Total synthesis of the hexasaccharide arabinan domain of mycobacterial arabinogalactan

IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Carbohydrate Research Pub Date : 2024-07-04 DOI:10.1016/j.carres.2024.109204
Sixian Fang , Cai Huang , Jiaming Ao , Qian Xiao, Siai Zhou, Wenbin Deng, Hui Cai, Feiqing Ding
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Abstract

The hexasaccharide arabinan domain of Mycobacterial Arabinogalactan was provided with the versatile methodology toward β-selective arabinofuranosylation directed by B(C6F5)3, demonstrating the effectiveness of the β-arabinofuranosylation strategy. Derivatization of the amino moiety at the reducing end are essential prerequisites for elucidating the biosynthetic pathway and conjugating of this compound to a protein carrier for vaccine generation.

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分枝杆菌阿拉伯半乳聚糖六糖阿拉伯聚糖结构域的全合成。
通过 B(C6F5)3 引导的多用途方法,对分枝杆菌阿拉伯半乳聚糖的阿拉伯呋喃六糖结构域进行了 β-选择性阿拉伯呋喃基化,证明了 β-阿拉伯呋喃基化策略的有效性。还原端氨基的衍生化是阐明该化合物的生物合成途径以及将其与蛋白质载体共轭以生成疫苗的必要前提。
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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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