Pettit G R, Smith T H
J Pharm Sci. 1979 Aug;68(8):1013-5. doi: 10.1002/jps.2600680825.
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.
采用片段缩合方法合成了色氨酸8取代的促黄体生成素释放激素（LH-RH）。α-氨基位置采用叔丁氧羰基保护，酪氨酸的酚基和组氨酸的咪唑氮采用苄基保护。使用N-羟基琥珀酰亚胺（用于色氨酸）、二环己基碳二亚胺-1-羟基苯并三唑、1-乙基-3-(3'-二甲氨基丙基)-碳二亚胺盐酸盐或混合酸酐方法进行肽键形成反应。对[色氨酸8]-LH-RH的生物学评估表明，在所研究的剂量范围内，没有促黄体生成素释放活性或对促黄体生成素释放的抑制作用。
