Separation of mono-, di-, and triphosphate nucleotides by cytosine substituted, silica-bound sapphyrin solid supports

Supramolecular Chemistry

Volumn 8, Issue 1, 1996, Pages 45-52

  Sessler, Jonathan L ^a   Genge, John W ^a   Král, Vladimir ^a   Iverson, Brent L ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0030311336     PISSN: 10610278     EISSN: None     Source Type: Journal    
DOI: 10.1080/10610279608233967     Document Type: Article

References (46)

1. The Biochemistry of the Nucleic Acids, 10th ed., Adams, R. L. P.; Knowler, J. T.; Leader, D. P., Eds. Chapman and Hall: New York, 1986.
2. Biochemistry, Voet, J., Voet, D., John Wiley and Sons: New York, 1990.
3. Ion Chromatography, 2nd ed., Weiss, J., Ed., VCH: New York, 1995.
4. a) Ion Chromatography Applications, Smith, R. E., Ed., CRC Press, Boca Raton, 1988.
5. b) Egly, J. M.; Ochoa, J. L.; Rochette-Egly, C.; Kempf, J. Protides of Biological Fluids 27th Colloquium, 1979, Peteers, H., Ed., Pergamon Press, NY, 1979.
6. c) Edwardson, P. A. D.; Lowe, C. R.; Atkinson, T. J. Chromatogr. 1982, 248, 271-279.
7. d) Egly, J. M.; Porath, J.; J. Chromatogr. 1979, 368, 35-47.
8. a) Sogah, G. D. Y; Cram, D. J. J. Am Chem. Soc. 1976, 98, 3038-3041.
9. a) Ziníc, M.; Frkanec, L.; Skaríc, V.; Trafton, J.; Gokel, G. J. Chem. Soc., Chem. Commun. 1990, 1726-1727.
10. b) Galán, A.; Andreu, D.; Echavarren, A. M.; Prados, P.; de Mendoza, J. J. Am. Chem. Soc. 1992, 114, 1511-1512.
11. c) Takagi, M; Nakamura, H. J. Coord. Chem. 1986, 15, 53-82.
12. d) Izatt, R. M.; Bruening, R. L.; Tarbet, B. J.; Griffin, D. L.; Bruening, M. L.; Krakowiak, K. E.; Bradshaw, J. S. Pure Appl Chem. 1990, 62, 1115-1118.
13. e) Konisi, M; Okuno, K.; Hashimoto, H. Chromatographia 1994, 38, 381-385.
14. a) Kibbey, C. E.; Meyerhoff, M. E. Anal Chem. 1993, 65, 2189-2196.
15. b) Kliza, D. M.; Meyerhoff, M. E. Electroanalysis 1992, 4, 841-849
16. a) Bauer, V. J.; Clive, D. L. J.; Dolphin, D.; Paine, J. B., III; Harris, F. L.; King, M. M.; Loder,J.; Wang, S. W. C.; Woodward, R. B. J. Am. Chem. Soc. 1983, 105, 6429-6436 and references therein,
17. b) Broadhurst, M. J.; Grigg, R. J. Chem. Soc. Perkins I 1972, 1124-1135.
18. c) Sessler, J. L.; Cyr, M. J.; Burrell, A. K. Synlett 1991, 127-134.
19. a) Shionoya, M.; Furuta, H.; Lynch, V.; Harriman, A.; Sessler, J. L. J. Am. Chem. Soc. 1992, 224, 5714-5722.
20. b) Sessler, J. L.; Cyr, M.; Lynch, V. McGhee, E.; Ibers, J. A. J. Am. Chem. Soc. 1990, 112, 2810-2813.
21. c) Iverson, B. L.; Shreder, K.; Král, V; Sessler, J. L. J. Am. Chem. Soc. 1993, 115, 11022-11023.
22. d) Iverson, B. L.; Shreder, K.; Král, V.; Sansom, P.; Lynch, V.; Sessler, J. L. J. Am. Chem. Soc. 1996, 118, 1608-1616.
23. e) Král, V; Furuta, H.; Shreder, K.; lynch, V; Sessler, J. L. J. Am. Chem. Soc. 1996, 118, 1595-1607.
24. f) Iverso, B. L.; Shreder, K.; Král, V; Smith, D. A.; Smith, J.; Sessler, J. L. Pure & Appl. Chem. 1994, 66, 845-850.
25. Iverson, B. L.; Thomas, R. E.; Král, V; Sessler, J. L. J. Am. Chem. Soc. 1994, 116, 2663-2664.
26. a) Sessler, J. L.; Wang, B.; Harriman, A. J. Am. Chem. Soc. 1995, 217, 704-714.
27. b) Herman, A.; Izraeli, E. S.; Levanon, H.; Wang, B.; Sessler, J. L. J. Am. Chem. Soc. 1995, 117, 8252-8257.
28. c) Harriman, A.; Kubo, Y.; Sessler, J. L. J. Am. Chem. Soc. 1992, 114, 388-390.
29. d) Sessler , J. L.; Magda, D. ; Furuta, H. J. Org. Chem. 1992, 57, 818-826,
30. e) tohda, K.; Tange, M.; Odashima, K.; Umezawa, Y.; Furuta, H.; Sessler, J. L. Anal. Chem. 1992, 64, 960-964.
31. f) Sessler, J. L.; Wang, B.; Harriman, A. J. Am. Chem. Soc. 1993, 115, 10418-10419.
32. a) Král, V.; Sessler, J. L. Tetrahedron 1995, 52, 539-554.
33. b) Sessler, J. L.; Furuta, H.; Král, V. Supramolec. Chem. 1993, 1, 209-220.
34. c) Král, V.; Sessler, J. L.: Furuta, H. J. Am. Chem. Soc. 1992, 114, 8704-8705.
35. Kotera, M.; Lehn, J.-M.; Vigneron, J.-P. J. Chem. Soc., Chem. Commun. 1994, 197-199.
36. a) Hamilton, A. D.; Van Engen, D. J. Am. Chem. Soc. 1987, 109, 5035-5038.
37. b) Chang, S.-K.;
38. c) Van Engen, D.; Hamilton, A. D. J. Am. Chem. Soc. 1991, 113, 7640-7645.
39. a) Feisbush, B.; Figuero, A.; Charles, r.; Onan, K. d.; Feisbush, P.; Karger, B. L. J. Am. Chem. Soc. 1986, 108, 3310-3318.
40. b) Feisbush, B.; Saha, M.; Onan, K. D.; Karger, B.; Giese, R. J. Am. Chem. Soc. 1987, 109, 7531-7535.
41. c) Goodman, M. S.; Rose, S. d. J. Am. Chem. Soc. 1991, 113, 9380-9382.
42. d) Park, T. K.; Schoeder, J.; Rebek, J. Jr. J. Am. Chem. Soc. 1991, 113, 5125-5127.
43. All columns commericially packed by Alltech Associates Inc. (Deerfield, II) The procedure is as follows; The cytosine-sapphyrin substituted silica gel (1-1.5 g) was slurried in 50% acetonitril/50% water (v/v). The slurry was then sonicated and transferred to a chromatography column packing system and packed into a 3.1 mm i.d. × 100 mm stainless steel HPLC column. After eluting the slurry-generating solvent, the column was removed from the packing device and the end fittings attached.
44. This broadening is also apparent in the broadened nature of the GTP peak (see Figures 1 and 5) in comparison to that of GMP and GDP.
45. Sessler, J. L.; Cyr, M. J.; Cyr, M. J.; Lynch, V. J. Am. Chem. Soc. 1990, 112, 2810-2813.
46. Protective Groups in Organic Synthesis, 2nd Ed. Greene, T. W; Wuts, P. G. M. Eds., John Wiley and Sons: New York, 1991.