Competitive inhibitors of yeast phosphoglucose isomerase:: synthesis and evaluation of new types of phosphorylated sugars from the synthon D-arabinonolactone-5-phosphate

被引：25

作者：

Hardré, R ^{[1
]}

Salmon, L ^{[1
]}

机构：

[1] Univ Paris Sud, Inst Chim Mol Orsay, CNRS, Lab Chim Bioorgan & Bioinorgan, F-91405 Orsay, France

来源：

CARBOHYDRATE RESEARCH | 1999年 / 318卷 / 1-4期

关键词：

enzyme inhibitors; hydroxamic acids; phosphoglucose isomerase; sugar phosphates;

D O I：

10.1016/S0008-6215(99)00100-7

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：

Designed as competitive inhibitors of the isomerization reaction catalyzed by the potential chemotherapeutic target phosphoglucose isomerases (PGI), D-arabinonamide-5-phosphate and D-arabinohydrazide-5-phosphate were synthesized and fully characterized. These new types of phosphorylated sugar derivatives were easily and efficiently obtained in a one-step procedure from the promising synthon D-arabinono-1,4-lactone 5-phosphate. These two compounds proved to be new good competitive inhibitors of yeast PGI with the substrate D-fructose-6-phosphate, though not as strong as D-arabinonhydroxamic acid-5-phosphate. Overall, our results are in accord with the postulated 1,2-cis-enediolate species as a probable high-energy intermediate of the PGI-catalyzed reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：110 / 115

页数：6

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