Intraduplex photocross-linking of P-azidoaniline residue and amino acid side chains linked to the complementary oligonucleotides via a new phosphorylating intermediate formed in the Mukaiyama system

Nucleosides and Nucleotides

Volumn 17, Issue 1-3, 1998, Pages 397-410

  Knorre, Dmitri G ^a   Alekseyev, Pavel V ^b   Gerassimova, Yulia V ^b   Silnikov, Vladimir N ^a   Maksakova, Galiya A ^a   Godovikova, Tatyana S ^a  

^a INSTITUTE OF CHEMICAL BIOLOGY AND FUNDAMENTAL MEDICINE   (Russian Federation)

^b NOVOSIBIRSK STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' DITHIODIPYRIDINE; 4,5 DIMETHYL 2,2' DIPYRIMIDYL DISULFIDE; AMINO ACID; ANILINE DERIVATIVE; ANTISENSE OLIGONUCLEOTIDE; DIMETHYL SULFOXIDE; N,N DIMETHYLFORMAMIDE; OLIGONUCLEOTIDE; PHOSPHINE DERIVATIVE; PYRIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

ARTICLE; CROSS LINKING; DRUG SYNTHESIS; PHOSPHORYLATION; ULTRAVIOLET IRRADIATION;

EID: 0031912184     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319808005186     Document Type: Article

References (20)

1. Knorre, D. G.; Vlassov, V. V.; Zarytova, V. F.; Lebedev, A. V.; Fedorova, O. S. Design and Targeted Reactions of Oligonucleotide Derivatives, CRC Press, Boca Raton, Ann Arbor, London, Tokyo, 1994.
2. Vladimirov, S. N.; Babkina, G. T.; Venijaminova, A. G.; Gimautdinova, O. I.; Zenkova, M. A.; Karpova, G. G. Biochimica et Biophysica Acta, 1990, 1048, 245-256.
3. Godovikova, T. S.; Grachev, M. A.; Kutyavin, I. V.; Tsarev, I. G.; Zarytova, V. F.; Zaychikov, E. F. Eur. J. Biochem., 1987, 166, 611-616.
4. Knorre, D. G.; Lavrik, O. I.; Nevinsky, G. A. Biochemie, 1988, 7, 655-661.
5. Godovikova, T. S.; Berezovskii, M. V.; Knorre, D. G. Bioorg. Khim., 1995, 21, 858-867.
6. Mukaiyama, T. Phosphorus and Sulfur, 1976, 1, 371-387.
7. Godovikova T. S., ZarytovaV. F., Maltzeva T. V., and Khalimskaya L. M. Bioorg. Khim., 1989, 15, 1246-1252.
8. Godovikova, T. S.; Zarytova, V. F.; Lebedev, A. V.; Ryte, V. K.; Samukov, V. V. Izv. Sib. Otd. Akad. Nauk SSSR. Ser. Khim., 1986, 2, 110-115.
9. Godovikova, T. S.; Knorre, V. D.; Maksakova, G. A.; Silnikov, V. N. Bioconjugate Chem., 1996, 7, 343-348.
10. Field, L.; Lawson, J. E. J. Am. Chem. Soc., 1958, 80, 838-841.
11. Nevinsky, G. A.; Lavrik, O. I.; Favorova, O. O.; Kissselev, L. L. Bioorg. Khim., 1979, 5, 352-366.
12. Gryaznov, S. M.; Gorn, V. V.; Zarytova, V. F.; Kumarev, V. P.; Levina, A. S.; Polistchuk, A. S.; Potapov, V. K.; Potemkin, G. A.; Sredin, Ju. G.; Shabarova, Z. A. Izv. Sib. Otd. Akad. Nauk SSSR, 1987, 2, 119-123.
13. Cantor, C. R.; Tinoco, I. J. Mol. Biol., 1965, 13, 65-77.
14. Hashimoto, M.; Mukaiyma, T. Tetrahedron Lett., 1971, 6, 2425-2428.
15. Knorre, D. G.; Mishenina, G. F.; Samukov, V. V.; Shubina, T.N., Dokl. Akad. Nauk SSSR, 1977, 236, 613-616.
16. Lebedev, A. V.; Rezvukhin, A. I Nucleic Acids Res., 1984, 12, 5547-5556.
17. Cramer, F.; Winter, M. Chem. Ber., 1961, 94, 989-996.
18. Kobets, N. D.; Gorozhankin, A. V.; Godovikova, T. S.; Silnikov, V. N.; Knorre, D. G. Dokl. Akad. Nauk (Russia), 1996, 349, 822-825.
19. Breslauer, K. J.; Frank, R.; Blocker, H.; Marky, L. A. Proc. Natl. Acad. Sci. USA, 1986, 83, 3746-3750.
20. Badashkeyeva, A. G.; Gall, T. S.; Efimova, E. V.; Knorre, D. G.; Lebedev, A. V.; Mysina, S. D. FEBS Lett., 1983, 155, 263-267.