Chromogenic Carbamate and Acetal Substrates for Glycosaminidases

被引：8

作者：

Chibba, Anthony ^{[1
]}

Dasgupta, Somnath ^{[1
]}

Yakandawala, Nandadeva ^{[2
]}

Madhyastha, Srinivasa ^{[2
]}

Nitz, Mark ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

[2] Kane Biotech Inc, Winnipeg, MB R3T 6C6, Canada

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2011年 / 30卷 / 7-9期

基金：

加拿大自然科学与工程研究理事会;

关键词：

Glycosaminidase; Dispersin B; Substrate; Chromophore; DISPERSIN-B; GLYCOSIDASES; DERIVATIVES; HYDROLYSIS; BIOFILMS; PRODRUGS; DONORS;

D O I：

10.1080/07328303.2011.610543

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 enzyme Dispersin B is a medicinally relevant beta-hexosaminidase with potential for use in the treatment of biofilm-related infections. Here we describe the synthesis and evaluation of a p-nitrophenyl glycosyl carbamate and a p-nitrophenyl glycosyl acetal as improved substrates of Dispersin B. The p-nitrophenyl glycosyl carbamate shows substantially improved analytical signal in continuous assays and superior kinetics (k(cat)/K-m 6.1 mM(-1) s(-1)) when compared to the benchmark substrate 4-nitrophenyl N-acetyl-beta-D-glucosaminide (k(cat)/K-m 0.021 mM(-1) s(-1)) in measuring Dispersin B activity. The improvements observed are compared to the activity of jack bean beta-hexosaminidase toward these substrates.

引用

页码：549 / 558

页数：10

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