密度泛函理论和拉曼光谱研究全反式虾青素光学异构体。

DFT and Raman study of all-trans astaxanthin optical isomers.

机构信息

CAS Key Laboratory of High Magnetic Field and Ion Beam Physical Biology, Institute of Intelligent Machines, Hefei Institutes of Physical Science, Chinese Academy of Sciences, Hefei 230031, China.

CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Center for Ocean Mega-Science, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China; Laboratory for Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266071, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2021 Dec 5;262:120143. doi: 10.1016/j.saa.2021.120143. Epub 2021 Jul 7.

DOI:10.1016/j.saa.2021.120143

PMID:34271237

Abstract

Astaxanthin (AST) is a xanthophyll carotenoid widely distributed in aquatic animals, which has many physiological functions such as antioxidant, anti-inflammatory, anti-hypertensive and anti-diabetic activities. AST has three optical isomers, including a pair of enantiomers (3S,3'S and 3R,3'R) and a meso form (3R,3'S). Different optical isomers have differences in a variety of physiological functions. Traditionally, High Performance Liquid Chromatography (HPLC) has been used to distinguish these isomers. In this work, it was found that Raman spectroscopy can be employed to distinguish the three optical isomers. The intensities of two Raman bands at 1190 and 1215 cm of three isomers are different. Density Functional Theory (DFT) calculations are performed to analyze the spectral differences. The mainly occupied conformers of these three optical isomers are speculated and identified.

摘要

虾青素（AST）是一种广泛分布于水生动物的叶黄素类胡萝卜素，具有抗氧化、抗炎、降血压和抗糖尿病等多种生理功能。AST 有三种光学异构体，包括一对对映异构体（3S，3'S 和 3R，3'R）和一个内消旋体（3R，3'S）。不同的光学异构体在各种生理功能上存在差异。传统上，高效液相色谱法（HPLC）已被用于区分这些异构体。在这项工作中，发现拉曼光谱可以用于区分这三种光学异构体。三种异构体在 1190 和 1215 cm 处的两个拉曼带的强度不同。通过进行密度泛函理论（DFT）计算来分析光谱差异。推测并鉴定了这些三种光学异构体的主要占据构象。