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. 1984 Feb;81(2):309-15.
doi: 10.1111/j.1476-5381.1984.tb10080.x.

A 1H n.m.r. study of the role of the glutamate moiety in the binding of methotrexate to Lactobacillus casei dihydrofolate reductase

D J Antonjuk, B Birdsall, H T Cheung, G M Clore, J Feeney, A Gronenborn, G C Roberts, T Q Tran

A 1H n.m.r. study of the role of the glutamate moiety in the binding of methotrexate to Lactobacillus casei dihydrofolate reductase

D J Antonjuk et al. Br J Pharmacol. 1984 Feb.

Abstract

The binding of a series of amide derivatives of methotrexate to Lactobacillus casei dihydrofolate reductase has been studied by inhibition constant measurements and by 1H n.m.r. spectroscopy. Amide modification of the alpha-carboxylate of methotrexate was found to prevent interaction of the gamma-carboxylate with the imidazole of His 28. Estimates of the contributions to the binding energy from the alpha-carboxylate-Arg 57 and gamma-carboxylate-His 28 interactions have been made from a combination of inhibition and n.m.r. data.

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