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A fragment condensation method was utilized for synthesis of the Trp8-substituted luteinizing hormone-releasing hormone (LH-RH). tert-Butoxycarbonyl protection was employed for the alpha-amino positions, and benzyl protection was used for the phenol group of Tyr and the imidazole nitrogen of His. Peptide bond-forming reactions were performed using N-hydroxysuccinimide (for Trp), dicyclohexylcarbodiimide-1-hydroxybenzotriazole, 1-ethyl-3-(3'-dimethylaminopropyl)-carbodiimide hydrochloride, or mixed carbonic anhydride methods. Biological evaluation of [Trp8]-LH-RH indicated no luteinizing hormone-releasing activity or inhibition of luteinizing hormone release over the dose ranges studied.
G R Pettit, and
T H Smith
November 1975,
Chemical & pharmaceutical bulletin,
G R Pettit, and
T H Smith
November 1973,
Berliner und Munchener tierarztliche Wochenschrift,
G R Pettit, and
T H Smith
November 1972,
Biochemical and biophysical research communications,
G R Pettit, and
T H Smith
September 1975,
Biochemical and biophysical research communications,
G R Pettit, and
T H Smith
September 1973,
Journal of medicinal chemistry,
G R Pettit, and
T H Smith
August 1973,
The Journal of clinical endocrinology and metabolism,
G R Pettit, and
T H Smith
December 1972,
Biochemical and biophysical research communications,
G R Pettit, and
T H Smith
July 1973,
Journal of animal science,
G R Pettit, and
T H Smith
February 1975,
Endocrinology,
G R Pettit, and
T H Smith
June 1983,
Journal of pediatric surgery,
