Synthesis of Luteinizing Hormone Releasing Hormone (LH-RH)

Pyroglutamylhistidyltryptophyl-(O-Bzl) seryl-(O-Bzl) tyrosylglycylleucyl-(NG-nitro)-arginylprolylglycinamide was synthesized by successive fragment condensations of three peptide derivatives, pGlu-His-NHNH2, Boc-Trp-(O-Bzl) Ser-(O-Bzl) Tyr-Gly-NHNH2 and Boc-Leu-(NG-nitro) Arg-Pro-Gly-NH2 ; the latte...

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Published inChemical & pharmaceutical bulletin Vol. 23; no. 11; pp. 2696 - 2700
Main Authors SHIGEZANE, KEISUKE, HATSUNO, SUSUMU, TAKAMURA, NORIO, MIZOGUCHI, TOMISHIGE, SUGASAWA, SHIGEHIKO
Format Journal Article
LanguageEnglish
Published Japan The Pharmaceutical Society of Japan 01.11.1975
Japan Science and Technology Agency
Subjects
Gonadotropin-Releasing Hormone - chemical synthesis
Methods
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Summary:Pyroglutamylhistidyltryptophyl-(O-Bzl) seryl-(O-Bzl) tyrosylglycylleucyl-(NG-nitro)-arginylprolylglycinamide was synthesized by successive fragment condensations of three peptide derivatives, pGlu-His-NHNH2, Boc-Trp-(O-Bzl) Ser-(O-Bzl) Tyr-Gly-NHNH2 and Boc-Leu-(NG-nitro) Arg-Pro-Gly-NH2 ; the latter two were prepared by the modified solid phase method using bromoacetylpolystyrene resin as carrier. Removal of all the protecting groups from the decapeptide derivative was easily effected by hydrogenolysis over a new type of catalyst, colloidal palladium on PVP. Thus the present reduction method made the large scale production of the peptide quite easy.
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content type line 23
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.23.2696