Synthesis of a new beta-naphthothiazole monomethine cyanine dye for the detection of DNA in aqueous solution.
Novel monomethine cyanine dye (MC) derived from beta-naphthothiazole and benzothiazole has been prepared and characterized by (1)H and (13)C NMR, FTIR, ESIMS, elemental analyses, absorption and fluorescence spectroscopy. The dye was conveniently synthesized by the condensation of two sulfate heterocyclic quaternary salts. The interaction between calf thymus DNA (ct-DNA) in tris(hydroxymethyl)aminomethane-HCl (Tris-HCl) aqueous buffer solution and MC has been studied with spectral fluorescence method. The binding constant value has been determined by fluorescence titration of MC with ct-DNA concentrations. The result obtained is consistent with an intercalative binding interaction between MC and ct-DNA. Compared with ethidium bromide (EB), MC showed a huge fluorescence enhancement upon mixing with ct-DNA.
El-Shishtawy
Reda M
RM
Faculty of Science, Chemistry Department, King Abdul-Aziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia. elshishtawy@hotmail.com
Asiri
Abdullah M
AM
Basaif
Salem A
SA
Rashad Sobahi
T
T
D000042:Absorption; D000818:Animals; D052160:Benzothiazoles / Q000737:chemistry*; D002232:Carbocyanines / Q000138:chemical synthesis* / Q000737:chemistry; D002417:Cattle; D004247:DNA / Q000032:analysis*; D004996:Ethidium / Q000737:chemistry; D007700:Kinetics; D012996:Solutions; D013050:Spectrometry, Fluorescence; D013844:Thiazoles / Q000737:chemistry*; D017186:Titrimetry
C550483:1-methyl-2-((3-methylbenzo(d)thiazol-2(3H)-ylidene)methyl)naphtho(1,2-d)thiazol-1-ium; D052160:Benzothiazoles; D002232:Carbocyanines; D012996:Solutions; D013844:Thiazoles; D004247:DNA; C427203:calf thymus DNA; D004996:Ethidium