Preparation of (D-Trp .sup.6)-LH-RH via the heptapeptide H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2
AssigneeAmerican Home Products Corporation
InventorsFrancesco Bellini, Hans U. Immer
Life of this patent
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Abstract
Herein is described a process for preparing the decapeptide Pry-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2 ([D-Trp.sup.6 ]-LH-RH) by coupling Pyr-His-Trp-NHNH.sub.2 with H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2. [D-Trp.sup.6 ]-LH-RH had been established to be an efficient agent for causing release of lutenizing hormone and follicle-stimulating hormone in mammals.
Claims4
A process for preparing the decapeptide Pyr-His-Trp-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2, which comprises (i) coupling the protected dipeptide Boc-Ser(Bu.sup.t -)-Tyr-NHNH.sub.2 and the unprotected pentapeptide H-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2 by the azide coupling method to obtain the protected heptapeptide Boc-Ser(Bu.sup.t -)-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2, (ii) removing the Boc and Bu.sup.t -protecting groups from the protected heptapeptide to leave the unprotected heptapeptide H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2 and thereafter (iii) coupling the unprotected tripeptide Pyr-His-Trp-NHNH.sub.2 and the unprotected heptapeptide H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2 by the azide coupling method.
The heptapeptide of the formula H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2.
A heptapeptide of the formula Boc-Ser(Bu.sup.t)-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH.sub.2.
Dependencies are inferred from the claim text.