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Chemical Synthesis and DNA Photocleavage of the Intercalator–Carbohydrate Hybrid Moiety of the Neocarzinostatin Chromophore
Author(s) -
Toshima Kazunobu,
Takai Shigeki,
Maeda Yutaka,
Takano Ryusuke,
Matsumura Shuichi
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20001016)39:20<3656::aid-anie3656>3.0.co;2-o
Subject(s) - neocarzinostatin , intercalation (chemistry) , moiety , chemistry , chromophore , dna , cleavage (geology) , carbohydrate , combinatorial chemistry , stereochemistry , biochemistry , photochemistry , organic chemistry , materials science , fracture (geology) , composite material
Site‐specific DNA cleavage is achieved in the presence of 1 upon irradiation with only long wavelength UV light; no supplementary metallic or reducing agents are required. Compound 1 possesses analogues of the intercalator and carbohydrate moieties found in neocarzinostatin, an antitumor enediene antibiotic.