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Intercalating Nucleic Acids Containing Insertions of Naphthalimide

✍ Scribed by Michael C. Wamberg; Krzysztof Walczak; Lars Andersen; Allam A. Hassan; Erik B. Pedersen

Book ID
102253458
Publisher
John Wiley and Sons
Year
2006
Tongue
German
Weight
270 KB
Volume
89
Category
Article
ISSN
0018-019X

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✦ Synopsis

In a study of linker-length dependence, we evaluated naphthalimide (= 1H-benzo[de]isoquinoline-1,3(2H)-dione) and 4-bromonaphthalimide as intercalating nucleic acids. We used a vicinal dihydroxy system when incorporating the six different naphthalimide monomers into DNA, and found the minimum linker-length to be five C-atoms. With this length of the linker, naphthalimide was discriminating between DNA and RNA -stabilizing DNA, while destabilizing RNA. Furthermore, naphthalimide showed universal base character by hybridizing to the four natural bases with a range as narrow as 1.48. When compared to pyrene, naphthalimide with the same linker-length gave significantly higher thermal meltings when hybridized to DNA.

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