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L-丙氨酸和β-氨基丁酸的连续多肽的合成与构象

Synthesis and conformation of sequential polypeptides of L-alanine and beta-aminobutyric acid.

作者信息

Goodman M, Ingwall R T, St Pierre S

出版信息

Macromolecules. 1976 Jan-Feb;9(1):1-6. doi: 10.1021/ma60049a001.

Abstract

Sequential polypeptides with the repeating units L-alanyl-(S)-beta-aminobutyric acid, L-alanyl-(R)-beta-aminobutyric acid, and L-alanyl-(R,S)-beta-aminobutyric acid have been synthesized by polycondensation of the N-hydroxysuccinimide ester hydrochloride salts of the corresponding dipeptides. Circular dichroism and infrared spectroscopy studies of films of the polypeptides and circular dichroism study of their solutions in hexafluoro-2-propanol and hexafluoropropane-2,2-diol show the tendency of the polypeptides to adopt the beta conformation in the solid state. In pure hexafluoro-2-propanol or hexafluoroacetone, the three polymers adopt what we interpret as random coil conformations. In mixtures of hexafluoro-2-propanol-water or hexafluoropropane-2,2-diol-water, the polypeptide containing the S isomer shows a definite tendency to form beta structure. This tendency is not established for the R and the R,S isomers.

摘要

通过相应二肽的N-羟基琥珀酰亚胺酯盐酸盐的缩聚反应,合成了具有重复单元L-丙氨酰-(S)-β-氨基丁酸、L-丙氨酰-(R)-β-氨基丁酸和L-丙氨酰-(R,S)-β-氨基丁酸的顺序多肽。对多肽薄膜的圆二色性和红外光谱研究以及它们在六氟-2-丙醇和六氟丙烷-2,2-二醇中的溶液的圆二色性研究表明,多肽在固态时倾向于采取β构象。在纯六氟-2-丙醇或六氟丙酮中,这三种聚合物采取我们所解释的无规卷曲构象。在六氟-2-丙醇-水或六氟丙烷-2,2-二醇-水的混合物中,含有S异构体的多肽表现出形成β结构的明确倾向。对于R和R,S异构体,这种倾向并未确立。

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