Discrimination of saccharides with a fluorescent molecular imprinting sensor array based on phenylboronic acid functionalized mesoporous silica

Analytical Chemistry

Volumn 81, Issue 13, 2009, Pages 5273-5280

  Tan, Jin ^a   Wang, He Fang ^a   Yan, Xiu Ping ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALIZARIN RED; D-ARABINOSE; D-FRUCTOSE; D-GALACTOSE; D-GLUCOSE; D-RIBOSE; D-XYLOSE; FIRST PRINCIPAL COMPONENTS; FLUORESCENT DYES; FUNCTIONALIZED; IMPRINTED MATERIALS; L-RHAMNOSE; MESOPOROUS SILICA; MOLECULAR IMPRINTING; MOLECULAR IMPRINTING TECHNIQUES; ORANGE JUICE BEVERAGE; PHENYLBORONIC ACIDS; QUENCHING CONSTANT; SPECTROFLUORIMETRIC; STERN-VOLMER;

CHEMICAL SENSORS; FLUORESCENCE; FRUCTOSE; FRUIT JUICES; GLUCOSE; MATERIALS; MESOPOROUS MATERIALS; MOLECULAR MODELING; ORGANIC ACIDS; POLYMERIZATION; PRINCIPAL COMPONENT ANALYSIS; QUENCHING; SENSOR ARRAYS; SILICA; SUGAR (SUCROSE);

BIOCATALYSTS;

ALIZARIN RED S; ARABINOSE; BENZENEBORONIC ACID; CARBOHYDRATE; FLUORESCENT DYE; FRUCTOSE; GLUCOSE; INDICATOR; MANNOSE; RHAMNOSE; RIBOSE; SILICON DIOXIDE; SORBOSE; XYLOSE;

ARTICLE; CARBOHYDRATE ANALYSIS; MOLECULAR IMPRINTING; MOLECULAR SENSOR; ORANGE JUICE; POROSITY; PRINCIPAL COMPONENT ANALYSIS; SPECTROFLUOROMETRY; TITRIMETRY;

BORONIC ACIDS; FLUORESCENT DYES; FRUCTOSE; KINETICS; MOLECULAR IMPRINTING; SILICON DIOXIDE; XYLOSE;

EID: 67649908628     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac900484x     Document Type: Article

References (62)

1. Davis, A. P.; Wareham, R. S. Angew. Chem., Int. Ed. 1999, 38, 2978-2996.
2. Hurtley, S.; Service, R.; Szuromi, P. Science 2001, 291, 2337.
3. Jelinek, R.; Kolusheva, S. Chem. Rev. 2004, 104, 5987-6016.
4. Shinkai, S.; Takeuchi, M. Biosens. Bioelectron. 2004, 20, 1250-1259.
5. Jurs, P. C.; Bakken, G. A.; McClelland, H. E. Chem. Rev. 2000, 100, 2649-2678.
6. Albert, K. J.; Lewis, N. S.; Schauer, C. L.; Sotzing, G. A.; Stitzel, S. E.; Vaid, T. P.; Walt, D. R. Chem. Rev. 2000, 100, 2595-2626.
7. Lavigne, J. J.; Anslyn, E. V. Angew. Chem., Int. Ed. 2001, 40, 3118-3130.
8. Wright, A. T.; Anslyn, E. V. Chem. Soc. Rev. 2006, 35, 14-28.
9. Lee, J. W.; Lee, J.-S.; Chang, Y.-T. Angew. Chem., Int. Ed. 2006, 45, 6485-6487.
10. Lim, S. H.; Musto, C. J.; Park, E.; Zhong, W.; Suslick, K. S. Org. Lett. 2008, 10, 4405-4408.
11. Schiller, A.; Wessling, R. A.; Singaram, B. Angew. Chem., Int. Ed. 2007, 46, 6457-6459.
12. Schiller, A.; Vilozny, B.; Wessling, R. A.; Singaram, B. Anal. Chim. Acta 2008, 627, 203-211.
13. Zaubitzer, F.; Buryak, A.; Severin, K. Chem. - Eur. J. 2006, 12, 3928-3934.
14. Koshi, Y.; Nakata, E.; Yamane, H.; Hamachi, I. J. Am. Chem. Soc. 2006, 128, 10413-10422.
15. Edwards, N. Y.; Sager, T. W.; McDevitt, J. T.; Anslyn, E. V. J. Am. Chem. Soc. 2007, 129, 13575-13583.
16. Duggan, P. J.; Offermann, D. A. Tetrahedron 2009, 65, 109-114.
17. Wiskur, S. L.; Ait-Haddou, H.; Lavigne, J. J.; Anslyn, E. V. Acc. Chem. Res. 2001, 34, 963-972.
18. Nguyen, B. T.; Anslyn, E. V. Coord. Chem. Rev. 2006, 250, 3118-3127.
19. Dickey, F. H. Proc. Natl. Acad. Sci. U.S.A. 1949, 35, 227-229.
20. Wulff, G.; Sarhan, A. Angew. Chem., Int. Ed. 1972, 11, 341.
21. Wulff, G. Chem. Rev. 2002, 102, 1-28.
22. Haupt, K.; Mosbach, K. Chem. Rev. 2000, 100, 2495-2504.
23. Whitcombe, M. J.; Vulfson, E. N. Adv. Mater. 2001, 13, 467-478.
24. Alexander, C.; Andersson, H. S.; Andersson, L. I.; Ansell, R. J.; Kirsch, N.; Nicholls, I. A.; O'Mahony, J.; Whitcombe, M. J. J. Mol. Recognit. 2006, 19, 106-180.
25. Hirsch, T.; Kettenberger, H.; Wolfbeis, O. S.; Mirsky, V. M. Chem. Commun. 2003, 432-433.
26. Greene, N. T.; Morgan, S. L.; Shimizu, K. D. Chem. Commun. 2004, 1172-1173.
27. Greene, N. T.; Shimizu, K. D. J. Am. Chem. Soc. 2005, 127, 5695-5700.
28. Takeuchi, T.; Goto, D.; Shinmori, H. Analyst 2007, 132, 101-103.
29. Tong, A.-J.; Yamauchi, A.; Hayashita, T.; Zhang, Z.-Y.; Smith, B. D.; Teramae, N. Anal. Chem. 2001, 73, 1530-1536.
30. Baker, G. A.; Desikan, R.; Thundat, T. Anal. Chem. 2008, 80, 4860-4865.
31. Sun, X.-Y.; Liu, B.; Jiang, Y.-B. Anal. Chim. Acta 2004, 515, 285-290.
32. Boduroglu, S.; El Khoury, J. M.; Reddy, D. V.; Rinaldi, P. L.; Hu, J. Bioorg. Med. Chem. Lett. 2005, 15, 3974-3977.
33. Kim, Y.; Hilderbrand, S. A.; Weissleder, R.; Tung, C.-H. Chem. Commun. 2007, 2299-2301.
34. Xue, C.; Cai, F.; Liu, H. Chem. - Eur. J. 2008, 14, 1648-1653.
35. Fang, H.; Kaur, G.; Wang, B. J. Fluoresc. 2004, 14, 481-489.
36. Cao, H.; Diaz, D. I.; DiCesare, N.; Lakowicz, J. R.; Heagy, M. D. Org. Lett. 2002, 4, 1503-1505.
37. Cannizzo, C.; Amigoni-Gerbier, S.; Larpent, C. Polymer 2005, 46, 1269-1276.
38. Elmas, B.; Senel, S.; Tuncel, A. React. Funct. Polym. 2007, 67, 87-96.
39. Wang, Q.; Li, G.; Xiao, W.; Qi, H.; Li, G. Sens. Actuators, B 2006, 119, 695-700.
40. Gamsey, S.; Baxter, N. A.; Sharrett, Z.; Cordes, D. B.; Olmstead, M. M.; Wessling, R. A.; Singaram, B. Tetrahedron 2006, 62, 6321-6331.
41. Kuzimenkova, M. V.; Ivanov, A. E.; Thammakhet, C.; Mikhalovska, L. I.; Galaev, I. Y.; Thavarungkul, P.; Kanatharana, P.; Mattiasson, B. Polymer 2008, 49, 1444-1454.
42. Ma, W. M. J.; Pereira Morais, M. P.; D'Hooge, F.; van den Elsen, J. M. H.; Cox, J. P. L.; James, T. D.; Fossey, J. S. Chem. Commun. 2009, 532-534.
43. Freeman, R.; Bahshi, L.; Finder, T.; Gill, R.; Willner, I. Chem. Commun. 2009, 764-766.
44. Friggeri, A.; Kobayashi, H.; Shinkai, S.; Reinhoudt, D. N. Angew. Chem., Int. Ed. 2001, 40, 4729-4731.
45. Granot, E.; Tel-Vered, R.; Lioubashevski, O.; Willner, I. Adv. Funct. Mater. 2008, 18, 478-484.
46. Deore, B.; Freund, M. S. Analyst 2003, 128, 803-806.
47. Miyahara, T.; Kurihara, K. Chem. Lett. 2000, 1356-1357.
48. Wang, W.; Gao, S.; Wang, B. Org. Lett. 1999, 1, 1209-1212.
49. Rajkumar, R.; Warsinke, A.; Möhwald, H.; Scheller, F. W.; Katterle, M. Talanta 2008, 76, 1119-1123.
50. Fujita, N.; Shinkai, S.; James, T. D. Chem. Asian J. 2008, 3, 1076-1091.
51. Wulff, G. Pure Appl. Chem. 1982, 54, 2093-2102.
52. Springsteen, G.; Wang, B. Chem. Commun. 2001, 1608-1609.
53. Springsteen, G.; Wang, B. Tetrahedron 2002, 58, 5291-5300.
54. Mader, H. S.; Wolfbeis, O. S. Microchim. Acta 2008, 162, 1-34.
55. Lim, M. H.; Blanford, C. F.; Stein, A. J. Am. Chem. Soc. 1997, 119, 4090-4091.
56. Van Rhijn, W. M.; De Vos, D. E.; Sels, B. F.; Bossaert, W. D.; Jacobs, P. A. Chem. Commun. 1998, 317-318.
57. Fowler, C. E.; Lebeau, B.; Mann, S. Chem. Commun. 1998, 1825-1826.
58. Hoffmann, F.; Cornelius, M.; Morell, J.; Fröba, M. Angew. Chem., Int. Ed. 2006, 45, 3216-3251.
59. Descalzo, A. B.; Rurack, K.; Weisshoff, H.; Martínez- Máñez, R.; Marcos, M. D.; Amorós, P.; Hoffmann, K.; Soto, J. J. Am. Chem. Soc. 2005, 127, 184-200.
60. Descalzo, A. B.; Marcos, M. D.; Martínez-Máñez, R.; Soto, J.; Beltrán, D.; Amorós, P. J. Mater. Chem. 2005, 15, 2721-2731.
61. Angyal, S. J. Adv. Carbohydr. Chem. Biochem. 1984, 42, 15-68.
62. Angyal, S. J. Adv. Carbohydr. Chem. Biochem. 1991, 49, 19-35.