Exploring a Multivalent Approach to α-L-Fucosidase Inhibition

被引：25

作者：

Moreno-Clavijo, Elena ^{[1
]}

Carmona, Ana T. ^{[1
]}

Moreno-Vargas, Antonio J. ^{[1
]}

Molina, Lidia ^{[1
]}

Wright, Daniel W. ^{[2
]}

Davies, Gideon J. ^{[2
]}

Robina, Inmaculada ^{[1
]}

机构：

[1] Univ Seville, Fac Chem, Dept Organ Chem, E-41012 Seville, Spain

[2] Univ York, Dept Chem, Struct Biol Lab, York YO10 5DD, N Yorkshire, England

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 32期

基金：

英国生物技术与生命科学研究理事会;

关键词：

Inhibitors; Enzymes; Carbohydrates; Imino sugars; Glycoconjugates; Structure-activity relationships; GLYCOSIDASE INHIBITION; SELECTIVE INHIBITORS; BETA-GALACTOSIDASE; STRUCTURAL BASIS; L-FUCOSE; GLYCOSYLATION; PURIFICATION; IMINOSUGARS; DEFICIENCY; MECHANISM;

D O I：

10.1002/ejoc.201300878

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

To probe the utility of a multivalent approach for fucosidase inhibition, a series of di- and tri-valent imino sugars based on L-fuco-configured 1,4-imino- and 1,4-bis(imino)-cyclitol epitopes has been synthesized and analyzed for fucosidase inhibition with the best trivalent species yielding a modest improvement in binding constant. Structural analysis of a representative pair of mono- and tri-valent imino sugars has been performed on a bacterial fucosidase, BtFuc2970. The 3D structures show binding of the imino-cyclitol in the E-3 conformation, consistent with the known pathway for fucosidase action.

引用

页码：7328 / 7336

页数：9

共 60 条

[1] Value of the serum alpha-L-fucosidase activity in the diagnosis of colorectal cancer [J].