-X2,Pro3]-LH-RH and [D-X2,Leu3]-LH-RH. A configurational property which was common to the low-energy conformers of all the analogues is the directional change of the cis-peptide bond of the pyroglutamate ring. There was no overall structural change in the analogues relative to the conformation of native LH-RH, and the orientation of the aromatic side chains relative to 1 another remained the same throughout this series of analogues.This publication has 7 references indexed in Scilit:
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