Inhibition of mandelate racemase by the substrate-intermediate-product analogue 1,1-diphenyl-1-hydroxymethylphosphonate.

Abstract:

:Mandelate racemase has been studied as a paradigm for enzyme-catalyzed abstraction of a proton from carbon acids with relatively high pKa values. 1,1-Diphenyl-1-hydroxymethylphosphonate is a substrate-intermediate-product analogue and is a modest competitive inhibitor of the enzyme (Ki=1.41+/-0.09 mM), suggesting that simultaneous binding of the two phenyl groups obviates mimicry of the aci-carboxylate function of the intermediate by the phosphonate group.

journal_name

Bioorg Med Chem Lett

authors

Burley RK,Bearne SL

doi

10.1016/j.bmcl.2005.06.060

subject

Has Abstract

pub_date

2005-10-01 00:00:00

pages

4342-4

issue

19

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(05)00802-4

journal_volume

15

pub_type

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