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血型和肿瘤相关多聚N-乙酰乳糖胺抗原的大规模化学酶法合成

Large-scale chemoenzymatic synthesis of blood group and tumor-associated poly-N-acetyllactosamine antigens.

作者信息

Vasiliu Daniela, Razi Nahid, Zhang Yingning, Jacobsen Nathan, Allin Kirk, Liu Xiaofei, Hoffmann Julia, Bohorov Ognian, Blixt Ola

机构信息

Glycan Array Synthesis Core D, Consortium for Functional Glycomics. The Scripps Research Institute, Department of Molecular Biology, CB 248A 10550 N. Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Carbohydr Res. 2006 Jul 24;341(10):1447-57. doi: 10.1016/j.carres.2006.03.043. Epub 2006 May 2.

DOI:10.1016/j.carres.2006.03.043
PMID:16650392
Abstract

Poly-N-acetyllactosamines (pLNs) are common terminal sugars of many N- and O-linked glycan structures present in glycoproteins and glycolipids. Utilizing various glycosyltransferases, we developed new and efficient chemoenzymatic methods for the synthesis of pLNs in gram-scale. Specifically, the use of sialyltransferases and fucosyltransferases enabled us to synthesize and purify 24 blood group and tumor-associated pLN derivatives with alpha-(2-->3)- and alpha-(2-->6)-linked sialic acid, as well as with alpha-(1-->2)- and alpha-(1-->3)-linked fucose. All synthesized derivatives were linked to a short 2-azidoethyl spacer for further modification.

摘要

聚-N-乙酰乳糖胺(pLNs)是存在于糖蛋白和糖脂中的许多N-连接和O-连接聚糖结构的常见末端糖。利用各种糖基转移酶,我们开发了新的高效化学酶法,用于克级规模合成pLNs。具体而言,唾液酸转移酶和岩藻糖基转移酶的使用使我们能够合成并纯化24种具有α-(2→3)-和α-(2→6)-连接唾液酸以及α-(1→2)-和α-(1→3)-连接岩藻糖的血型和肿瘤相关pLN衍生物。所有合成的衍生物都连接到一个短的2-叠氮基乙基间隔基上,以便进一步修饰。

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Large-scale chemoenzymatic synthesis of blood group and tumor-associated poly-N-acetyllactosamine antigens.血型和肿瘤相关多聚N-乙酰乳糖胺抗原的大规模化学酶法合成
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