Synthesis and properties of photo-reactive antisense oligonucleotides containing 2'-O-psoralen-conjugated adenosine.
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.
Higuchi
Maiko
M
Department of Polymer Science and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 602-0841, Japan.
Yamayoshi
Asako
A
Kobori
Akio
A
Yamaoka
Tetsuji
T
Murakami
Akira
A
D000241:Adenosine / Q000031:analogs & derivatives*; D005786:Gene Expression Regulation; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis / Q000737:chemistry* / Q000528:radiation effects; D014307:Trioxsalen / Q000737:chemistry*; D014466:Ultraviolet Rays
D016376:Oligonucleotides, Antisense; D000241:Adenosine; D014307:Trioxsalen