Die Synthese eines Tetracosapeptides mit der Aminosäuresequenz eines hochaktiven Abbauproduktes des β-Corticotropins (ACTH) aus Schweinehypophysen. (Vorläufige Mitteilung)
Die Synthese eines Tetracosapeptides mit der Aminosäuresequenz eines hochaktiven Abbauproduktes des β-Corticotropins (ACTH) aus Schweinehypophysen. (Vorläufige Mitteilung)
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(ACTH) aus Schweinehypophysen (Vorläufige Mitteilung)。
DOI：
10.1002/hlca.19610440436
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发表时间：
1961
影响因子：
1.8
通讯作者：
R. Schwyzer
中科院分区：
文献类型：
--
作者：
H. Kappeler;R. Schwyzer
合成了包含 β-促肾上腺皮质激素 1-24 号氨基酸残基的二十四肽 (11)。该肽被认为与猪 β-促肾上腺皮质激素酸水解产物中的 ACTH 活性有关，但从未从中分离出来。通过使用Ne-叔丁氧基羰基-L-赖氨酸和γ-叔丁基-L-谷氨酸作为中间体，可以进行合成。许多其他关键中间体被制备为其对苯基偶氮苯甲氧基羰基衍生物，颜色有利于纯化。与制备类似的九肽一样，最后的缩合涉及十肽序列 1-10 的结晶衍生物。通过溶解在三氟乙酸中以定量产率实现最后一步中所有保护基团（叔丁氧基-羰基-和叔丁氧基-）的去除。
A tetracosapeptide (11) incorporating the amino acid residues 1–24 of β-corticotropin has been synthesized. This peptide was held responsible for the ACTH-activity in acid hydrolysates of porcine β-corticotropin, but was never isolated therefrom. The synthesis was made possible by using Ne -t-butoxycarbonyl-L-lysine and γ-t-butyl-L-glutamate as intermediates. A number of other key-intermediates were prepared as their p-phenylazo-benzyloxy-carbonyl derivatives, the colour facilitating purification. As in the preparation of an analogous nonadecapeptide, the last condensation involved a crystalline derivative of the decapeptide sequence 1–10. Removal of all protecting groups in the last step (t-butoxy-carbonyl- and t-butoxy-) was effected in quantitative yield by dissolution in trifluoroacetic acid.