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Nucleic Acids Research, 1989, Vol. 17, No. 22 8967-8978
© 1989

CHEMISTRY

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

U. Pieles, B.S. Sproat*, P. Neuner and F. Cramer1

EMBL Meyerhofstraße 1, 6900 Heidelberg 1Max Planck Institut für Experimentelle Medizin Hermannreinstraße 3, 3400 Göttingen, FRG

*To whom correspondence should be addressed

Received September 12, 1989. Accepted October 6, 1989.

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 usual 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 1hour irradiation time at a wavelength of 345 nm.


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