Tomatis R, Guggi A, Menegatti E, Rocchi R
Int J Pept Protein Res. 1976;8(2):107-13.
Synthesis is described of the partially protected octapeptide tert-butyloxycarbonyl-gamma-tert-butylglutamylasparaginyl-N-trifluoroacetyllysyl-N-trifluoracetyllysylarginyl-Ngamma-4,4'-dimethoxybenzhydryglutaminylthreonylproline corresponding to positions 36-43 of the amino acid sequence of porcine pancreatic secretory trypsin inhibitor II. The tetrapeptide free base arginyl-Ngamma-4,4'-dimethoxybenzhydrylglutaminylthreonylproline was acylated, by the azide proceedure, with the tripeptide benzyloxycarbonyl-asparaginyl-N-trifluoroacetyllsyl-N-trifluoroacetyllysine hydrazide. The resulting protected heptapeptide was partially deblocked by catalytic hydrogenation and reacted with alpha-1-succinimidyl-gamma-tert-butyl tert-butyloxycarbonylglutamate. The stereochemical homogeneity of the ensuing octapeptide was assessed, after partial deprotection with aqueous 90% trifluoroacetic acid, by digestion with papain and aminopeptidase M followed by quantitative amino acid analysis.
合成了与猪胰分泌性胰蛋白酶抑制剂II氨基酸序列第36 - 43位相对应的部分保护的八肽，即叔丁氧羰基-γ-叔丁基谷氨酰天冬氨酰-N-三氟乙酰赖氨酰-N-三氟乙酰赖氨酰精氨酰-Nγ-4,4'-二甲氧基二苯甲基谷氨酰胺基苏氨酰脯氨酸。通过叠氮法，将四肽游离碱精氨酰-Nγ-4,4'-二甲氧基二苯甲基谷氨酰胺基苏氨酰脯氨酸与三肽苄氧羰基-天冬氨酰-N-三氟乙酰赖氨酰-N-三氟乙酰赖氨酸酰肼进行酰化反应。所得的保护七肽通过催化氢化进行部分脱保护，并与α-1-琥珀酰亚胺基-γ-叔丁基叔丁氧羰基谷氨酸反应。在用90%的三氟乙酸水溶液进行部分脱保护后，通过用木瓜蛋白酶和氨肽酶M消化，随后进行定量氨基酸分析，评估所得八肽的立体化学均一性。
