title: A benzindole substituted carbazole cyanine dye: a novel targeting fluorescent probe for parallel c-myc G-quadruplexes.
abstract: Many organic ligands were synthesized to recognize G-quadruplexes. However, different kinds of G-quadruplexes (G4s) possess different structures and functions. Therefore, selective recognition of certain types of G4s is important for the study of G4s. In this paper, a novel cyanine dye, 3-(2-(4-vinylpyridine))-6-(2-((1-(4-sulfobutyl))-3,3-dimethyl-2-vinylbenz[e]indole)-9-ethyl-carbazole (9E PBIC), composed of benzindole and carbazole was designed and synthesised. The studies on UV-vis and fluorescence properties of the dye with different DNA forms showed that the dye exhibits almost no fluorescence under aqueous buffer conditions, but it increased over 100 fold in the presence of c-myc G4 and 10-30 fold in the presence of other G4s, while little in the presence of single/double-stranded DNA, indicating that it has excellent selectivity to c-myc 2345 G4. For the binding studies the dye is interacted with the c-myc 2345 G-quadruplex by using the end-stack binding model. It can be said that the dye is an excellent targeting fluorescent probe for c-myc G-quadruplexes.
authors.affiliation: School of Environmental Science and Engineering, Tianjin University, Tianjin, 300072, China. xueningfei@126.com.
authors.forename: Dayong
authors.initials: D
authors.lastname: Lin
authors.forename: Xuening
authors.initials: X
authors.lastname: Fei
authors.forename: Yingchun
authors.initials: Y
authors.lastname: Gu
authors.forename: Cuihong
authors.initials: C
authors.lastname: Wang
authors.forename: Yalin
authors.initials: Y
authors.lastname: Tang
authors.forename: Ran
authors.initials: R
authors.lastname: Li
authors.forename: Jianguo
authors.initials: J
authors.lastname: Zhou
mesh_terms: D002227:Carbazoles / Q000737:chemistry*; D002232:Carbocyanines / Q000737:chemistry*; D002623:Chemistry Techniques, Analytical / Q000379:methods*; D004396:Coloring Agents / Q000737:chemistry*; D016503:Drug Delivery Systems; D005456:Fluorescent Dyes / Q000737:chemistry*; D054856:G-Quadruplexes; D015394:Molecular Structure; D016271:Proto-Oncogene Proteins c-myc / Q000737:chemistry*
chemical_list: D002227:Carbazoles; D002232:Carbocyanines; D004396:Coloring Agents; D005456:Fluorescent Dyes; D016271:Proto-Oncogene Proteins c-myc; C041514:carbazole