Site-specific incorporation of the 1-hexanol-1,N6-etheno-2'-deoxyadenosine adduct into oligodeoxyribonucleotides.
Modified oligonucleotides that contain the hydrophobic 1-hexanol-1,N(6)-etheno-2'-deoxyadenosine adduct have been synthesized using a mild solid phase phosphoramidite chemistry. The presence and the integrity of the modified nucleoside in the synthetic oligomers were confirmed by electrospray ionization and MALDI mass spectrometry measurements together with analysis of the complete enzymatic hydrolysate by high performance liquid chromatography coupled to UV and fluorescent detection techniques.
Carvalho
Valdemir M
VM
Departamento de Bioqui;mica, Instituto de Qui;mica, Universidade de São Paulo, CP 26 077, CEP 05513-970, São Paulo, Brazil.
Gasparutto
Didier
D
Di Mascio
Paolo
P
Medeiros
Marisa H G
MH
Cadet
Jean
J
D003839:Deoxyadenosines / Q000737:chemistry*; D000441:Hexanols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D003839:Deoxyadenosines; D000441:Hexanols; D009838:Oligodeoxyribonucleotides