Open AccessSynthesis of deoxycytidine derivatives and their use for the selective photo crosslinking with 5-methylcytosine
Author(s) -
Haruhiko Taguchi,
Akihiro Ohkubo,
Kohji Seio,
Mitsuo Sekine
Publication year - 2006
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrl028
Subject(s) - phosphoramidite , chemistry , diazirine , oligomer , dna , combinatorial chemistry , photochemistry , oligonucleotide , organic chemistry , biochemistry
New photoactivatable nucleosides, 4-N-[3-(trifluoromethyl)diazirinyl]benzoyldeoxycytidine derivatives and these corresponding phosphoramidite derivatives were synthesized for the use as photo crosslinking probes. The carbene species was generated by UV irradiation so that it could react with the benzylic C-H of toluene to give a cross-linking product. The diazirine modified DNA 12mer was successfully synthesized by our N-unprotected phosphoramidite method. We studied its hybridization and photo crosslinking abilities. When a 5-methyl deoxycytidine containing complementary DNA oligomer was irradiated in the presence of the DNA 12 mer, crosslinking products were observed.
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