Tautomerism in 4-hydroxypyrimidine, S-methyl-2-thiouracil, and 2-thiouracil

Giuliano B.M.; Feyer V.; Prince K.C.; Coreno M.; Evangelisti L.; Melandri S.; Caminati W.

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Tautomerism in 4-hydroxypyrimidine, S-methyl-2-thiouracil, and 2-thiouracil

机译：4-羟基嘧啶，S-甲基-2-硫尿嘧啶和2-硫尿嘧啶中的互变异构

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The keto-enol tautomerism of 4-hydroxypyrimidine and of the related molecules S-methyl-2-thiouracil and 2-thiouracil has been investigated using synchrotron-based techniques. The populations of the constituent tautomers and thermodynamic parameters have been obtained by analysis of core-level photoemission spectra. The effect of substituents on the stability of tautomers has been revealed. Attaching additional OH (or SH) groups to the aromatic ring stabilizes the dioxo (or oxo-thione) forms. However, substitution of hydrogen in position 2 by an S-CH_3 group (that is, in going from 4-hydroxypyrimidine to S-methyl-2-thiouracil) does not significantly affect the tautomeric equilibrium.

机译：已经使用基于同步加速器的技术研究了4-羟基嘧啶以及相关分子S-甲基-2-硫尿嘧啶和2-硫尿嘧啶的酮-烯醇互变异构现象。互变异构体的组成和热力学参数已通过分析核心水平的光发射光谱获得。已经揭示了取代基对互变异构体稳定性的影响。将另外的OH（或SH）基团连接到芳环上可稳定二氧代（或氧代-硫酮）形式。但是，位置2上的氢被S-CH_3基团取代（也就是说，从4-羟基嘧啶变成S-甲基-2-硫尿嘧啶）不会显着影响互变异构平衡。

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《The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory》 |2010年第48期|共6页
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Giuliano B.M.; Feyer V.; Prince K.C.; Coreno M.; Evangelisti L.; Melandri S.; Caminati W.;
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1. Tautomerism in 4-hydroxypyrimidine, S-methyl-2-thiouracil, and 2-thiouracil [J] . Giuliano B.M., Feyer V., Prince K.C., The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory . 2010,第48期

机译：4-羟基嘧啶，S-甲基-2-硫尿嘧啶和2-硫尿嘧啶中的互变异构
2. Theoretical Study of Stability, Tautomerism,Equilibrium Constants (pKT) of 2-Thiouracil inGas Phase and Different Solvents (Water andAcetonitrile) by the Density Functional TheoryMethod [J] . N. Surendra Babu Chemical Science International Journal . 2013,第2期

机译：密度泛函理论方法研究2-硫代尿嘧啶in气相和不同溶剂（水和乙腈）的稳定性，互变异构，平衡常数（pKT）
3. Theoretical Study of Stability, Tautomerism,Equilibrium Constants (pKT) of 2-Thiouracil inGas Phase and Different Solvents (Water andAcetonitrile) by the Density Functional TheoryMethod [J] . N. Surendra Babu American Chemical Science Journal . 2013,第2期

机译：密度泛函理论方法研究2-硫代尿嘧啶in气相和不同溶剂（水和乙腈）的稳定性，互变异构，平衡常数（pKT）
4. The Influence of PH11.17 and Temperature on Tautomerism Reaction of Schiff Bases Derived From P-Aminobenzaldehyde with Substituted O, M, P-Hydroxyanilines [C] . Asmaa B. Al-Dabbagh International Conference on Materials Engineering and Science . 2020

机译：pH11.17和温度对富苯甲醛与取代o，m，p-羟基苯胺衍生自苯氨基苯甲酯的互变异构体反应的影响
5. THE STRUCTURES OF 2-THIOURACIL AND 2-SELENOURACIL DETERMINED BY X-RAY DIFFRACTION ANALYSIS [D] . TSERNOGLOU, DEMETRIUS. -1

机译：X射线衍射分析测定2-硫脲和2-硒脲的结构
6. Identification by UV resonance Raman spectroscopy of an imino tautomer of 5-hydroxy-2′-deoxycytidine a powerful base analog transition mutagen with a much higher unfavored tautomer frequency than that of the natural residue 2′-deoxycytidine [O] . Wu Suen, Thomas G. Spiro, Lawrence C. Sowers, 1999

机译：通过紫外共振拉曼光谱法鉴定5-羟基-2-脱氧胞苷的亚氨基互变异构体5-羟基-2-脱氧胞苷是一种强大的碱基类似物转化诱变剂其不利的互变异构体频率比天然残基2-脱氧胞苷高得多
7. UV-Induced Generation of Rare Tautomers of 2-Thiouracils: A Matrix Isolation Study [O] . -1

机译：紫外线诱导2-硫酸的稀有互变异构体：基质隔离研究
8. Tautomeric Equilibria of Thio-Analogues of Nucleic Acid Bases. Part 1. 2-Thiouracil: Background, Preparation of Model Compounds, and Gas Phase Proton Affinities [R] . Katritzky, A. R., Baykut, G., Rachwal, S., 1989

机译：核酸碱基硫代类似物的互变异构平衡。第1部分.2-硫尿嘧啶：背景，模型化合物的制备和气相质子亲和力

Tautomerism in 4-hydroxypyrimidine, S-methyl-2-thiouracil, and 2-thiouracil

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