@article{d8e9f70074c611dbbee902004c4f4f50,
title = "Photochemistry of quinolylmethylisothioronium salts. Guanine selective DNA photocleavage reagents",
abstract = "Quinolylmethylisothioronium salts (1a and 4a) cleave DNA upon irradiation. The cleavage is more than 10-fold enhanced by piperidine treatment and subsequently shows a high preference for guanines. Photolysis of 1a, 2a and 4a in water at lambda greater than 300 nm resulted in photoheterolysis. Irradiation of 1a in 2-propanol gave only products from photohomolysis, irradiation of 1a in methanol and 2a and 4a in 2-propanol resulted in products from both photoheterolysis and photohomolysis. Quantum yields for the disappearance of 1a in water and 2-propanol were determined. The presence or absence of oxygen had no effect in water, whereas oxidation products were observed upon irradiation in methanol and 2-propanol in the presence of oxygen. The guanine specific DNA photoreaction is proposed to take place by alkylation at N7 via the quinolylmethyl carbocation and thus to represent a photoalkylation.",
author = "Ulla Henriksen and Charles Larsen and G. Karup and Nielsen, \{Peter E.\} and Claus Jeppesen and Ole Buchardt",
year = "1991",
doi = "10.1111/j.1751-1097.1991.tb03632.x",
language = "English",
pages = "299--305",
journal = "Photochemistry and Photobiology",
issn = "0031-8655",
publisher = "Wiley-Blackwell",
number = "53",
}