Synthesis and properties of photo-reactive antisense oligonucleotides containing 2′-O-psoralen-conjugated adenosine | Zendy

Maiko Higuchi | Zendy; Asako Yamayoshi | Zendy; Akio Kobori | Zendy; Tetsuji Yamaoka | Zendy; Akira Murakami | Zendy

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Synthesis and properties of photo-reactive antisense oligonucleotides containing 2′-O-psoralen-conjugated adenosine

Author(s) -

Maiko Higuchi,

Asako Yamayoshi,

Akio Kobori,

Tetsuji Yamaoka,

Akira Murakami

Publication year - 2005

Publication title -

nucleic acids symposium series

Language(s) - English

Resource type - Journals

eISSN - 1746-8272

pISSN - 0261-3166

DOI - 10.1093/nass/49.1.331

Subject(s) - oligonucleotide , psoralen , rna , chemistry , adenosine , point mutation , conjugated system , microbiology and biotechnology , stereochemistry , biophysics , biochemistry , biology , mutation , dna , gene , organic chemistry , polymer

In order to selectively regulate mRNA having a point mutation, the photo-reactive antisense oligonucleotides were developed. Two types of photo-reactive oligonucleotides containing adenosine whose 2'-OH was modified with 4,5',8-trimethylpsoralen (psoralen) were synthesized (2'-Ps-oligo). One contains psoralen via a methylene linkage (2'-Ps-met), and the other via an amidomethylene linkage (2'-Ps-amd). 2'-Ps-oligos were then subjected to the photo-cross-linking reaction. 2'-Ps-met cross-linked to the complementary RNA and scarcely did to the RNA having a single mismatch base. Contrarily, 2'-Ps-amd did not cross-link to both RNA strands. These results suggest the structure of the linkage might affect the efficiency of the photo-cross-linking.

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