Sharma A K, Chauhan V S
Department of Chemistry, University of Delhi, India.
Int J Pept Protein Res. 1988 Feb;31(2):225-30. doi: 10.1111/j.1399-3011.1988.tb00027.x.
(Phe5, delta Ala6)-LH-RH and des-Gly10(Phe5, delta Ala6)-LH-RH ethylamide, two analogues of luteinizing hormone-releasing hormone (LH-RH), have been synthesised using fragment condensation approach in solution phase with minimum protection of the side chains. The presence of dehydroalanine in peptide fragments was confirmed by 1H n.m.r. and chemical analysis. Both the analogues were found to be inactive in comparison to LH-RH, indicating that alpha,beta-dehydrogenation of alanine in 6th position is not tolerated and suggesting that flexibility at this position may be crucial for the retention of biological activity.
（苯丙氨酸5、δ-丙氨酸6）-促黄体生成激素释放激素（LH-RH）和去甘氨酸10（苯丙氨酸5、δ-丙氨酸6）-LH-RH乙酰胺，这两种促黄体生成激素释放激素（LH-RH）类似物，已采用片段缩合方法在溶液相中合成，侧链保护最少。肽片段中脱氢丙氨酸的存在通过1H核磁共振和化学分析得以证实。与LH-RH相比，发现这两种类似物均无活性，这表明第6位丙氨酸的α，β-脱氢不被耐受，并表明该位置的灵活性对于保留生物活性可能至关重要。
