Enzymatic synthesis of pyridine nucleotides. Structural property of some new NAD-analogs, and base conditions available for the analog formation.
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Some new β-NAD-analogs were prepared by a base-exchange reaction catalyzed by pig-brain NADase. The analogs produced from methyl 4-(methylamino)- and 4-(dimethylamino)nicotinates were proved to be 1,4-dihydropyridine form. On the contrary, the analog obtained from 4-(acetylamino)nicotinamide was shown to be a quaternary pyridinium form. Moreover, an unexpected analog of 1,4-dihydro-4-pyridinone form was given by 4-methoxynicotinamide. It was shown to be indispensable for the formation of NAD-analog that the ring nitrogen of pyridine bases concerned should at least be free from protonation around pH 7. Interestingly nicotinic acids with 4-amino, methylamino, and dimethylamino groups were found to be much more basic for the ring nitrogen atom than their respective methyl esters.
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関連論文
- Enzymatic synthesis of new pyridine nucleosides. Clitidine and its amide derivative.
- Enzymatic synthesis of pyridine nucleotides. Structural property of some new NAD-analogs, and base conditions available for the analog formation.