简述了糖基卤化物作为糖基自由基前体在可见光催化下糖基化反应中的应用

IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Ramanand Das , Rahul Haldar , Irshad Ahmad Zargar , S.K. Bappa , Taraknath Kundu , Debaraj Mukherjee
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引用次数: 0

摘要

糖基化反应可能是糖化学中最重要的反应之一,在糖化学中,精确控制端粒选择性对于合成具有生物学意义的糖缀合物至关重要。在过去的二十年中,用于生成糖基自由基的可见光化学的出现及其在糖苷合成中的应用对糖基化的立体选择性产生了革命性的影响。可见光驱动的基于自由基的反应具有特殊的官能团耐受性,在温和的反应条件下进行,并且已经成为合成强效糖基化合物的有力工具,包括芳基/烷基糖苷、2-脱氧糖、糖氨基酸、糖基肽和其他糖缀合物。本文简要介绍了糖基自由基化学的演变,重点讨论了可见光介导的糖基卤化物活化及其对糖苷合成的变革性影响。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
A brief account of the application of glycosyl halide as glycosyl radical precursor towards glycosylation through visible light catalysis
Glycosylation is potentially one of the most important reactions in glycochemistry, where precise control over the anomeric selectivity is crucial for synthesizing biologically relevant glycoconjugates. Over the last two decades, the advent of visible light chemistry for the generation of glycosyl radicals and its application in the synthesis of glycosides has revolutionized the impact on the stereoselectivity of glycosylation. The visible light-driven radical-based reactions offer exceptional functional group tolerance, operate under mild reaction conditions, and have emerged as a powerful tool for synthesizing potent glycosyl compounds, which include aryl/alkyl glycosides, 2-deoxy sugar, glycosylamino acid, glycosylpeptides, and other glyco-conjugates. In this review article, a brief account of the evolution of glycosyl radical chemistry, with a focus on the visible light-mediated activation of glycosyl halides and its transformative impact on glycoside synthesis, has been discussed.
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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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