Synthesis of cationic chlorophyll derivatives and their interaction with DNA.
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Accession number;04A0258596
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| Title;Synthesis of cationic chlorophyll derivatives and their interaction with DNA. |
| Author;
TAIMA HIDETOSHI
(Keio Univ., Faculty of Sci. and Technol., JPN)
OKUBO AKIHIRO
(Keio Univ., Faculty of Sci. and Technol., JPN)
YOSHIOKA NAOKI
(Keio Univ., Faculty of Sci. and Technol., JPN)
INOUE HIDENARI
(Keio Univ., Faculty of Sci. and Technol., JPN)
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Journal Title;Abstracts. Symposium on Biofunctional Chemistry
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Journal Code:L0836A
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ISSN:
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VOL.18th;NO.;PAGE.26-27(2003)
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| Figure&Table&Reference;FIG.3, REF.1 |
| Pub. Country;Japan |
| Language;Japanese |
| Abstract;Efforts have been made on the design and synthesis of small molecules interacting with DNA in the target for drugs. Chlorophylls have characteristic strong absorption in the visible region, so that they are expected as a new DNA binder with optical functions such as photosensitizers and phtonucleases. Therefore, we have designed and synthesized a new cationic chlorin e6 (2) with a high DNA affinity. In this work, its interaction with DNA is investigated by spectroscopy and an ability of DNA photocleavage is examined by gel electrophoresis. It has been revealed that 2 interacts with calf thymus DNA mainly by strong electrostatic forces. The spectral feature of 2-DNA becomes first strongly hypochlomic and then weakly hyperchromic with the decreasing R value. Thus, the binding has two modes: one is a stacking on the DNA surface (R.GEQ.0.3) and the other is an outside binding to DNA (R.LEQ.0.3). A strong DNA binder, 2, causes DNA scission upon illumination of visible light more efficiently than anionic chlorin e6 (1). The DNA scission mechanism is based on the singlet oxygen induced by energy transfer from the photoexited dye to the molecular oxygen. (author abst.) |
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