Chaturvedi N, Goodman M, Bowers C
Int J Pept Protein Res. 1981 Jan;17(1):72-88. doi: 10.1111/j.1399-3011.1981.tb01970.x.
The syntheses of five partial retro-inverso luteinizing hormone-releasing hormone (LH-RH) analogs [g-Tyr5, m-Gly6]LH-RH, [g-Tyr5-r-Gly6, R,S-m-Leu7] LH-RH, [g-p-Glu1, m-His2]LH-RH, [g-p-Glu1-r-D-His-R,S-m-Trp3]LH-RH, and [g-Pro9-propionyl-des-Gly10]LH-RH, have been accomplished by solution methods. The choice of sequence to be reversed was based on suggested biodegradation mechanisms of LH-RH. A (gem)-diamino alkylidene residue, which was produced via Curtius rearrangement of a peptide segment, and a 2-substituted malonyl residue mark the initiating and terminating site, respectively, of the reversed sequence.
通过溶液法完成了五种部分反向黄体生成素释放激素（LH-RH）类似物的合成，即[γ-Tyr5，m-Gly6]LH-RH、[γ-Tyr5-r-Gly6，R，S-m-Leu7]LH-RH、[γ-p-Glu1，m-His2]LH-RH、[γ-p-Glu1-r-D-His-R，S-m-Trp3]LH-RH和[γ-Pro9-丙酰基-des-Gly10]LH-RH。反向序列的选择基于LH-RH的推测生物降解机制。通过肽段的库尔提斯重排产生的（偕）二氨基亚烷基残基和2-取代丙二酰残基分别标记反向序列的起始和终止位点。
