Site specific labelling of sugar residues in oligoribonucleotides: Reactions of aliphatic isocyanates with 2' amino groups

Nucleic Acids Research

Volumn 24, Issue 16, 1996, Pages 3129-3133

  Snorri, Th Sigurdsson ^a   Eckstein, Fritz ^a  

^a MAX PLANCK INSTITUTE OF EXPERIMENTAL MEDICINE   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DISULFIDE; ISOCYANIC ACID DERIVATIVE; NUCLEIC ACID; OLIGORIBONUCLEOTIDE; SUGAR; THIOL;

ARTICLE; CHEMICAL MODIFICATION; CONTROLLED STUDY; DNA DENATURATION; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; REPORTER GENE; TEMPERATURE;

AMINES; AMINO ACID SEQUENCE; ISOCYANATES; MOLECULAR SEQUENCE DATA; OLIGORIBONUCLEOTIDES; RIBOSE;

EID: 9444233864     PISSN: 03051048     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (34)

1. Goodchild,J. (1990) Bioconjugate Chem., 1, 165-187.
2. Uhlmann,E. and Peyman,A. (1990) Chem. Rev., 90, 543-584.
3. Manoharan,M. (1993) In Crooke,S.T. and Lebleu,B. (eds), Antisense Research and Applications. CRC Press, Boca Raton, FL, pp. 303-349.
4. MacMillan,A.M. and Verdine,G.L. (1990) J. Org. Chem., 55, 5931-5933.
5. Fidanza,J.A. and McLaughlin,L.W. (1992) J. Org. Chem., 57, 2340-2346.
6. Kuznetsova,L.G., Romanova,E.A., Volkov,E.M., Tashlitsky,V.N., Oretskaya,T.S., Krynetskaya,N.F. and Shabarova,Z.A. (1993) Bioorg. Khim., 19, 455-466.
7. Aurup,H., Tuschl,T., Benseler,F., Ludwig,J. and Eckstein,F. (1994) Nucleic Acids Res., 22, 20-24.
8. MacMillan,A.M., Query,C.C., Allerson,C.R., Chen,S., Verdine,G.L. and Sharp,P.A. (1994) Genes Dev., 8, 3008-3020.
9. Fidanza,J.A., Ozaki,H. and McLaughlin,L.W. (1994) In Agrawal,S. (ed.), Protocols for Oligonucleotide Conjugates. Humana Press, Totowa, NJ, Vol. 26, pp. 121-143.
10. Allerson,C.R. and Verdine,G.L. (1995) Chem. Biol., 2, 667-675.
11. Pieken,W.A., Olsen,D.B., Benseler,F., Aurup,H. and Eckstein,F. (1991) Science, 253, 314-317.
12. Aurup,H., Williams,D.M. and Eckstein,F. (1992) Biochemistry, 31, 9636-9641.
13. Sigurdsson,S.T., Tuschl,T. and Eckstein,F. (1995) RNA, 1, 575-583.
14. Sigurdsson,S.T., Tuschl,T. and Eckstein,F. (1996) In Sarma,R.A. and Sarma,M.H. (eds), Biological Struture and Dynamics, Vol. 2. Proceedings of the Ninth Conversation, The University, Albany, NY, USA, June 20-24, 1995. Adenine Press, Albany, NY, pp. 57-60.
15. Sigurdsson,S.T., Seeger,B., Kutzke,U. and Eckstein,F. (1996) J. Org. Chem., 61, 3883-3884.
16. Paolella,G., Sproat,B. and Lamond,A.I. (1992) EMBO J., 11, 1913-1919.
17. Lamond,A.I. and Sproat,B. (1993) FEBS Lett., 325, 123-127.
18. Douglas,M.E., Beijer,B. and Sproat,B.S. (1994) Bioorg. Med. Chem. Lett., 4, 995-1000.
19. Yamana,K., Aota,R. and Nakano,H. (1995) Tetrahedron Lett., 36, 8427-8430.
20. Manoharan,M., Guinosso,C.J. and Cook,P.D. (1991) Tetrahedron Lett., 32, 7171-7174.
21. Hendrix,C., Devreese,B., Rozenski,J., Van Aerschot,A., De Bruyn,A., Van Beeumen,J. and Herdewijn,P. (1995) Nucleic Acids Res., 23, 51-57.
22. Matulic-Adamic,J., Beigelman,L., Dudycz,L.W., Gonzalez,C. and Usman,N. (1995) Bioorg. Med. Chem. Lett., 5, 2721-2724.
23. Peach,M.E. (1974) In Patai,S. (ed.), The Chemistry of the Thiol Group. John Wiley & Sons, London, UK, Part 2, pp. 721-784.
24. Fahey,R.C. and Newton,G.L. (1987) Methods Enzymol., 143, 85-96.
25. Ferentz,A.E. and Verdine,G.L. (1994) In Eckstein,F. and Lilley,D.M.J. (eds), Nucleic Acids and Molecular Biology, Springer-Verlag, Berlin, Germany, Vol. 8, pp. 14-40.
26. Goodwin,J.T. and Glick,G.D. (1994) Tetrahedron Lett., 35, 1647-1650.
27. Zuckermann,R., Corey,D. and Schultz,P. (1987) Nucleic Acids Res., 15, 5305-5321.
28. Corey,D.R. and Schultz,P.G. (1987) Science, 238, 1401-1403.
29. Eritja,R., Pons,A., Escarceller,M., Giralt,E. and Albericio,F. (1991) Tetrahedron, 47, 4113-4120.
30. Corey,D.R. (1995) J. Am. Chem. Soc., 117, 9373-9374.
31. Tuschl,T., Ng,M.M.P., Pieken,W., Benseler,F. and Eckstein,F. (1993) Biochemistry, 32, 11658-11668.
32. Ebright,Y.W., Chen,Y., Pendergrast,P.S. and Ebright,R.H. (1992) Biochemistry, 31, 10664-10670.
33. Connolly,B.A. (1991) In Eckstein,F. (ed.), Oligonucleotides and Analogues. IRL Press, New York, NY, pp. 155-183.
34. Puglisi,J.D. and Tinoco,I. (1989) Methods Enzymol., 180, 304-325.