An efficient reagent for 5′-azido oligonucleotide synthesis

Tetrahedron Letters

Volumn 48, Issue 50, 2007, Pages 8795-8798

  Lietard, Jory ^a   Meyer, Albert ^a   Vasseur, Jean Jacques ^a   Morvan, François ^a  

^a UNIV MONTPELLIER   (France)

Author keywords

1,3 Dipolar cycloaddition; Azidation; Click chemistry; Staudinger ligation

Indexed keywords

5' AZIDO OLIGONUCLEOTIDE; BROMOHEXYL PHOSPHORAMIDITE; OLIGONUCLEOTIDE; PHOSPHORAMIDOUS ACID; REAGENT; SODIUM AZIDE; SODIUM IODIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOTECHNOLOGY; CHEMICAL REACTION KINETICS; CONJUGATION; CYCLOADDITION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NUCLEOTIDE METABOLISM; NUCLEOTIDE SEQUENCE; REACTION ANALYSIS; STAUDINGER LIGATION;

EID: 36049013740     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.10.081     Document Type: Article

References (20)

1. Beaucage S.L., and Iyer R.P. Tetrahedron 49 (1993) 1925-1963
2. Virta P., Katajisto J., Niittymaki T., and Lonnberg H. Tetrahedron 59 (2003) 5137-5174
3. Defrancq E., Hoang A., Vinet F., and Dumy P. Bioorg. Med. Chem. Lett. 13 (2003) 2683-2686
4. Kolb H.C., Finn M.G., and Sharpless K.B. Angew. Chem., Int. Ed. 40 (2001) 2004-2021
5. Tornoe C.W., Christensen C., and Meldal M. J. Org. Chem. 67 (2002) 3057-3064
6. Rostovtsev V.V., Green L.G., Fokin V.V., and Sharpless K.B. Angew. Chem., Int. Ed. 41 (2002) 2596-2599
7. Binder W.H., and Sachsenhofer R. Macromol. Rapid Commun. 28 (2007) 15-54
8. Bock V.D., Hiemstra H., and van Maarseveen J.H. Eur. J. Org. Chem. 2006 (2006) 51-68
9. Dedola S., Nepogodiev S.A., and Field R.A. Org. Biomol. Chem. 5 (2007) 1006-1017
10. Wu P., and Fokin V.V. Aldrichim. Acta 40 (2007) 7-17
11. Wang C.C.Y., Seo T.S., Li Z.M., Ruparel H., and Ju J.Y. Bioconjugate Chem. 14 (2003) 697-701
12. Brase S., Gil C., Knepper K., and Zimmermann V. Angew. Chem., Int. Ed. 44 (2005) 5188-5240
13. Seo T.S., Li Z.M., Ruparel H., and Ju J.Y. J. Org. Chem. 68 (2003) 609-612
14. Kumar R., El-Sagheer A., Tumpane J., Lincoln P., Wilhelmsson L.M., and Brown T. J. Am. Chem. Soc. 129 (2007) 6859-6864
15. Verheyden J.P.H., and Moffatt J.G. J. Org. Chem. 35 (1970) 2319-2326
16. Miller G.P., and Kool E.T. J. Org. Chem. 69 (2004) 2404-2410
17. 2).
18. Meyer A., Spinelli N., Imbach J.L., and Vasseur J.J. Rapid Commun. Mass Spectrom. 14 (2000) 234-242
19. Guerlavais T., Meyer A., Debart F., Imbach J.L., Morvan F., and Vasseur J.J. Anal. Bioanal. Chem. 374 (2002) 57-63
20. 2 and flushed with nitrogen for drying.