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8-甲氧基补骨脂素和4,5',8-三甲基补骨脂素三重态与溶液中核酸碱基反应活性的激光闪光光解研究。

A laser flash photolysis study of the reactivities of the triplet states of 8-methoxypsoralen and 4,5',8-trimethylpsoralen with nucleic acid bases in solution.

作者信息

Beaumont P C, Parsons B J, Phillips G O, Allen J C

出版信息

Biochim Biophys Acta. 1979 Apr 26;562(2):214-21. doi: 10.1016/0005-2787(79)90167-9.

DOI:10.1016/0005-2787(79)90167-9
PMID:444526
Abstract

The extinction coefficients, quantum yields and reactivities of the triplet states of 8-methoxypsoralen and 4,5',8-trimethylpsoralen in methanolic solution have been determined using laser flash photolysis techniques. The second-order rate constants for the quenching of these triplet states by pyrimidine and purine bases were found to be several orders of magnitude lower than those found for other furocoumarin derivatives. This may suggest, therefore, that the skin photosensitising ability of such compounds does not necessarily correlate with in vitro triplet state reactivity. Preliminary experiments on the reactivity of the psoralen triplet state with DNA itself indicate that no transient absorptions due to psoralen excited states can be observed when a photon is absorbed by the psoralen-DNA complex.

摘要

利用激光闪光光解技术测定了8-甲氧基补骨脂素和4,5',8-三甲基补骨脂素在甲醇溶液中的三重态的消光系数、量子产率和反应活性。发现嘧啶和嘌呤碱猝灭这些三重态的二级速率常数比其他呋喃香豆素衍生物的二级速率常数低几个数量级。因此,这可能表明这类化合物的皮肤光敏能力不一定与体外三重态反应活性相关。关于补骨脂素三重态与DNA本身反应活性的初步实验表明,当补骨脂素-DNA复合物吸收一个光子时,无法观察到由于补骨脂素激发态引起的瞬态吸收。

相似文献

1
A laser flash photolysis study of the reactivities of the triplet states of 8-methoxypsoralen and 4,5',8-trimethylpsoralen with nucleic acid bases in solution.8-甲氧基补骨脂素和4,5',8-三甲基补骨脂素三重态与溶液中核酸碱基反应活性的激光闪光光解研究。
Biochim Biophys Acta. 1979 Apr 26;562(2):214-21. doi: 10.1016/0005-2787(79)90167-9.
2
The reactivities of furocoumarin excited states with DNA in solution. A laser flash photolysis and fluorescence study.
Biochim Biophys Acta. 1980 Jul 29;608(2):259-65. doi: 10.1016/0005-2787(80)90171-9.
3
Fluorescence studies on the interaction of furocoumarins with DNA in the dark.黑暗中呋喃香豆素与DNA相互作用的荧光研究。
J Biochem. 1984 May;95(5):1253-7. doi: 10.1093/oxfordjournals.jbchem.a134729.
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Psoralen-deoxyribonucleic acid photoreaction. Characterization of the monoaddition products from 8-methoxypsoralen and 4,5'8-trimethylpsoralen.补骨脂素 - 脱氧核糖核酸光反应。8 - 甲氧基补骨脂素和4,5',8 - 三甲基补骨脂素单加成产物的特性
Biochemistry. 1982 Mar 2;21(5):861-71. doi: 10.1021/bi00534a008.
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Photophysical properties of aminoethylpsoralen in presence and absence of DNA.
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Tracing the Photoaddition of Pharmaceutical Psoralens to DNA.追踪药物补骨脂素与 DNA 的光加成反应。
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Kinetics of formation of deoxyribonucleic acid cross-links by 4'-(aminomethyl)-4,5',8-trimethylpsoralen.4'-(氨甲基)-4,5',8-三甲基补骨脂素形成脱氧核糖核酸交联的动力学
Biochemistry. 1981 Feb 17;20(4):735-8. doi: 10.1021/bi00507a011.
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Inactivation of human liver cytochrome P-450 by the drug methoxsalen and other psoralen derivatives.甲氧沙林及其他补骨脂素衍生物对人肝脏细胞色素P-450的灭活作用。
Biochem Pharmacol. 1987 Mar 15;36(6):951-5. doi: 10.1016/0006-2952(87)90190-0.
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Psoralen covalently linked to oligodeoxyribonucleotides: synthesis, sequence specific recognition of DNA and photo-cross-linking to pyrimidine residues of DNA.补骨脂素与寡脱氧核糖核苷酸的共价连接:合成、DNA的序列特异性识别以及与DNA嘧啶残基的光交联。
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10
Chemical structure of psoralen-nucleic acid photoadducts.补骨脂素-核酸光加合物的化学结构。
Biochimie. 1985 Mar-Apr;67(3-4):317-25. doi: 10.1016/s0300-9084(85)80074-2.

引用本文的文献

1
Tracing the Photoaddition of Pharmaceutical Psoralens to DNA.追踪药物补骨脂素与 DNA 的光加成反应。
Molecules. 2020 Nov 10;25(22):5242. doi: 10.3390/molecules25225242.
2
Investigations on the mechanism of photodynamic action of different psoralens with DNA.
Biophys Struct Mech. 1983;10(1-2):11-30. doi: 10.1007/BF00535539.