Fluoreometric behavior of a novel bis-acridine orange bound to double stranded DNA

Shigeori Takenaka; Yutaka Sakakibara; Hiroyuki Ueyama; Takahiko Nojima

doi:10.1093/nass/3.1.151

Fluoreometric behavior of a novel bis-acridine orange bound to double stranded DNA

Nucleic Acids Res Suppl. 2003:(3):151-2. doi: 10.1093/nass/3.1.151.

Authors

Shigeori Takenaka¹, Yutaka Sakakibara, Hiroyuki Ueyama, Takahiko Nojima

Affiliation

¹ Department of Applied Chemistry, Faculty of Engineering, Kyushu University, Fukuoka 812-8581, Japan.

PMID: 14510425
DOI: 10.1093/nass/3.1.151

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acridine Orange / chemistry*
Circular Dichroism
DNA / chemistry*
Spectrometry, Fluorescence

Substances

DNA
Acridine Orange