与原黄素共价连接的对硝基苯甲酰基对DNA的光裂解作用。

Photocleavage of DNA by the p-nitrobenzoyl group covalently linked to proflavine.

作者信息

Kuroda R, Shinomiya M

机构信息

Department of Chemistry, College of Arts and Sciences, University of Tokyo, Japan.

出版信息

Biochem Biophys Res Commun. 1991 Dec 31;181(3):1266-72. doi: 10.1016/0006-291x(91)92075-u.

DOI:10.1016/0006-291x(91)92075-u

PMID:1764076

Abstract

We have synthesized two novel DNA photocleaving agents,3,6-diamino-10-[6-(4-nitrobenzoyloxy)hexyl]acridinium chloride and 3,6-diamino-10-[6-(4-nitrobenzamido)-hexyl]acridinium chloride, and studied their DNA binding mode and cleavage properties. These compounds contain the photoactive p-nitrobenzoyl group attached to proflavine via an amide or ester linker group and a polymethylene chain. Spectroscopic and viscometric studies have shown that the compounds bind DNA by an intercalative mode. The presence of covalently-bonded intercalator is essential for the UV (310 nm) induced DNA scission. Above a critical ratio, an increase in the relative concentration of compound to DNA did not induce further cleavage. The cleavage efficiency was dependent on the type of linker group. These results are discussed in regard to possible mechanisms for photoinduced DNA breakage.

摘要

我们合成了两种新型DNA光裂解剂，即3,6-二氨基-10-[6-(4-硝基苯氧基)己基]氯化吖啶鎓和3,6-二氨基-10-[6-(4-硝基苯甲酰胺基)己基]氯化吖啶鎓，并研究了它们与DNA的结合模式和裂解特性。这些化合物含有通过酰胺或酯连接基团以及聚亚甲基链连接到原黄素上的光活性对硝基苯甲酰基。光谱和粘度研究表明，这些化合物通过插入模式与DNA结合。共价键合插入剂的存在对于紫外光（310nm）诱导的DNA断裂至关重要。超过临界比例后，化合物与DNA相对浓度的增加不会诱导进一步的裂解。裂解效率取决于连接基团的类型。关于光诱导DNA断裂的可能机制对这些结果进行了讨论。