title: [Effective complementarily-addressed photomodification of nucleic acids by oligonucleotide derivatives, containing aromatic azido groups].
abstract: Highly effective site-specific photomodification of a DNA-target was carried out with oligonucleotide reagents carrying aromatic azido groups. Oligonucleotide derivatives with a photoactive function R on the 5'-terminal phosphate and at C-5 atom of deoxyuridine were synthesized: R1NH(CH2)3NHpd(TCCACTT) and d(ULNHRCCACTT), where R1 is p-azidotetrafluorobenzoyl, R2 is 2-nitro, 5-azidobenzoyl, R3 is p-azidobenzoyl; LNH = -CH2NH-, -CH2OCH2CH2NH- or -CH2NHCOCH2CH2NH-. The prepared compounds form stable complementary complexes and effect site-specific photomodification of the target DNA. The modification of pentadecanucleotide d(TAAGTGGAGTTTGGC) with the reagents was investigated. Maximum extent of modification strongly depended on the reagent's type, the photoreagent with R1 being the most effective. Whatever the binding site was, this agent provided a 65-70% modification in all cases except LNH = -CH2NH-, when the yield was twice lower. For the reagents bearing R1 the modification sites were identified. Selective modification at the G9 residue was detected in the case of LNH = -CH2OCH2CH2NH- and when a photoactive group was linked to the terminal phosphate.
authors.forename: M I
authors.initials: MI
authors.lastname: Dobrikov
authors.forename: V F
authors.initials: VF
authors.lastname: Zarytova
authors.forename: N I
authors.initials: NI
authors.lastname: Komarova
authors.forename: A S
authors.initials: AS
authors.lastname: Levina
authors.forename: S A
authors.initials: SA
authors.lastname: Lokhov
authors.forename: T A
authors.initials: TA
authors.lastname: Prikhod'ko
authors.forename: G V
authors.initials: GV
authors.lastname: Shishkin
authors.forename: D R
authors.initials: DR
authors.lastname: Tabatadze
authors.forename: M M
authors.initials: MM
authors.lastname: Zaalishvili
mesh_terms: D001345:Autoradiography; D001386:Azides / Q000737:chemistry; D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry* / Q000235:genetics; D004586:Electrophoresis; D008969:Molecular Sequence Data; D016297:Mutagenesis, Site-Directed; D015345:Oligonucleotide Probes; D010777:Photochemistry
chemical_list: D001386:Azides; D015345:Oligonucleotide Probes; D004247:DNA
vernacular_title: Effektivnaia komplemntarno adresovannaia fotomodifikatsiia nukleinovykhkislot proizvodnymi oligonukleotidov, soderzhashchikh aromaticheskuiu azidogruppu.