Design, synthesis, and evaluation of a biomimetic artificial photolyase model.
Design, synthesis, and evaluation of a biomimetic artificial photolyase model.
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DOI：
10.1021/jo0494329
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发表时间：
2004-11
期刊：
影响因子：
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通讯作者：
O. Wiest;Christopher B. Harrison;N. Saettel;R. Cibulka;M. Sax;B. König
中科院分区：
文献类型：
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作者：
O. Wiest;Christopher B. Harrison;N. Saettel;R. Cibulka;M. Sax;B. König
两个新的人工光解酶模型，识别嘧啶二聚体在质子和非质子有机溶剂以及在水中通过电荷和氢键相互作用的组合，并使用模拟的黄素，以实现修复通过还原光诱导电子转移。荧光和NMR滴定研究表明，它与嘧啶二聚体形成1：1的复合物，在乙腈或甲醇中的结合常数约为10（3）M（-1），而在pH 7.2的水中的结合常数略低。用可见光激发复合物，通过光诱导电子转移催化导致嘧啶二聚体的干净和快速的环化逆转。在水中的反应明显快于在有机溶剂中。由于产物抑制，反应在较高转化率下减慢。
Two new artificial photolyase models that recognize pyrimidine dimers in protic and aprotic organic solvents as well as in water through a combination of charge and hydrogen-bonding interactions and use a mimic of the flavine to achieve repair through reductive photoinduced electron transfer are presented. Fluorescence and NMR titration studies show that it forms a 1:1 complex with pyrimidine dimers with binding constants of approximately 10(3) M(-1) in acetonitrile or methanol, while binding constants in water at pH 7.2 are slightly lower. Excitation of the complex with visible light leads to clean and rapid cycloreversion of the pyrimidine dimer through photoinduced electron transfer catalysis. The reaction in water is significantly faster than in organic solvents. The reaction slows down at higher conversions due to product inhibition.