Probing the general time scale question of boronic acid binding with sugars in aqueous solution at physiological pH

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 9, 2012, Pages 2957-2961

  Ni, Nanting ^a   Laughlin, Sarah ^a   Wang, Yingji ^a   Feng, You ^a   Zheng, Yujun ^a   Wang, Binghe ^a  

^a GEORGIA STATE UNIVERSITY   (United States)

Author keywords

Binding constant; Fluorescence; Isoquinolinylboronic acid; Stopped flow

Indexed keywords

4 ISOQUINOLINYLBORONIC ACID; 5 ISOQUINOLINYLBORONIC ACID; 8 ISOQUINOLINYLBORONIC ACID; BORONIC ACID DERIVATIVE; CARBOHYDRATE DERIVATIVE; FRUCTOSE; GLUCOSE; MANNOSE; ORGANOBORON DERIVATIVE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; BINDING AFFINITY; BINDING KINETICS; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; FLUORESCENCE ANALYSIS; MOLECULAR INTERACTION; MOLECULAR PROBE; PH MEASUREMENT; THERMODYNAMICS;

BORONIC ACIDS; FRUCTOSE; GLUCOSE; HEXOSES; HYDROGEN-ION CONCENTRATION; ISOQUINOLINES; KINETICS; MANNOSE; SPECTROMETRY, FLUORESCENCE; THERMODYNAMICS; WATER;

EID: 84862829832     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.03.014     Document Type: Article

References (30)

1. S.J. Baker, T. Akama, Y.K. Zhang, V. Sauro, C. Pandit, R. Singh, M. Kully, J. Khan, J.J. Plattner, S.J. Benkovic, V. Lee, and K.R. Maples Bioorg. Med. Chem. Lett. 16 2006 5963
2. S.J. Baker, Y.K. Zhang, T. Akama, A. Lau, H. Zhou, V. Hernandez, W. Mao, M.R. Alley, V. Sanders, and J.J. Plattner J. Med. Chem. 49 2006 4447
3. H.S. Cao, and M.D. Heagy J. Fluoresc. 14 2004 569
4. Y. Cheng, N. Ni, W. Yang, and B. Wang Chem. Eur. J. 16 2010 13528
5. M. Dowlut, and D.G. Hall J. Am. Chem. Soc. 128 2006 4226
6. T.D. James, and S. Shinkai Top. Curr. Chem. 218 2002 159
7. S. Jin, Y.F. Cheng, S. Reid, M. Li, and B. Wang Med. Res. Rev. 30 2010 171
8. J. Yan, G. Springsteen, S. Deeter, and B. Wang Tetrahedron 60 2004 11205
9. J. Yan, H. Fang, and B. Wang Med. Res. Rev. 25 2005 490
10. J.T. Suri, D.B. Cordes, F.E. Cappuccio, R.A. Wessling, and B. Singaram Angew. Chem., Int. Ed. 42 2003 5857
11. V.V. Karnati, X. Gao, S. Gao, W. Yang, W. Ni, S. Sankar, and B. Wang Bioorg. Med. Chem. Lett. 12 2002 3373
12. M. Bielecki, H. Eggert, and J.C. Norrild J. Chem. Soc., Perkin Trans. 2 1999 449
13. R.E. London, and S.A. Gabel J. Am. Chem. Soc. 116 1994 2562
14. S.L. Johnson, and K.W. Smith J. Org. Chem. 42 1977 2580
15. R.D. Pizer, P.J. Ricatto, and C.A. Tihal Polyhedron 12 1993 2137
16. H. Ito, Y. Kono, A. Machida, Y. Mitsumoto, K. Omori, N. Nakamura, Y. Kondo, and K. Ishihara Inorg. Chim. Acta 344 2003 28
17. T. Matsumura, S. Iwatsuki, and K. Ishihara Inorg. Chem. Commun. 8 2005 713
18. G. Waton, P. Mallo, and S.J. Candau J. Phys. Chem. 88 1984 3301
19. R.D. Pizer, and C.A. Tihal Polyhedron 15 1996 3411
20. J.L. Anderson, E.M. Eyring, and M.P. Whittaker J. Phys. Chem. 68 1964 1128
21. G. Springsteen, and B. Wang Tetrahedron 58 2002 5291
22. C.W. Gray Jr., and T.A. Houston J. Org. Chem. 67 2002 5426
23. B.D. Smith, S.J. Gardiner, T.A. Munro, M.F. Paugam, and J.A. Riggs J. Mol. Rec. Incl. Phenom. 32 1998 121
24. T.A. Houston, S.M. Levonis, and M.J. Kiefel Aust. J. Chem. 60 2007 811
25. L.I. Bosch, T.M. Fyles, and T.D. James Tetrahedron 60 2004 11175
26. G.Q. Zhou, and W.Z. Zhong Eur. J. Biochem. 128 1982 383
27. J.C. Norrild, and H. Eggert J. Am. Chem. Soc. 117 1995 1479
28. X. Gao, Y. Zhang, and B. Wang New J. Chem. 29 2005 579
29. J.C. Norrild, and H. Eggert J. Chem. Soc., Perkin Trans. 2 1996 2583
30. G. Springsteen, and B. Wang Chem. Commun. 2001 1608