Comparative stereochemical analysis of glucose-binding proteins for rational design of glucose-specific agents

Journal of Biomaterials Science, Polymer Edition

Volumn 9, Issue 4, 1998, Pages 327-344

  Li, Tonglei ^a   Lee, Hai Bang ^b   Park, Kinam ^a  

^a PURDUE UNIVERSITY   (United States)

^b Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

Glucose; Glucose binding protein; Glucose sensor; Hydrogen bond; Hydrophobic interaction; Molecular modeling

Indexed keywords

BINDING PROTEIN; CONCANAVALIN A; DIVALENT CATION; GLUCOKINASE; GLUCOSE; GLUCOSE OXIDASE; HYDROXYL GROUP; INSULIN; LECTIN; XYLOSE ISOMERASE;

ARTICLE; BINDING SITE; BIOCOMPATIBILITY; BIOSENSOR; CRYSTAL STRUCTURE; DRUG DELIVERY SYSTEM; HUMAN; HYDROGEN BOND; IONIC STRENGTH; PH; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0031921311     PISSN: 09205063     EISSN: 15685624     Source Type: Journal    
DOI: 10.1080/09205063.1998.9753059     Document Type: Article

References (72)

1. M. Brownlee and A. Cerami, Science 206, 1190 (1979).
2. C. Stewart, N. A. Taylor, K. Docherty and C. J. Bailey, J. Molec. Endocrinol. 11, 335 (1993).
3. C. B. Newgard, Diabetes 43, 341 (1994).
4. P. Raskin, Metabolism: Clinical & Experimental 28, 780 (1979).
5. P. Soon-Shiong, R. E. Heintz, N. Merideth, Q. X. Yao, Z. Yao, T. Zheng, M. Murphy, M. K. Moloney, M. Schmehl, M. Harris, R. Mendez, R. Mendez and P. A. Sandford, Lancet 343, 950 (1994).
6. B. Thu, P. Bruheim, T. Espevik, O. Smidsrod, P. Soon-Shiong and G. Skjak-Braek, Biomaterials 17, 1069 (1996).
7. H. Iwata, K. Kobayashi, T. Takagi, T. Oka, H. Yang, H. Amemiya, T. Tsuji and F. Ito, J. Biomed Mater. Res. 28, 1003 (1994).
8. H. T. Lau, M. Yu, A. Fontana and C. J. Stoeckert, Jr. Science 273, 109 (1996).
9. A. M. Sun and G. M. O’shea, J. Control. Rel. 2, 137 (1985).
10. R. A. Siegel, in: Pulsed and Self-Regulated Drug Delivery, J. Kost (Ed.), Ch. 8. CRC Press, Boca Raton, FL (1990).
11. G. Albin, T. A. Horbett and B. D. Ratner, in: Pulsed and Self-Regulated Drug Delivery, J. Kost (Ed.), p. 159. CRC Press, Boca Raton, FL (1990).
12. K. Ishihara, M. Kobayashi and I. Shionohara, Makromol. Chem., Rapid Commun. 4, 327 (1983).
13. M. Casolaro and R. Barbucci, Int. J. Artif Organs 14, 732 (1991).
14. Y. Ito, M. Casolaro, K. Kono and Y. Imanishi, J. Control. Rel. 10, 195 (1989).
15. K. Tomioka, H. Fukuda and H. Taniguchi, J. FABE 77, 442 (1994).
16. L. A. Klumb and T. A. Horbett, J. Control. Rel. 18, 59 (1992).
17. J. Heller, J. Control. Rel. 8, 111 (1988).
18. F. Fischel-Ghodsian and J. M. Newton, J. Membrane Sci. 48, 33 (1990).
19. S. Kitano, Y. Koyama, K. Kataoka, T. Okano and Y. Sakurai, J. Control. Rel. 19, 162 (1992).
20. Y. K. Choi, S. Y. Jeong and Y. H. Kim, Int. J. Pharmacol. 80, 9 (1992).
21. D. Shiino, Y. Murata, K. Kataoka, Y. Koyama, M. Yokoyama, T. Okano and Y. Sakurai, Biomaterials 15, 121 (1994).
22. D.-J. Chung, Y. Ito and Y. Imanishi, J. Control. Rel. 18, 45 (1992).
23. C. M. Pai, Y. H. Bae, E. J. Mack, D. E. Wilson and S. W. Kim, J. Pharm. Sci. 81, 532 (1992).
24. S. Y. Jeong, S. W. Kim, D. L. Holmberg and J. C. McRea, J. Control. Rel. 2, 143 (1985).
25. S. J. Lee and K. Park, J. Molec. Recognition 9, 549 (1996).
26. A. A. Obaidat and K. Park, Pharm. Res. 13, 989 (1996).
27. A. A. Obaidat and K. Park, Biomaterials 18, 801 (1997).
28. W. H. Beckert and M. M. Sharkey, Int. Arch. Allergy Appl. Immunol. 39, 337 (1970).
29. A. E. Powell and M. A. Leon, Exp. Cell Res. 62, 315 (1970).
30. K. Kataoka, H. Miyazaki, T. Okano and Y. Sakurai, Macromolecules 27, 1061 (1994).
31. T. D. James, K. R. A. S. Sandanayake and S. Shinkai, Angew. Chem. Int. Ed Engl. 33, 2207 (1994).
32. G. Chen, V. Sundaresan and F. H. Arnold, Proc. Am. Chem. Soc. Div. Polym. Mater.: Sci. Eng. 76, 378 (1997).
33. G. Chen, Z. Guan, C.-T. Chen, L. Fu, V. Sundaresan and F. H. Arnold, Nature Biotechnol. 15, 354 (1997).
34. J. Salas, M. Salas, E. Vifiuela and A. Sols, J. Biol. Chem. 240, 1014 (1965).
35. D. G. Walker, Essays Biochem. 2, 33 (1966).
36. M. A. Magnuson, Diabetes 39, 523 (1990).
37. R. St. Charles, R. W. Harrison, G. I. Bell, S. J. Pilkis and I. T. Weber, Diabetes 43, 784 (1994).
38. C. A. Collyer, K. Henrick and D. M. Blow, J. Molec. Biol. 212, 211 (1990).
39. M. Callens, H. Kersters-Hilderson, O. Van Opstal and C. K. De Bruyne, Enzyme Microbiol. Technol. 8, 696 (1986).
40. J. Jenkins, J. Janin, F. Rey, M. Chiadmi, H. van Tilbeurgh, I. Lasters, M. De Maeyer, D. Van Belle, S. J. Wodak, M. Lauwereys, P. Stanssens, N. T. Mrabet, J. Snauwaert, G. Matthyssens and A.-M. Lambeir, Biochemistry 31, 5449 (1992).
41. H. Lis and N. Sharon, Ann. Rev. Biochem. 55, 35 (1986).
42. R. Mody, S. Joshi and W. Chaney, J. Pharmacol. Toxicol. Methods 33, 1 (1995).
43. W. J. Peumans and E. J. M. Van Damme, Trends FoodSci. Technol. 7, 132 (1996).
44. S. D. Rosen, Histochemistry 100, 185 (1993).
45. F. A. Quiocho, Phil. Trans. R. Soc. Lond. B326, 341 (1990).
46. S. L. Mowbray, J. Molec. Biol. 227, 418 (1992).
47. C. E. Furlong, in: Escherichia coli and Salmonella typhimurium. Cellular and Molecular Biology, F. C. Neidhardt (Ed.), p. 768. ASM, Washington, DC (1987).
48. R. A. Sayle and E. J. Milner-White, Trends Biochem. Sci. 20, 374 (1995).
49. E. E. Abola, F. C. Bernstein, S. H. Bryant, T. F. Koetzle and J. Weng, in: Crystallographic Database, F. H. Allen, G. Bergerhoff and R. Sievers (Eds), p. 107. Data Commission of the International Union of Crystallography, Bonn (1987).
50. F. C. Bernstein, T. F. Koetzle, G. J. B. Williams, E. F. Mayer, J.M. D. Brice, J. R. Rodgers, O. Kennard, T. Shimanouchi and M. Tasumi, J. Molec. Biol. 112, 535 (1977).
51. W. S. Bennett and T. A. Steitz, J. Molec. Biol. 140, 211 (1980).
52. H. L. Carrell, J. P. Glusker, V. Burger, F. Manfre, D. Tritsch and J.-F. Biellmann, Proc. Natl Acad. Sci. USA 86, 4440 (1989).
53. J. Cha, Y. Cho, R. D. Whitaker, H. L. Carrell, J. P. Glusker, P. A. Karplus and C. A. Batt, J. Biol. Chem. 269, 2687 (1994).
54. R. D. Whitaker, Y. Cho, J. Cha, H. L. Carrell, J. P. Glusker, P. A. Karplus and C. A. Batt, J. Biol. Chem. 270, 22895 (1995).
55. Y. Bourne, A. Roussel, M. Frey, P. Rouge, J.-C. Fontecilla-Camps and C. Cambillau, Proteins 8, 365 (1990).
56. G. N. Reeke, Jr., J. W. Becker and G. M. Edelman, J. Biol. Chem. 250, 1525 (1975).
57. Z. Derewenda, J. Yariv, J. R. Helliwell, A. J. Kalb, E. J. Dodson, M. Z. Papiz, T. Wan and J. Campbell, EMBOJ. 8, 2189 (1989).
58. J. P. Carver, A. E. Mackenzie and K. D. Hardman, Biopolymers 24, 49 (1985).
59. C. Emmerich, J. R. Helliwell, M. Redshaw, J. H. Naismith, S. J. Harrop and J. Raftery, Acta Crystal. D50, 749 (1994).
60. J. H. Naismith, C. Emmerich, J. Habash, S. J. Harrop, J. R. Helliwell, W. N. Hunter, J. Raftery, A. J. Kalb and J. Yariv, Acta Crystal. D50, 847 (1994).
61. N. K. Vyas, M. N. Vyas and F. A. Quiocho, Science 242, 1290 (1988).
62. E. A. Merritt and M. E. P. Murphy, Acta Crystal. D50, 869 (1994).
63. D. J. Bacon and W. F. Anderson, J. Molec. Graphics 6, 219 (1988).
64. K. Bock, M. Meldal, B. Meyer and L. Wiebe, Acta Chem. Scand B 37, 101 (1983).
65. P. Rouge and B. Sousa-Cavada, Plant Sci. Lett. 37, 21 (1984).
66. R. D. Poretz and I. J. Goldstein, Biochemistry 9, 2890 (1970).
67. T. W. Bell, Z. Hou, Y. Luo, M. G. B. Drew, E. Chapoteau, B. P. Czech and A. Kumar, Science 269, 671 (1995).
68. D. J. Cram, Angew. Chem. Int. Ed Engl. 25, 1039 (1986).
69. D. Kriz, C. B. Kriz, L. I. Andersson and K. Mosbach, Anal. Chem. 66, 2636 (1994).
70. K. Mosbach, Trends Biochem. Sci. 19, 9 (1994).
71. K. J. Shea, D. A. Spivak and B. Sellergren, J. Am. Chem. Soc. 115, 3368 (1993).
72. K. N. Houk, K. Nakamura, C. Sheu and A. E. Keating, Science 273, 627 (1996)