α-Fluorinated phosphonates as substrate mimics for glucose 6-phosphate dehydrogenase: The CHF stereochemistry matters

DB Berkowitz, M Bose, TJ Pfannenstiel…

文献索引：Berkowitz, David B.; Bose, Mohua; Pfannenstiel, Travis J.; Doukov, Tzanko Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4498 - 4508

全文：HTML全文

被引用次数: 102

摘要

Reported is a systematic study of the “fitness”(in terms of k cat/K m) of a series of phosphonate mimics of glucose 6-phosphate (G6P) as unnatural substrates for G6P dehydrogenase from Leuconostoc mesenteroides. The four G6P analogues (9, 10, 15a, and 15b) differ only in the degree of fluorination at the “bridging” phosphonate carbon. All have been synthesized from benzyl 6-O-trifluoromethanesulfonyl-2, 3, 4-tri-O-benzyl β-d- ...