SYNTHESIS AND CHARACTERIZATION OF NEW PSORALEN DERIVATIVES WITH SUPERIOR PHOTOREACTIVITY WITH DNA AND RNA
SYNTHESIS AND CHARACTERIZATION OF NEW PSORALEN DERIVATIVES WITH SUPERIOR PHOTOREACTIVITY WITH DNA AND RNA
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DOI：
10.1021/bi00625a005
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发表时间：
1977-01-01
期刊：
影响因子：
2.9
通讯作者：
RAPOPORT, H
中科院分区：
文献类型：
--
作者：
ISAACS, ST;SHEN, CJ;RAPOPORT, H
本文报道了5个新的补骨脂烯衍生物的合成。4”-羟甲基-4，5”，8-三甲基补骨脂素、4”-甲氧甲基-4，5”，8-三甲基补骨脂素和4”-氨甲基-4，5”，8-三甲基补骨脂素盐酸盐的特征在于它们与DNA和RNA的光反应性。它们在不重复添加试剂的情况下使DNA和RNA上的光反应位点饱和的能力上级2种常用的香豆素4，5 ″，8-三甲基香豆素和8-甲氧基香豆素。提出了一个简化的机制，为了解这些化合物的上级性能的光反应与核酸。这些化合物不仅与分离的DNA和RNA而且在病毒和细胞中具有上级反应性。第一次显示了Ppeptiens交联RNA双螺旋。
The synthesis of 5 new psoralen derivatives is described. 4''-Hydroxymethyl-4,5'',8-trimethylpsoralen, 4''-methoxymethyl-4,5'',8-trimethylpsoralen and 4''-aminomethyl-4,5'',8-trimethylpsoralen hydrochloride, are characterized with respect to their photoreactivity with DNA and RNA. They are superior to 4,5'',8-trimethylpsoralen and 8-methoxypsoralen, the 2 commonly used psoralens, in their abilities to saturate the photoreactive sites on DNA and RNA without repeated addition of reagent. A simplified mechanism for the photoreaction of psoralens with nucleic acids is presented and provides a basis for understanding the superior properties of these compounds. The compounds have superior reactivity not only with isolated DNA and RNA but also in viruses and in cells. Psoralens are shown for the 1st time to cross-link RNA double helices.