Divergent solid-phase synthesis of nucleic acid dendrimers

Tetrahedron Letters

Volumn 39, Issue 11, 1998, Pages 1299-1302

  Hudson, Robert H E ^b,c   Robidoux, Sébastien ^a   Damha, Masad J ^a  

^a MCGILL UNIVERSITY   (Canada)

^b UNIVERSITY OF TORONTO   (Canada)

^c UNIVERSITY OF WESTERN ONTARIO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

DENDRIMER; NUCLEIC ACID;

ARTICLE; SYNTHESIS;

EID: 0032510428     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10871-1     Document Type: Article

References (22)

1. 1. Tomalia, D.A. Aldrichim.Acta 1993, 26, 91.
2. 2. Newkome, G. R.; Moorefield, C.N.; Baker, G. R. Aldrichim.Acta 1992, 25, 31.
3. 3. Fréchet, J.M. Science 1994, 263, 1710.
4. 4. Denkewalter, R.G.; Kolc, J.; Lukasavage, W.J. 1979, U.S. Patent4,410,688.
5. 5. Rao, C.; Tam, J.P. J. Am. Chem. Soc. 1994, 116, 6975.
6. 6. Urdea, M.; Horn, T.; Fultz, T.; Anderson, M.; Running, J., Hamren, S.; Ahle, D.; Chang, C.-A. Nucleic Acids Res. Symp. Ser. 1991, 24, 197; Urdea, M.; Horn, T. Nucleic Acids Res. 1989, 17, 6959.
7. 6. Urdea, M.; Horn, T.; Fultz, T.; Anderson, M.; Running, J., Hamren, S.; Ahle, D.; Chang, C.-A. Nucleic Acids Res. Symp. Ser. 1991, 24, 197; Urdea, M.; Horn, T. Nucleic Acids Res. 1989, 17, 6959.
8. 7. Urdea, M.S.Bio/Technology 1994, 12, 926.
9. 8. Damha, M.J.; Zabarylo, S.V. Tetrahedron Lett. 1989, 30, 6295; Damha, M.J.; Ganeshan, K.; Hudson, R.H.E.; Zabarylo, S.V. Nucleic Acids Res. 1992, 20, 6565.
10. 8. Damha, M.J.; Zabarylo, S.V. Tetrahedron Lett. 1989, 30, 6295; Damha, M.J.; Ganeshan, K.; Hudson, R.H.E.; Zabarylo, S.V. Nucleic Acids Res. 1992, 20, 6565.
11. 9. Hudson, R.H.E.; Damha, M.J. J. Am. Chem. Soc. 1993, 115, 2119.
12. 10. Hudson, R.H.E., Ganeshan, K.; Damha, M.J. in Carbohydrate Modifications in Antisense Research; (Sanghvi, Y.S., Cook, P.D., eds); ACS Symposium Series; American Chemical Society, Washington, D.C. 1994, vol 580, pp. 133.
13. 11. Sharp, P. Angew. Chem. Int. Ed. Engl. 1994, 33, 1229.
14. 12. Nam, K; Hudson, R.H.E.; Chapman, K.B.; Ganeshan, K.; Damha, M.J.; Boeke, J.D. J. Biol.Chem. 1994, 269, 20613-20621.
15. 13. Hudson, R.H.E.; Uddin, A.; Damha, M.J. J. Am. Chem. Soc. 1995, 117, 12470.
16. 14. Robidoux, S.; Klinck, R.; Gehring, K.; Damha, M.J. J. Biomol. Str. & Dyn., in press.
17. 15. Preliminary account of this work was presented by the authors at the 76th Canadian Society of Chemistry Conference and Exhibition, Sherbrooke, Que, June, 1993; and 5NACC Cancun, Mexico, Nov., 1997.
18. 16. Preliminary account of this work was presented by the authors at the 76th Canadian Society of Chemistry Conference and Exhibition, Sherbrooke, Que, June, 1993; and 5NACC Cancun, Mexico, Nov., 1997.
19. 17. Sproat et al. have independently developed a divergent approach for the synthesis of singly branched RNA structures using 2′,3′-bis(pixyl or levulinyl) branching monomers: Sproat, B.S.; Beijer, B.; Grøtli, M.; Ryder, V.; Morand, K.L. J. Chem.Soc. Perkin Trans. 1 1994, 419.
20. 18. S. Boisvert, Ph.D. Thesis (K.K. Ogilvie, supervisor), McGill University, 1986.
21. 19. Dendrons were cleaved and deprotected by treatment with 29% ammonia/ethanol (3:1, v/v), r.t. 1-2 days.
22. 20. Krotz, A.H.; Klopchin, P.G.; Walker, K.L.; Srivatsa, G.S.; Cole, D.L.; Ravikumar, V.T. Tetrahedron Lett. 1997, 38, 3875.