Synthesis and evaluation of N-acetylneuraminic acid-based affinity matrices for the purification of sialic acid-recognizing proteins

被引：14

作者：

Ciccotosto, S ^{[1
]}

Kiefel, MJ ^{[1
]}

Abo, S ^{[1
]}

Stewart, W ^{[1
]}

Quelch, K ^{[1
]}

von Itzstein, M ^{[1
]}

机构：

[1] Monash Univ, Dept Med Chem, Parkville, Vic 3052, Australia

来源：

GLYCOCONJUGATE JOURNAL | 1998年 / 15卷 / 07期

关键词：

affinity chromatography; sialic acid-recognizing proteins; Vibrio cholerae sialidase; thiosialosides;

D O I：

10.1023/A:1006932330367

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of 2-S-(2-aminoethyl) 5-acetamido-3,5-dideoxy-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosidonic acid (1) has been successfully achieved from the precursors methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-S-acetyl-3,5-dideoxy-2-thio-D-glycero-alpha-D-galacto-2-nonulopyranosonate (2) and 2-bromo-N-(tert-butoxycarbonyl)-ethylamine (5). Compounds 1 and 2 were coupled, via amino and thioglycosidic linkages, respectively, to epoxy-activated Sepharose 6B. The resultant affinity adsorbents have proved efficient in purifying the sialic acid-recognizing enzyme Vibrio cholerae sialidase, in a one-step process with yields in the order of 60%.

引用

页码：663 / 669

页数：7

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