Concepedia

Synthesis of Light‐Responsive Bridged Nucleic Acid and Changes in Affinity with Complementary ssRNA

Kunihiko Morihiro, Tetsuya Kodama, Masaru Nishida, Takeshi Imanishi, Satoshi Obika

ChemBioChem · 2009 · 13 citations · 28 references

DOI

Concepts

Abstract

Turn on the light: We have designed a light-responsive bridged nucleic acid (BNA) with a photolabile group at the bridged structure that can change its affinity for a complementary single-stranded RNA (ssRNA) in two stages. Oligonucleotides containing light-responsive BNA lose their binding affinity for complementary ssRNA upon photoirradiation, but this affinity can be restored by treatment with nucleophile.

References

28

Conformational analysis of the sugar ring in nucleosides and nucleotides. New description using the concept of pseudorotation

C. Altona, M. Sundaralingam · Journal of the American Chemical Society · 1972 · 2.1K citations

, , +13

Caged compounds: photorelease technology for control of cellular chemistry and physiology

Graham C. R. Ellis‐Davies · Nature Methods · 2007 · 954 citations · Full text

, , +13

LNA (locked nucleic acids): synthesis and high-affinity nucleic acid recognition

Sanjay K. Singh, Alexei A. Koshkin, Jesper Wengel et al. · Chemical Communications · 1998 · 770 citations

, , +16

Stability and structural features of the duplexes containing nucleoside analogues with a fixed N-type conformation, 2′-O,4′-C-methyleneribonucleosides

Satoshi Obika, Daishu Nanbu, Yoshiyuki Hari et al. · Tetrahedron Letters · 1998 · 693 citations

, , +16

Synthesis of 2′-O,4′-C-methyleneuridine and -cytidine. Novel bicyclic nucleosides having a fixed C3, -endo sugar puckering

Satoshi Obika, Daishu Nanbu, Yoshiyuki Hari et al. · Tetrahedron Letters · 1997 · 601 citations

, , +13