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Citation: Hong Sanguo, Feng Wenlin, Fu Xiaoyuan*. MINDO/3 STUDY OF THE TAUTOMERIC REACTIONS OF THE TAUTOMERS OF CYTOSINE Ⅲ. THE TAUTOMERIC REACTION OF N₃-H-4-NH₂-2-OXO-CYTOSINE AND 4-NH₂-2-OH-ISOCYTOSINE[J]. Acta Physico-Chimica Sinica, ;1988, 4(05): 461-465. doi: 10.3866/PKU.WHXB19880505 shu

MINDO/3 STUDY OF THE TAUTOMERIC REACTIONS OF THE TAUTOMERS OF CYTOSINE Ⅲ. THE TAUTOMERIC REACTION OF N₃-H-4-NH₂-2-OXO-CYTOSINE AND 4-NH₂-2-OH-ISOCYTOSINE

1.
Quantum Chemistry Laboratory; Dept. of Chem. Beijing Normal University

Received Date: 23 December 1986
Available Online: 15 October 1988

The molecular structures of 4-NH_2-2-OH-isocytosine (for short, iso-lactim) and N_3-H-4-NH_2-2-OXO-cytosine (for short, iso-lactam) have been optimized by MINDO/3. Iso-lactam is more stable than iso-lactim by ΔE=4.9kcal mol~(-1).
The geometric parameters of the transition state have been optimized by Powell's procedure which is contained in MINDO/3 program. The reaction pathway of the iso-lactam<=>iso-lactim has been studied by K. Fukui's IRC theory. The activation energies are 43.4 kcal mol~(-1) and 38.5 kcal mol~(-1) for the forward and backward reaction, respectively. An electron transfer scheme has been suggested to explain the nature of the tautomeric reactions of the tautomers of cytosine.
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1.
沈阳化工大学材料科学与工程学院沈阳 110142

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MINDO/3 STUDY OF THE TAUTOMERIC REACTIONS OF THE TAUTOMERS OF CYTOSINE Ⅲ. THE TAUTOMERIC REACTION OF N3-H-4-NH2-2-OXO-CYTOSINE AND 4-NH2-2-OH-ISOCYTOSINE

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通讯作者: 陈斌, bchen63@163.com

MINDO/3 STUDY OF THE TAUTOMERIC REACTIONS OF THE TAUTOMERS OF CYTOSINE Ⅲ. THE TAUTOMERIC REACTION OF N₃-H-4-NH₂-2-OXO-CYTOSINE AND 4-NH₂-2-OH-ISOCYTOSINE