Studies on base-boronated oligonucleotides. 2 (1). Incompatibility of DMT and cyanoborane groups during oligonucleotide synthesis

Bioconjugate Chemistry

Volumn 8, Issue 6, 1997, Pages 813-818

  Hasan, Ahmad ^a,b   Tomasz, Jeno ^a,c   Shaw, Barbara Ramsay ^a  

^a DUKE UNIVERSITY   (United States)

^b Peninsula Laboratories   (United States)

^c NONE   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

OLIGONUCLEOTIDES;

BIOCHEMICAL PROPERTIES; BIOPHYSICAL PROPERTIES; C-C BONDS; CONDITION; CYANOBORANES; DEBORONATION; GUANOSINES; ISOELECTRONICS; NATURALLY OCCURRING; OLIGONUCLEOTIDE SYNTHESIS;

HYDROGEN BONDS;

EID: 0031282177     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9701205     Document Type: Article

References (22)

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3. Kasai, H., Ohashi, S., Harada, F., Nishimura, S., Oppenheimer, N. J., Crain, P. F., Liehr, J. G., von Minden, D. L., and McCloskey, J. A. (1975) Structure of the modified nucleoside Q isolated from E. coli transfer ribonucleic acid. 7-(4,5-cis-dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanosine. Biochemistry 14, 4197-4208.
4. Hall, I. H., Hall, E. S., Chi, L. K., Shaw, B. R., Sood, A., and Spielvogel, B. F. (1992) Antineoplastic activity of boron containing thymidine nucleosides in Tmolt 3 leukemic cells. Anticancer Res. 12, 1091-1098.
5. Sood, A., Spielvogel, B. F., Shaw, B. R., Carlton, L. D., Burnham, B. S., and Hall, I. H. (1992) The synthesis and antineoplastic activity of 2′-deoxynucleoside cyanoboranes in murine and human culture cells. Anticancer Res. 12, 335-344.
6. 7-cyanoborane derivatives. Pharmazie 47, 833-838.
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8. Huang, F. (1994) Synthesis and properties of boron-containing nucleic acids. Ph.D. Thesis, Duke University. Huang, F., and Shaw, B. R. (to be published).
9. Spielvogel, B. F., Sood, A., Powell, W., Tomasz, J., Porter, K., and Shaw, B. R. (1993) Chemical and enzymatic incorporation of boron into DNA. In Advances in Neutron Capture Therapy (A. H. Soloway et al., Eds.) pp 389-393, Plenum Press, New York.
10. Porter, K. W., Tomasz, J., Huang, F., Sood, A., and Shaw, B. R. (1995) Cyanoborane-2′-deoxyguanosine 5′-triphosphate is a good substrate for DNA polymerase. Biochemistry 34, 11963-11969.
11. Unpublished results.
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21. Studies in our laboratory have proved that transient protection of hydroxyl functionalities during cyanoboration of nucleosides is unnecessary [Tomasz, J., and Shaw, B. R. (manuscript in preparation)].
22. Tomasz, J., and Shaw, B. R. Unpublished results.