Nucleotide carrier mixture with transport selectivity for ribonucleoside-5'-phosphates

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6303-6306

  Riggs, Jennifer A ^a   Hossler, Kathleen A ^a   Smith, Bradley D ^a   Karpa, Michael J ^b   Griffin, Greg ^b   Duggan, Peter J ^b  

^a UNIVERSITY OF NOTRE DAME   (United States)

^b JAMES COOK UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE DIPHOSPHATE; ADENOSINE PHOSPHATE; ADENOSINE TRIPHOSPHATE; DEOXYADENOSINE PHOSPHATE; DEOXYGUANOSINE PHOSPHATE; DEOXYURIDINE PHOSPHATE; DRUG CARRIER; GUANOSINE PHOSPHATE; URIDINE PHOSPHATE;

ARTICLE; IN VITRO STUDY; MEMBRANE TRANSPORT; PH;

EID: 0030603049     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01385-8     Document Type: Article

References (19)

1. 1. Powell, S. J.; Medd, S. M.; Runswick, M. J.; Walker, J. E. Biochemistry 1989, 28, 866-873.
2. 2. (a) Král, V.; Sessler, J. L. Tetrahedron 1995, 51, 539-554.
3. (b) Král, V.; Andrievsky, A.; Sessler, J. L. Chem. Commun. 1995, 2349-2351.
4. (c) Sessler, J. L.; Furuta, H.; Král, V. Supramol Chem. 1993, 1, 209-220, and references cited therein.
5. (d) Furuta, H.; Cyr, M. J.; Sessler, J. L. J. Am. Chem. Soc. 1991, 113, 6677-6678.
6. 3. Andreu, C.; Galán, A.; Kobiro, K.; de Mendoza, J.; Park, T. K.; Rebek, J.; Salmerón, A.; Usman, N. J. Am. Chem. Soc. 1994, 116, 5501-5502.
7. 4. (a) Li, T.; Krasne, S. J.; Persson, B.; Kaback, H. R.; Diederich, F. J. Org. Chem. 1993, 58, 380-384.
8. (b) Li, T.; Diederich, F. J. Org. Chem. 1992, 57, 3449-3454.
9. 5. Tabushi, I.; Kobuke, Y.; Imuta, J. J. Am.Chem. Soc. 1981, 103, 6152-6157.
10. 6. Yasuhisa, K.; Hatekayama, H.; Seshimo, H.; Ogoshi, H. Supramol. Chem. 1994, 3, 267-271.
11. 4 As the bis(iodide) salt, 1 is much easier to work with. It absorbs at 218 nm which complicates organic extraction experiments, but we encountered no problems using it in membrane transport studies.
12. 8. Morin, G. T.; Paugam, M. -F.; Hughes, M. P.; Smith, B. D. J. Org. Chem. 1994, 59, 2724-2728.
13. 9. (a) Shinbo,T.; Nishimura, K.; Yamaguchi, T.; Sugiura, M. Chem. Commun. 1986, 349.
14. (b) Grotjohn, B. F.; Czarnik, A. W. Tetrahedron Lett. 1989, 30, 2325-2328.
15. (c) Mohler, L. K.; Czarnik, A. W. J. Am. Chem. Soc. 1993, 115, 2998-2999.
16. 10. (a) Smith, B. D. Supramol. Chem. 1996, 7, 55-60 and references cited therein,
17. (b) Smith B. D. In Chemical Separations with Liquid Membranes, Bartsch, R. A., Way, J. D., Eds.; ACS Symposium Series, ACS: Washington, 1996.
18. 11. Westmark, P. R.; Smith, B. D. J. Pharm. Sci. 1996, 75, 266-269.
19. 12. The aqueous source and receiving phases (3.5 mL, 100 mM potassium phosphate, pH 7.3) were carefully placed on top of a solution of carriers(s) in chloroform (1 mM, 7 mL) located at the bottom of a U tube apparatus (1.2 cm internal diameter, 10 cm high, 2.5 cm between each arm) which was equipped with a stir bar and a magnetic stirrer (stirring rate 475 rpm).