Convenient RNA synthesis using a phosphoramidite possessing a biotinylated photocleavable group

Organic Letters

Volumn 12, Issue 17, 2010, Pages 3836-3839

  Tomaya, Kota ^a   Takahashi, Mayumi ^a   Minakawa, Noriaki ^b   Matsuda, Akira ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOPHOSPHORUS COMPOUND; PHOSPHORAMIDOUS ACID; RNA; STREPTAVIDIN; URIDINE;

ARTICLE; BIOTINYLATION; CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHOTOCHEMISTRY; RADIATION EXPOSURE; SYNTHESIS;

BIOTINYLATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; MOLECULAR STRUCTURE; ORGANOPHOSPHORUS COMPOUNDS; PHOTOCHEMICAL PROCESSES; RNA; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; STREPTAVIDIN; URIDINE;

EID: 77956224852     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol101489v     Document Type: Article

References (20)

1. Fire, A.; Xu, S.; Montgomery, M. K.; Kostas, S. A.; Driver, S. E.; Mello, C. C. Nature 1998, 391, 806-811
2. Bumcrot, D.; Manoharan, M.; Koteliansky, V.; Sah, D. W. Nat. Chem. Biol. 2006, 2, 711-719
3. Bartel, D. P. Cell 2004, 116, 281-297
4. Schwartz, M. E.; Breaker, R. R.; Asteriadis, G. T.; deBear, J. S.; Gough, G. R. Bioorg. Med. Chem. Lett. 1992, 2, 1019-1024
5. Pitsch, S.; Weiss, P. A.; Jenny, L.; Stutz, A.; Wu, X. Helv. Chem. Acta 2001, 84, 3773-3795
6. Scaringe, S. A.; Wincott, F. E.; Caruthers, M. H. J. Am. Chem. Soc. 1998, 120, 11820-11821
7. Semenyuk, A.; Foldesi, A.; Johansson, T.; Estmer-Nilsson, C.; Blomgren, P.; Brännvall, M.; Kirsebom, L. A.; Kwiatkowski, M. J. Am. Chem. Soc. 2006, 128, 12356-12357
8. Lackey, J. G.; Sabatino, D.; Damha, M. Org. Lett. 2007, 9, 789-792
9. Gielak, J.; Grajkowski, A.; Kauffman, J. S.; Duff, R. J.; Beaucage, S. L. J. Org. Chem. 2008, 73, 2774-2783
10. Ohgi, T.; Masutomi, Y.; Ishiyama, K.; Kitagawa, H.; Shiba, Y.; Yano, J. Org. Lett. 2005, 7, 3477-3480
11. Shiba, Y.; Masuda, H.; Watanabe, N.; Ego, T.; Takagaki, K.; Ishiyama, K.; Ohgi, T.; Yano, J. Nucleic Acids Res. 2007, 35, 3287-3296
12. Olejnik, J.; Krzymanska-Olejnik, E.; Rothschild, K. J. Nucleic Acids Res. 1996, 24, 361-366
13. Fang, S.; Bergstrom, D. E. Tetrahedron Lett. 2004, 45, 7987-7990
14. Höbartner, C.; Silverman, S. S. Angew. Chem., Int. Ed. 2005, 44, 7305-7309
15. Saran, D.; Burke, D. H. Bioconjugate Chem. 2007, 18, 275-279
16. Pojer, P. M.; Angyal, S. J. Tetrahedron Lett. 1976, 17, 3067-3068
17. Zhong, M.; Strobel, S. A. Org. Lett. 2006, 8, 55-58
18. Westman, E.; Strömberg, R. Nucleic Acids Res. 1994, 22, 2430-2431
19. The peaks appearing at about 3 min came from the washing buffer solution. This was confirmed by injection of this solution alone.
20. 20 6664.9 (M - H), observed mass 6666.0.