Tautomeric Equilibria and pi-Electron Delocalization for the Substrate (Pyruvate) and Inhibitor (Oxamate) of Lactate Dehydrogenase - DFT Studies

• Autorzy: Raczyńska E. D. , Duczmal K. , Hallmann M.
• Języki publikacji: EN

Abstrakty

EN

Keto-enol tautomerism for the substrate (pyruvate) of lactate dehydrogenase (LDH) and amideiminol tautomerism for its inhibitor (oxamate) were studied at the DFT(B3LYP)/6-31++G(d,p) level. Both anions (and also both radicals) prefer the C=O forms, i.e. the keto and amide form, respectively. The OH forms (enolpyruvate and iminoloxamate) have higher Gibbs free energies. Their amounts in the tautomeric mixtures are larger than 0.01% for anions and lower than 0.001% for radicals. pi-Electron delocalization for OCO fragments is greater than that for XCO fragments for both anions and radicals.

Słowa kluczowe

EN

prototropic tautomerism; pyruvate-enolpyruvate; oxamate-iminoloxamate; anions; radicals; pi-electron delocalization; DFT

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2007
• Tom: Vol. 81, nr 9
• Strony: 1655--1666
• Opis fizyczny: Bibliogr. 29 poz., rys.

Twórcy

autor

Raczyńska E. D.

autor

Duczmal K.

autor

Hallmann M.

• Department of Chemistry, Warsaw Agricultural University, Nowoursynowska 159c, 02-776 Warszawa, Poland,

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