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用于从A、B和D1血清群沙门氏菌的O-特异性多糖中获得二糖、三糖和六糖片段的硫代糖苷合成子

[Thioglycoside synthons for obtaining di-, tri- and hexasaccharide fragments of O-specific polysaccharides of Salmonella from serogroups A, B and D1].

作者信息

Cherniak A Ia, Antonov K V, Kochetkov N K

出版信息

Bioorg Khim. 1989 Aug;15(8):1113-27.

PMID:2480133
Abstract

The synthesis of a versatile trisaccharide synthon is described with the combination of protecting groups suitable for preparing higher oligosaccharides of the sequence Man-Rha-Gal and for introducing side-chain substituents (such as residues of 3,6-dideoxy-hexoses and alpha-D-glucose). This synthon was used for the synthesis of protected tri- and hexasaccharide fragments (as 2-phtalimidoethyl glycosides) of Salmonella polysaccharides (serological groups A, B, and D1).

摘要

本文描述了一种通用三糖合成子的合成方法,该合成子结合了适合制备序列为Man-Rha-Gal的高级寡糖以及引入侧链取代基(如3,6-二脱氧己糖和α-D-葡萄糖残基)的保护基团。该合成子用于合成沙门氏菌多糖(血清群A、B和D1)的受保护三糖和六糖片段(作为2-邻苯二甲酰亚胺基乙基糖苷)。

相似文献

1
[Thioglycoside synthons for obtaining di-, tri- and hexasaccharide fragments of O-specific polysaccharides of Salmonella from serogroups A, B and D1].用于从A、B和D1血清群沙门氏菌的O-特异性多糖中获得二糖、三糖和六糖片段的硫代糖苷合成子
Bioorg Khim. 1989 Aug;15(8):1113-27.
2
[Synthesis of determinant disaccharides of O-antigens of Salmonella of serological groups A, B and D1 in the form of glycosides suitable for conversion into artificial antigens via copolymerization].[血清群A、B和D1沙门氏菌O抗原决定簇二糖的糖苷形式合成,适用于通过共聚转化为人造抗原]
Bioorg Khim. 1988 Aug;14(8):1047-58.
3
[Synthesis of trisaccharide fragment of O-specific polysaccharides of Salmonella of serologic groups C2 and C3 and its conversion into synthetic antigen of a copolymer type].[C2和C3血清群沙门氏菌O-特异性多糖三糖片段的合成及其转化为共聚物型合成抗原]
Bioorg Khim. 1989 Dec;15(12):1673-85.
4
[Introduction of modified hexose residues into O-specific polysaccharides of Salmonella of serotype E, B, C2 and C3 using synthetic nucleotide sugars].
Bioorg Khim. 1988 Sep;14(9):1242-9.
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[Synthesis of cytidine diphosphate-3,6-dideoxyhexoses--donors of glycosyl residues in the biosynthesis of O-specific polysaccharides of Salmonella of serogroups A, B and C].[胞苷二磷酸-3,6-二脱氧己糖的合成——A、B和C血清群沙门氏菌O-特异性多糖生物合成中糖基残基的供体]
Bioorg Khim. 1989 Oct;15(10):1375-83.
6
[Chemico-enzymatic synthesis of branched O-specific polysaccharides of Salmonella serotype C2 and C3].[鼠伤寒沙门氏菌血清型C2和C3分支O-特异性多糖的化学酶法合成]
Bioorg Khim. 1990 Jun;16(6):822-9.
7
Efficient synthesis of six tri- to hexasaccharide fragments of Shigella flexneri serotypes 3a and/or X O-antigen, including a study on acceptors containing N-trichloroacetylglucosamine versus N-acetylglucosamine.福氏志贺菌3a型和/或X型O抗原六个三糖至六糖片段的高效合成,包括对含N-三氯乙酰葡糖胺与N-乙酰葡糖胺受体的研究。
J Org Chem. 2009 Apr 3;74(7):2651-70. doi: 10.1021/jo802127z.
8
[Synthesis of oligosaccharide fragments of O-specific Shigella flexneri polysaccharides. II. Synthesis of trisaccharide Glc alpha1----3RHa alpha1----2Rha alpha1----OMe and tetrasaccharide GlcNAc beta1----2(Llc alpha1----3)Rha alpha1----2Rh alpha1----OMe].
Bioorg Khim. 1985 Feb;11(2):254-63.
9
[Synthesis of moraprenylpyrophosphate derivatives of 3-O-alpha-L-rhamnopyranosyl-(4-O-alpha-D-glucopyranosyl)-alpha-D- galactopyranose and 3-O-alpha-L-rhamnopyranosyl-(4-O-beta-D- glucopyranosyl)-alpha-D-galactopyranose and study of their substrate properties in reactions of the biosynthesis of O-antigenic polysaccharides of Salmonella typhimurium and Salmonella anatum].3-O-α-L-鼠李糖基-(4-O-α-D-葡萄糖基)-α-D-半乳糖吡喃糖和3-O-α-L-鼠李糖基-(4-O-β-D-葡萄糖基)-α-D-半乳糖吡喃糖的莫拉戊烯基焦磷酸衍生物的合成及其在鼠伤寒沙门氏菌和鸭沙门氏菌O抗原多糖生物合成反应中底物性质的研究
Bioorg Khim. 1987 Jul;13(7):947-57.
10
[The structure of O-antigenic polysaccharide of gram negative bacteria Salmonella kentucky strain 98/39(0:8, H:i,Z6)].[革兰氏阴性菌肯塔基沙门氏菌98/39菌株(0:8, H:i, Z6)的O抗原多糖结构]
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