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几种神经垂体激素相关肽的电子和振动旋光活性:二硫键构象。

Electronic and vibrational optical activity of several peptides related to neurohypophyseal hormones: disulfide group conformation.

机构信息

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Czech Republic.

出版信息

Biopolymers. 2012 Nov;97(11):923-32. doi: 10.1002/bip.22105.

DOI:10.1002/bip.22105
PMID:22899367
Abstract

Electronic and vibrational optical activity of the set of neurohypophyseal hormones and their analogs was investigated to clarify the S-S bond solution conformation. The selected compounds include oxytocin (I), lysine vasopressin (II), arginine vasopressin (III), and their analogs (IV-IX), differing widely in their pharmacological properties. We have extended the already known electronic circular dichroism data by new information provided by vibrational circular dichroism (VCD) and Raman optical activity (ROA). The use of VCD brought additional details on three-dimensional structure of the chain reversal in the ring moiety and on its left handedness. Furthermore, Raman scattering and ROA allowed us to deduce the sense of the disulfide bond torsion.

摘要

研究了神经垂体激素及其类似物的电子和振动旋光活性,以阐明 S-S 键溶液构象。所选化合物包括催产素(I)、赖氨酸加压素(II)、精氨酸加压素(III)及其类似物(IV-IX),它们在药理学性质上差异很大。我们通过振动圆二色性(VCD)和拉曼光学活性(ROA)提供的新信息扩展了已经知道的电子圆二色性数据。VCD 的使用提供了关于环部分链反转的三维结构及其左旋性的更多细节。此外,拉曼散射和 ROA使我们能够推断出二硫键扭转的方向。

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