Solid‐phase synthesis of somatostatin and glucagon‐selective analogs in gram quantities
Solid‐phase synthesis of somatostatin and glucagon‐selective analogs in gram quantities
复制标题
克级生长抑素和胰高血糖素选择性类似物的固相合成
DOI：
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发表时间：
1978
期刊：
影响因子：
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通讯作者：
R. Galyean
中科院分区：
文献类型：
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作者：
J. Rivier;R. Kaiser;R. Galyean
生长抑素（SS）和两种胰高血糖素选择性类似物[D-Cys 14]-SS和[D-Trp 8，D-Cys 14]-SS已通过固相程序以克量合成。对Monahan和Gilon的第一个保护氨基酸在氯甲基化树脂上酯化的方法进行了一般性修改，并描述了在Beckman 990自动合成仪上固相肽合成的一般方案。一种新的二硫键形成的通用程序，包括对铁氰化物氧化的“高稀释”原则的调整和对生长抑素及其类似物的纯化步骤顺序的优化，产生高度纯化的肽。（纯度≥ 199%），通过反相高压液相色谱法检查，该色谱法显示出高度灵敏、分离度高，以及用于评价肽的均一性的定量分析工具。
Somatostatin (SS) and two glucagon selective analogs [D‐Cysl4]‐SS and [D‐Trp8, D‐Cys14]‐SS have been synthesized in gram quantities by the solid‐phase procedure. A general modification of Monahan and Gilon's procedure for esterification of the first protected amino acid onto the chloromethylated resin as well as a general protocol for solid‐phase peptide synthesis on Beckman 990 automatic synthesizer are described. A new general procedure for disulfide formation, which involves the adaptation of the “high‐dilution” principle to the ferricyanide oxidation and the optimization of the sequence of purification steps as applied to somatostatin and its analogs, yields highly purified peptides (≥ 199% pure) as checked by reverse‐phase high‐pressure liquid chromatography—which is shown to be a highly sensitive, resolutive, and quantitative analytical tool for evaluation of the homogeneity of peptides.