ISSN:
0020-7608
Keywords:
Computational Chemistry and Molecular Modeling
;
Atomic, Molecular and Optical Physics
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The electronic structures of catechol derivatives, 3,4-dihydroxy-1-substituted benzenes, including epinephrine and norepinephrine, were calculated by means of the CNDO/2 and the MINDO/3 methods. Correlation between the maximum velocities divided by the molecular weight, as between the inverse of Michaelis-Menten constants in the O-methylation reaction catalyzed by catechol-O-methyltransferase and the electronic indices calculated on the basis of the frontier electron theory was found. The correlation coefficient between the observed maximum velocities divided by the molecular weight and the calculated ones was 0.873. The regression analysis showed that the Coulombic forces at the C3 and C4 positions and the electron acceptable indices at C6 and meta-O positions represented the best correlation with the biological activities (Vmax and Km). The electronic indices of the catechol moieties represent the rate-limiting factor of the O-methylation reaction.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/qua.560180223
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