Transglycosylation behavior of Mucor hiemalis endo-β-N-acetylglucosaminidase to β-cyclodextrin derivatives with multivalent glucose moieties for synthesizing cyclodextrin-based oligosaccharide clusters.

IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Carbohydrate Research Pub Date : 2024-12-10 DOI:10.1016/j.carres.2024.109352
Yusuke Tomabechi, Yoshiki Oda, Kenji Yamamoto, Takashi Yamanoi
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Abstract

We investigated the transglycosylation reaction of two types of oligosaccharide acceptors, i.e., β-cyclodextrin (CD) derivatives 1 and 2 conjugated with multiple glucose (Glc) units, catalyzed by endo-β-N-acetyl-glucosaminidase from Mucor hiemalis (Endo-M) using the oligosaccharide donor sialoglycopeptide (SGP). The acceptor specificity of the enzyme transglycosylation of 1 and 2 having seven Glc moieties within small nanoscale spatial regions on the β-CDs was investigated on the basis of the effect of the molar ratios of SGP to acceptors 1 or 2 with different spatial configurations on the transglycosylation behavior. The formation of the corresponding CD-based oligosaccharide clusters from Endo-M was also evaluated.

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Mucor hiemalis endo-β-N-acetylglucosaminidase 对具有多价葡萄糖分子的 β-环糊精衍生物的转糖基化行为,用于合成基于环糊精的寡糖簇。
我们研究了两种寡糖受体(即与多个葡萄糖(Glc)单位共轭的β-环糊精(CD)衍生物1和2)的转糖基化反应,该反应是由来自Mucor hiemalis(Endo-M)的内β-N-乙酰基氨基葡萄糖酶催化的,使用的寡糖供体是硅谷糖肽(SGP)。根据 SGP 与具有不同空间构型的受体 1 或 2 的摩尔比对转糖基化行为的影响,研究了该酶对β-CD 上小纳米级空间区域内具有七个 Glc 分子的 1 和 2 进行转糖基化的受体特异性。此外,还评估了由 Endo-M 形成相应的基于 CD 的寡糖簇的情况。
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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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