Preparation of a novel psoralen containing deoxyadenosine building block for the facile solid phase synthesis of psoralen-modified oligonucleotides for a sequence specific crosslink to a given target sequence.
4,5',8-Trimethylpsoralen was attached to the C8-position of deoxyadenosine via a sulfur atom and a five carbon atom linker. The modified deoxyadenosine was then converted to a protected phosphoramidite and used as unusual as a building block for solid phase oligodeoxyribonucleotide synthesis. The efficiency of the photoreaction of a psoralen-modified oligonucleotide to a complementary matrix strand reached more than 90% within a 1 hour irradiation time at a wavelength of 345 nm.
Pieles
U
U
EMBL, Heidelberg, FRG.
Sproat
B S
BS
Neuner
P
P
Cramer
F
F
D001483:Base Sequence; D003432:Cross-Linking Reagents / Q000138:chemical synthesis*; D003839:Deoxyadenosines; D011564:Furocoumarins; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009838:Oligodeoxyribonucleotides; D013050:Spectrometry, Fluorescence; D014307:Trioxsalen
D003432:Cross-Linking Reagents; D003839:Deoxyadenosines; D011564:Furocoumarins; D007202:Indicators and Reagents; D009838:Oligodeoxyribonucleotides; D014307:Trioxsalen