Decagram-scale synthesis of fucosyl α-1,2-LacNAc affords aryl glycosides for assay of blood conversion enzymes.

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research Pub Date : 2025-09-23 DOI:10.1016/j.carres.2025.109684

Hong-Ming Chen, Yuqing Tian, Stephen G Withers

引用次数: 0

Abstract

The most common blood type (O) is based upon the H-antigen, which in its most common form (Type II) is fucosyl α-1,2-LacNAc. We here describe a decagram scale synthesis of this key trisaccharide and its conversion to various aryl and alkyl glycosides. These can then be used as substrates for enzymatic elaboration to the A and B antigens for use in plate-based high throughput screens for enzymes to convert blood types. We further demonstrate the use of such substrates in the assay of fucosidases that are active on the H antigen.

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十克级合成的focusyl α-1,2- lacnac为血液转化酶的测定提供芳基苷。

最常见的血型（O型）是基于h抗原，其最常见的形式（II型）是聚焦α-1,2- lacnac。我们在这里描述了这种关键三糖的十元级合成及其转化为各种芳基和烷基糖苷。然后，这些可以用作酶修饰A和B抗原的底物，用于基于板的高通量筛选，用于转换血型的酶。我们进一步证明了在对H抗原有活性的聚焦酶的测定中使用这种底物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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".