Oligonucleotides bearing cationic groups: N2-(3-aminopropyl)deoxyguanosine. Synthesis, enhanced binding properties and conjugation chemistry

Tetrahedron Letters

Volumn 37, Issue 43, 1996, Pages 7675-7678

  Manoharan, Muthiah ^a   Ramasamy, Kanda S ^a   Mohan, Venkatraman ^a   Cook, P Dan ^a  

^a ISIS PHARMACEUTICALS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTISENSE OLIGONUCLEOTIDE; DEOXYGUANOSINE DERIVATIVE; OLIGONUCLEOTIDE;

ARTICLE; DNA BINDING; DNA SYNTHESIS; DRUG STRUCTURE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE;

EID: 0030597035     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01755-8     Document Type: Article

References (18)

1. 1. Present address: Antisense Research, ICN, 3300 Hyland Ave. Costa Mesa, CA 92626.
2. 2. Crooke, S. T., Lebleu, B. Antisense Research And Applications; CRC Press: Boca Raton, FL, 1993; pp. 579.
3. 3. Monia, B., P.; Lesnik, E. A.; Gonzalez, C.; Lima, W. F.; McGee, D.; Guinosso, C. J.; Kawasaki, A. M.; Cook, P. D.; Freier, S. M. J. Biol. Chem. 1993, 268, 14514-14522.
4. 4. Crooke, S. T.; Lemonidis, K. M.; Neilson, L.; Griffey, R.; Lesnik, E. A.; Monia, B. P. Biochem. J. 1995, 312, 599-608.
5. 5. Wagner, R. W., Matteucci, M.D., Lewis, J.G., Gutierrez, A.J., Moulds, C., Froehler, B.C. Science 1993, 260, 1510-1513.
6. 6. a) Ramasamy, K.S..; Zounes, M.; Gonzalez, D.; Freier, S.M.; Lesnik, E.A.; Cummins, L.L.; Griffey, R.H.; Monia, B.P.; Cook, P.D. Tetrahedron Lett. 1994, 35, 215-218.
7. b) Cook, P.D.; Ramasamy, K. S.; Manoharan, M. U.S. Patent 5459255, 1995.
8. 7. Manoharan, M.; Tivel, K. L.; Andrade, L. K.; Cook, P. D. Tetrahedron Lett. 1995, 36, 3647-3650.
9. 8. Schmid, N.; Behr, J.-P. Tetrahedron Lett. 1995, 36, 1447-1450.
10. 9. Heeb, N. V.; Benner, S. A. Tetrahedron Lett. 1994, 35, 3045-3048.
11. 2-imidazoylpropyl group reported in ref. 6(a).
12. 11. Manoharan, M. in ref. 2; pp. 303-349.
13. 12. Other modifications at this site: a) Casale, R.; McLaughlin, L.W.; J. Am. Chem. Soc., 1990, 112, 5266-5271;
14. b) Kido, K.; Inoue, H.; Ohtsuka, E. Nucleic Acids. Res. 1992, 20, 1339-1344;
15. c) Wang, G.; Bergstrom, D. E. Tetrahedron Lett. 1993, 34, 6721-6724;
16. d) Wang, G.; Bergstrom, D. E. Tetrahedron Lett. 1993, 34, 6725-6728;
17. e) Bergstrom, D. E.; Gerry, N. P. J. Am. Chem. Soc. 1994, 116, 12067-12068;
18. f) Maier, T.; Pfleiderer, W. Nucleosides and Nucleotides 1995, 14, 961-965.