title: Fluorescent properties of pentamethine cyanine dyes with cyclopentene and cyclohexene group in presence of biological molecules.
abstract: A series of pentamethine cyanine dyes with cyclohexene or cyclopentene group in polymethyne chain, assumed as DNA groove-binders, were studied as fluorescent probes for nucleic acids as well as for native and denatured proteins. It was revealed that the presence of methyl or dimethyl substituent in 5 position of the cyclohexene group hinders the formation of dye-DNA fluorescent complex, while the methyl substituent in 2 position leads to the increasing of the dye-DNA complex fluorescence intensity. The dyes SL-251, SL-1041, and SL-1046 containing methyl group in the 2 position of the cyclic group, are reported as bright DNA-sensitive dyes. The study of the dyes DNA-binding specificity demonstrated significant AT-preference that points to the groove-binding interaction mode. At the same time, the dyes SL-251, SL-377, and SL-957 with the 2-methyl substituted cyclohexene group were shown to be sensitive fluorescent dyes both for nonspecific (in SDS presence) proteins detection and for native BSA.
authors.affiliation: Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, 150 Zabolotnogo Street, 03143 Kyiv, Ukraine.
authors.forename: M Yu
authors.initials: MY
authors.lastname: Losytskyy
authors.forename: K D
authors.initials: KD
authors.lastname: Volkova
authors.forename: V B
authors.initials: VB
authors.lastname: Kovalska
authors.forename: I E
authors.initials: IE
authors.lastname: Makovenko
authors.forename: Yu L
authors.initials: YL
authors.lastname: Slominskii
authors.forename: O I
authors.initials: OI
authors.lastname: Tolmachev
authors.forename: S M
authors.initials: SM
authors.lastname: Yarmoluk
mesh_terms: D000818:Animals; D002021:Buffers; D002232:Carbocyanines / Q000737:chemistry*; D002417:Cattle; D003510:Cyclohexanes / Q000737:chemistry*; D053138:Cyclohexenes; D003517:Cyclopentanes / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D009696:Nucleic Acids / Q000737:chemistry*; D011067:Poly dA-dT / Q000737:chemistry; D011089:Polydeoxyribonucleotides / Q000737:chemistry; D012710:Serum Albumin, Bovine / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: D002021:Buffers; D002232:Carbocyanines; D003510:Cyclohexanes; D053138:Cyclohexenes; D003517:Cyclopentanes; D005456:Fluorescent Dyes; D009696:Nucleic Acids; D011089:Polydeoxyribonucleotides; C052568:cyclohexene; D011067:Poly dA-dT; D012710:Serum Albumin, Bovine; C019530:poly(dC-dG); D000432:Methanol