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Fluoreometric behavior of a novel bis-acridine orange bound to double stranded DNA
Author(s) -
Shigeori Takenaka,
Yoshimasa Sakakibara,
Hiroyuki Ueyama,
Takahiko Nojima
Publication year - 2003
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/3.1.151
Subject(s) - acridine orange , circular dichroism , chemistry , acridine , moiety , dna , fluorescence , stacking , stereochemistry , intramolecular force , intercalation (chemistry) , crystallography , biochemistry , organic chemistry , apoptosis , physics , quantum mechanics
Novel bis-acridine orange (1) was synthesized from Fmoc-Lys(Boc)-OH and Fmoc-Lys(AO)-OH (AO: acridine orange), with the 9-position of acridine orange (AO) linked to the epsilon-amino moiety of lysine, on the peptide synthesizer. Bis-acridine orange (1) yielded a very weak fluorescence in an aqueous media due to the intramolecular stacking, but its fluorescence was enhanced over 200-times upon binding to double-stranded DNA, irrespective of the DNA sequences. Circular dichroism (CD) spectra showed that 1 binds to double stranded DNA in its stacked conformation, concomitant with fluorescence enhancement.

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