Hydrolytic Metalloenzyme Models. Catalysis in the Hydrolysis of p-Nitrophenyl 2-Pyridinecarboxylate by Copper and Zinc Ion Complexes of Anionic Surfactants Having a Functional Imidazole and Hydroxyl Moieties
- 1 January 1993
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 66 (1) , 140-147
- https://doi.org/10.1246/bcsj.66.140
Abstract
Two anionic surfactant-ligands, sodium 2-[1-dodecyl-2,5-bis(dihydroxymethyl)-4-imidazolyl]methylthioethanesulfonate (1) and sodium 1-hexadecyl-2-(2-hydroxymethyl-1-imidazolyl)ethyl sulfate (2), each having a functional imidazole and a hydroxyl moiety, have been examined regarding their catalytic activities in the hydrolysis of p-nitrophenyl 2-pyridinecarboxylate (PNPP) in the presence of Zn2+ or Cu2+ and under co-micellar conditions with surfactants. All of the ligands underwent a remarkable activation of the 2-hydroxymethyl group for transacylation from PNPP when complexed with Cu2+. Some interesting differences were observed between the two ligands, 1 and 2, such as in the modes of complexation and the effects of co-micellar surfactants.Keywords
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