Preparation of partially O-methylated alditol acetate standards of allose, altrose, gulose and talose for GC–MS analysis of structures containing rare sugars

IF 2.5 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Camila A. Munoz Munoz, Cara A. Luiten, Tracey J. Bell, Simon F.R. Hinkley, Ian M. Sims
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引用次数: 0

Abstract

Mixtures of partially O-methylated alditol acetate standards of allose, altrose, gulose and talose were synthesised. Methyl glycosides of each sugar were prepared and partially methylated using the NaOH/DMSO methylation procedure, adding 0.75 hydroxyl group equivalents of CH3I. Following conversion to partially methylated alditol acetates, via successive hydrolysis, reduction, and acetylation, the derivatives were separated by gas chromatography on low and high polarity columns and analysed by electron impact mass spectrometry. Detailed data on retention times relative to myo-inositol hexaacetate on the two columns are provided.

Abstract Image

制备部分o -甲基化醛糖醇醋酸酯标准物,用于含稀有糖结构的GC-MS分析
合成了部分o -甲基化醛糖醇醋酸酯标准物,分别为醛糖、醛糖、糖糖和己糖。制备每种糖的甲基糖苷,并使用NaOH/DMSO甲基化程序进行部分甲基化,加入0.75个相当于CH3I的羟基。经过连续的水解、还原和乙酰化,转化为部分甲基化的糖醇乙酸酯,衍生物在低极性和高极性柱上通过气相色谱分离,并通过电子冲击质谱分析。详细数据的保留时间相对于肌醇六乙酸在两列提供。
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来源期刊
Carbohydrate Research
Carbohydrate Research 化学-生化与分子生物学
CiteScore
5.00
自引率
3.20%
发文量
183
审稿时长
3.6 weeks
期刊介绍: Carbohydrate Research publishes reports of original research in the following areas of carbohydrate science: action of enzymes, analytical chemistry, biochemistry (biosynthesis, degradation, structural and functional biochemistry, conformation, molecular recognition, enzyme mechanisms, carbohydrate-processing enzymes, including glycosidases and glycosyltransferases), chemical synthesis, isolation of natural products, physicochemical studies, reactions and their mechanisms, the study of structures and stereochemistry, and technological aspects. Papers on polysaccharides should have a "molecular" component; that is a paper on new or modified polysaccharides should include structural information and characterization in addition to the usual studies of rheological properties and the like. A paper on a new, naturally occurring polysaccharide should include structural information, defining monosaccharide components and linkage sequence. Papers devoted wholly or partly to X-ray crystallographic studies, or to computational aspects (molecular mechanics or molecular orbital calculations, simulations via molecular dynamics), will be considered if they meet certain criteria. For computational papers the requirements are that the methods used be specified in sufficient detail to permit replication of the results, and that the conclusions be shown to have relevance to experimental observations - the authors'' own data or data from the literature. Specific directions for the presentation of X-ray data are given below under Results and "discussion".
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