3671-99-6Relevant articles and documents
Competitive inhibitors of yeast phosphoglucose isomerase: Synthesis and evaluation of new types of phosphorylated sugars from the synthon D-arabinonolactone-5-phosphate
Hardre, Renaud,Salmon, Laurent
, p. 110 - 115 (1999)
Designed as competitive inhibitors of the isomerization reaction catalyzed by the potential chemotherapeutic target phosphoglucose isomerases (PGI), D-arabinonamide-5-phosphate and D-arabinonhydrazide-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. Copyright (C) 1999 Elsevier Science Ltd.