Communicating chemical congregation: A molecular AND logic gate with three chemical inputs as a "lab-on-a-molecule" prototype

Journal of the American Chemical Society

Volumn 128, Issue 15, 2006, Pages 4950-4951

  Magri, David C ^a   Brown, Gareth J ^a   McClean, Gareth D ^a   Prasanna De Silva, A ^a  

^a QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZO 15 CROWN 5 ETHER; CROWN ETHER DERIVATIVE; PROTON; RECEPTOR; SODIUM ION; UNCLASSIFIED DRUG; ZINC ION;

ARTICLE; CHEMICAL STRUCTURE; DEVICE; ELECTRON TRANSPORT; FLUORESCENCE; LIGHT; PH; PKA; STRUCTURE ANALYSIS;

EID: 33646129929     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja058295+     Document Type: Article

References (48)

1. Abbott, E. A. Flatland: A Romance of Many Dimensions; Blackwell: Oxford, 1950.
2. Millman, J.; Grabel, A. Microelectronics; McGraw-Hill: London, 1988.
3. The New Dictionary of Cultural Literacy, 3rd ed.; Hirsch, E. D., Kett, J. F., Trefil, J., Eds.; Houghton Mifflin: Boston, 2002.
4. Examples of AND logic gates with two chemical species: (a) de Silva, A. P.; Gunaratne, H. Q. N.; McCoy, C. P. Nature 1993, 364, 42-44.
5. (b) de Silva, A. P.; Gunaratne, H. Q. N.; McCoy, C. P. J. Am. Chem. Soc. 1997, 119, 7891-7892.
6. (c) Wang, H. M.; Zhang, D. Q.; Guo, X. F.; Zhu, L. Y.; Shuai, Z. G.; Zhu, D. B. Chem. Commun. 2004, 670-671.
7. (d) Koskela, S. J. M.; Fyles, T. M.; James, T. D. Chem. Commun. 2004, 945-946.
8. (e) Bag, B.; Bharadwaj, P. K. Chem. Commun. 2005, 513-514.
9. (f) Lankshear, M. D.; Cowley, A. R.; Beer, P. D. Chem. Commun. 2006, 612-614.
10. An AND gate with two chemical species and a light input which addresses different issues: Guo, X. F.; Zhang, D. Q.; Zhu, D. B. Adv. Mater. 2004, 16, 125-127.
11. (a) de Silva, A. P.; McClenaghan, N. D.; McCoy, C. P. In Electron Transfer in Chemistry; Balzani, V., Ed.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 5, pp 156-185.
12. (b) de Silva, A. P.; McClenaghan, N. D.; McCoy, C. P. In Molecular Switches; Feringa, B. L., Ed.; Wiley-VCH: Weinheim, Germany, 2001; pp 339-361.
13. (c) Raymo, F. M. Adv. Mater. 2002, 14, 401-414.
14. (d) Stojanovic, M. N.; Stefanovic, D. Nat. Biotechnol. 2003, 21, 1069-1074.
15. (e) de Silva, A. P.; McClenaghan, N. D. Chem-Eur. J. 2004, 10, 574-586.
16. (f) Uchiyama, S.; Kawai, N.; de Silva, A. P.; Iwai, K. J. Am. Chem. Soc. 2004, 126, 3032-3033.
17. (g) Margulies, D.; Melman, G.; Felder, C. E.; Arad-Yellin, R.; Shanzer, A. J. Am. Chem. Soc. 2004, 126, 15400-15401.
18. (h) Uchiyama, S.; McClean, G. D.; Iwai, K.; de Silva, A. P. J. Am. Chem. Soc. 2005, 127, 8920-8921.
19. (i) Margulies, D.; Melman, G.; Shanzer, A. Nat. Mater. 2005, 4, 768-771.
20. Excellent fluorescent systems responding to single chemical species used in medical diagnostics: (a) He, H.; Mortellaro, M. A.; Leiner, M. J. P.; Young, S. T.; Fraatz, R. J.; Tusa, J. K. Anal. Chem. 2003, 75, 549-555.
21. (b) He, H.; Mortellaro, M.; Leiner, M. J. P.; Fraatz, R. J.; Tusa, J. J. Am. Chem. Soc. 2003, 125, 1468-1469.
22. (c) Tusa, J. K.; He, H. J. Mater. Chem. 2005, 15, 2640-2647.
23. Nicoll, D.; McPhee, S. J.; Pignone, M. Diagnostic Tests, 4th ed.; Lange Medical Books/McGraw-Hill: London, 2004.
24. (a) Tsien, R. Y. Am. J. Physiol. 1992, 263, C723-C728.
25. (b) Farinas, J.; Verkman, A. S. J. Biol. Chem. 1999, 274, 7603-7606.
26. (a) Sauvage, J.-P. Acc. Chem. Res. 1998, 31, 611-619.
27. (b) Fabbrizzi, L.; Lichelli, M.; Pallavicini, P. Acc. Chem. Res. 1999, 32, 846-853.
28. (c) Amendola, V.; Fabbrizzi, L.; Mangano, C.; Pallavicini, P. Acc. Chem. Res. 2001, 34, 488-493.
29. (d) Wiskur, S. L.; Al-Haddou, H.; Lavigne, J. J.; Anslyn, E. V. Acc. Chem. Res. 2001, 34, 963-972.
30. (e) Balzani, V.; Venturi, M.; Credi, A. Molecular Devices and Machines; Wiley-VCH: Weinheim, Germany, 2003.
31. (f) Badjié, J. D.; Balzani, V.; Credi, A.; Silvi, S.; Stoddart, J. F. Science 2004, 303, 1845-1849.
32. (g) Hernández, J. V.; Kay, E. R.; Leigh, D. A. Science 2004, 306, 1532-1537.
33. de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566.
34. (a) Gunnlaugsson, T.; Lee, T. C.; Parkesh, R. Org. Biomol. Chem. 2003, 1, 3265-3267.
35. (b) Gunnlaugsson, T.; Lee, T. C.; Parkesh, R. Org. Lett. 2003, 5, 4065-4068.
36. (c) Gunnlaugsson, T.; Lee, T. C.; Parkesh, R. Tetrahedron 2004, 60, 11239-11249.
37. (a) Woodroofe, C. C.; Lippard, S. J. J. Am. Chem. Soc. 2003, 125, 11458-11459.
38. (b) Bhattacharya, S.; Gulyani, A. Chem. Commun. 2003, 1158-1159.
39. (c) Chang, C. J.; Nolan, E. M.; Jaworski, J.; Burdette, S. C.; Sheng, M.; Lippard, S. Chem. Biol. 2004, 11, 203-210.
40. (d) Lim, N. C.; Bruckner, C. Chem. Commun. 2004, 1094-1095.
41. de Silva, S. A.; Amorelli, B.; Isidor, D. C.; Loo, K. C.; Crooker, K. E.; Pena, Y. E. Chem. Commun. 2002, 1360-1361.
42. Bissell, R. A.; Calle, E.; de Silva, A. P.; de Silva, S. A.; Gunaratne, H. Q. N.; Habib-Jiwan, J.-L.; Peiris, S. L. A.; Rupasinghe, R. A. D. D.; Samarasinghe, T. K. S. D.; Sandanayake, K. R. A. S.; Soumillion, J.-P. J. Chem Soc., Perkin Trans. 2 1992, 1559-1564.
43. a of 7.8 for a related compound.
44. + in water as 0.4.
45. 2+ in water at pH 7.4 as 3.9.
46. (a) Smith, R. M.; Martell, A. E. Critical Stability Constants; Plenum: New York, 1974-1982.
47. (b) Izatt, R. M.; Bradshaw, J. S.; Nielsen, S. A.; Lamb, J. D.; Christensen, J. J. Chem. Rev. 1985, 85, 271-339.
48. de Silva, A. P.; Dixon, I. M.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Maxwell, P. R. S.; Rice, T. E. J. Am. Chem. Soc. 1999, 121, 1393-1394.