fontilapidosi Halomonas KR26 o -多糖偶联型四糖重复单元的合成。

IF 2.4 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research Pub Date : 2025-03-01 Epub Date: 2024-12-28 DOI:10.1016/j.carres.2024.109371

Bijoy Rudra, Balaram Mukhopadhyay

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引用次数: 0

摘要

从盐单胞菌（Halomonas fontilapidosi） KR26中合成o -多糖的四糖重复单元是通过聚合[2 + 2]-阻滞策略完成的，该策略使用了从商业上可获得的糖中获得的合理保护的单糖合成子。目标四糖以其2-叠氮乙基糖苷的形式合成，以确保与特定的糖基进一步结合，而不妨碍还原端立体化学。仅使用酰基/芳基保护基团是为了保持末端叠氮基团的完整，以便利用“Click化学”进行进一步的偶联。

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Synthesis of the conjugation ready tetrasaccharide repeating unit of the O-polysaccharide from Halomonas fontilapidosi KR26.

Synthesis of the tetrasaccharide repeating unit of the O-polysaccharide from Halomonas fontilapidosi KR26 was accomplished through a convergent [2 + 2]-block strategy using rationally protected monosaccharide synthons derived from commercially available sugars. The target tetrasaccharide was synthesized in the form of its 2-azidoethyl glycoside to ensure further conjugation with specific aglycons without hampering the reducing end stereochemistry. Use of only acyl/aryl protecting groups was targeted to keep the terminal azido-group intact for the utilization of "Click chemistry" for further conjugations.

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来源期刊

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".