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溶液中碳水化合物的拉曼光学活性和拉曼光谱。

Raman Optical Activity and Raman spectroscopy of carbohydrates in solution.

机构信息

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, Poland.

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, Poland; Jagiellonian Centre for Experimental Therapeutics (JCET), Jagiellonian University, Bobrzynskiego 14, 30-348 Krakow, Poland.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Jan 5;206:597-612. doi: 10.1016/j.saa.2018.08.017. Epub 2018 Aug 13.

DOI:10.1016/j.saa.2018.08.017
PMID:30196153
Abstract

This comprehensive study on selected 14 carbohydrates in water solution is an extension of previously published one focused only on solid state analysis. Here, Raman spectroscopy was used as a dedicated method for analysis of carbohydrates in solution, both using a normal effect (RS) and its chiral analogue: Raman Optical Activity spectroscopy (ROA). The compounds were selected as biologically important and representative of all groups: monosaccharides, disaccharides, trisaccharides, cyclodextrines and polysaccharides. RS and ROA spectra are presented together with an expanded discussion on various structures and conformations of studied carbohydrates in the solution taking into account particular regions, i.e. (1) low wavenumber region (250-600 cm), (2) anomeric region (600-950 cm), (3) fingerprint region (950-1200 cm) and (4) CHand COH deformations region (1200-1500 cm). So, the following information can be obtained about: (1) the absolute configuration of the anomeric centre; (2) the configuration of the anomeric centre and the orientation of the anomeric hydroxyl group; (3) the ring structures and the relative orientation of substituents and (4) the conformation of the exocyclic CHOH (4), respectively. Raman spectroscopy and Raman Optical Activity were shown as unique tools to study complex structures of carbohydrates.

摘要

本研究综合了 14 种水溶液中的碳水化合物,是之前仅专注于固态分析的研究的延伸。在这里,拉曼光谱被用作分析溶液中碳水化合物的专用方法,同时使用正常效应(RS)及其手性类似物:拉曼旋光光谱(ROA)。所选择的化合物具有重要的生物学意义,并代表了所有类型:单糖、二糖、三糖、环糊精和多糖。本文呈现了 RS 和 ROA 光谱,并结合了对研究中碳水化合物在溶液中的各种结构和构象的扩展讨论,考虑了特定的区域,即(1)低波数区域(250-600 cm)、(2)端基区域(600-950 cm)、(3)指纹区域(950-1200 cm)和(4)CH 和 COH 变形区域(1200-1500 cm)。因此,可以获得以下信息:(1)端基碳原子的绝对构型;(2)端基碳原子的构型和端基羟基的取向;(3)环结构和取代基的相对取向;(4)分别为环外 CHOH(4)的构象。拉曼光谱和拉曼旋光光谱被证明是研究碳水化合物复杂结构的独特工具。

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