Synthesis of 125I-labeled oligonucleotides from tributylstannylbenzamide conjugates

Bioconjugate Chemistry

Volumn 8, Issue 2, 1997, Pages 238-243

  Reed, Michael W ^a   Panyutin, Igor G ^b   Hamlin, Don ^c   Lucas, Deborah D ^a   Wilbur, D Scott ^c  

^a Nanogen Inc USA   (United States)

^b NATIONAL INSTITUTES OF HEALTH   (United States)

^c UNIVERSITY OF WASHINGTON SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMATOGRAPHY; OLIGONUCLEOTIDES;

CHLORAMINE-T; DNA STRANDS; DNA TARGETS; HYBRIDISATION; OLIGODEOXYNUCLEOTIDES; PROPERTY; REACTION CONDITIONS; REVERSED PHASE CHROMATOGRAPHY; SPECIFIC CLEAVAGES; THERMAL DENATURATIONS;

SODIUM IODIDE;

BENZAMIDE DERIVATIVE; DNA FRAGMENT; OLIGODEOXYRIBONUCLEOTIDE; ORGANOTIN COMPOUND; RADIOACTIVE IODINE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULAR WEIGHT; NUCLEOTIDE SEQUENCE; OLIGONUCLEOTIDE PROBE; POLYACRYLAMIDE GEL ELECTROPHORESIS; SYNTHESIS;

BASE SEQUENCE; BENZAMIDES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA FRAGMENTATION; ELECTROPHORESIS, POLYACRYLAMIDE GEL; IODINE RADIOISOTOPES; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; OLIGODEOXYRIBONUCLEOTIDES; OLIGONUCLEOTIDE PROBES; TRIALKYLTIN COMPOUNDS;

EID: 0030611280     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc970016n     Document Type: Article

References (19)

1. Martin, R. F., and Haseltine, W. A. (1981) Range of radiochemical damage to DNA with decay of iodine-125. Science 213, 896.
2. 125I. Radiat. Res. 87, 10.
3. 125I labeled oligonucleotides. Nucleic Acids Res. 22, 4979.
4. 125I-iododeoxyuridine as prototype for radionuclide therapy with Auger emitters. Nature 265, 620.
5. Kassis, A. I., Adelstein, J., and Bloomer, W. D. (1987) Therapeutic Implications of Auger-Emitting Radionuclides. Radionuclides in Therapy (R. P. Spencer et al., Eds.) pp 120-134, CRC Press, Boca Raton, FL.
6. 125I]iodo-2′-deoxyuridine. Radiat. Res. 118, 532.
7. DeSombre, E. R., Shafii, B., Hanson, R. N., Kuivanen, P. C., and Hughes, A. (1992) Estrogen receptor-directed radiotoxicity with Auger electrons: specificity and mean lethal dose. Cancer Res. 52, 5752.
8. Makrigiorgos, G. M., Berman, R. M., Baranowska-Kortylewicz, J., Bump, E., Humm, J. L., Adelstein, S. J., and Kassis, A. I. (1992) DNA damage produced in V79 cells by DNA-incorporated Iodine-123: a comparison with iodine-125. Radiat. Res. 129, 309.
9. Coenen, H. H., Moerlein, S. M., and Stocklin, G. (1983) No-carrier-added radiohalogenation methods with heavy halogens. Radiochim. Acta 34, 47.
10. Gamper, H. B., Reed, M. W., Cox, T., Virosco, J. S., Adams, A. D., Gall, A. A., Scholler, J. K., and Meyer, R. B. (1993) Facile preparation of nuclease resistant 3′-modified oligodeoxynucleotides. Nucleic Acids Res. 21, 145.
11. Reed, M. W., Adams, A. D., Nelson, J. S., and Meyer, R. B., Jr. (1991) Acridine and cholesterol derivatized solid supports for improved synthesis of 3′-modified oligonucleotides. Bioconjugate Chem. 2, 217.
12. Cantor, C. R., Warshaw, M. M., and Shapiro, H. (1970) Oligonuclotide interactions. III. Circular dichroism studies of the conformation of deoxyoligonucleotides. Biopolymers 9, 1059.
13. Wilbur, D. S., Hadley, S. W., Hylarides, M. D., Abrams, P. G., Beaumier, P. L., Morgan, A. C., Reno, J., and Fritzberg, A. R. (1989) Development of a stable radioiodinating reagent to label monoclonal antibodies for radiotherapy of cancer. J. Nucl. Med. 30, 216.
14. Commerford, S. L. (1971) Iodination of nucleic acids in vitro. Biochemistry 10, 1993.
15. 125I]iododeoxyuridine into DNA. Appl. Radia. Isot. 43, 923.
16. Dattagupta, N., and Knowles, W. EP 0198207.
17. Dewanjee, M. K., Ghafouripour, A. K., Werner, R. K., Serafini, A. N., and Sfakianakis, G. N. (1991) Development of sensitive radioiodinated anti-sense oligonucleotide probes by conjugation technique. Bioconjugate Chem. 2, 195.
18. Fontanel, M. L., Bazin, H., Roget, A., and Téoule, R. (1993) Synthesis and use of 4-hydroxyphenyl derivatized phosphoramidites in the selective radioiodination of oligonucleotide probes. J. Labelled Compd. Radiopharm. 33, 717.
19. Wilbur, D. S. (1992) Radiohalogenation of proteins: an overview of radionuclides, labeling methods, and reagents for conjugate labeling. Bioconjugate Chem. 3, 433.