Intermediate analogue inhibitors of mandelate racemase: N-Hydroxyformanilide and cupferron.

Article Details

Citation

Bourque JR, Burley RK, Bearne SL

Intermediate analogue inhibitors of mandelate racemase: N-Hydroxyformanilide and cupferron.

Bioorg Med Chem Lett. 2007 Jan 1;17(1):105-8. Epub 2006 Sep 30.

PubMed ID
17055725 [ View in PubMed
]
Abstract

Mandelate racemase (MR) catalyzes the 1,1-proton transfer that interconverts the enantiomers of mandelate. The transition state/intermediate analogues N-hydroxyformanilide (K(i)=2.79+/-0.19 microM) and cupferron (K(i)=2.67+/-0.09 microM) are identified as potent competitive inhibitors of MR. The pH-pK(i) profile indicates that MR can bind either the protonated or deprotonated forms of N-hydroxyformanilide, with a 10-fold greater affinity for the latter form.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
(S)-Mandelic acidMandelate racemaseKi (nM)810000N/AN/ADetails