Critical contribution of aromatic rings to specific recognition of polyether rings: The case of ciguatoxin CTX3C-ABC and its specific antibody 1C49

Journal of Biological Chemistry

Volumn 283, Issue 18, 2008, Pages 12259-12266

  Tsumoto, Kouhei ^a   Yokota, Akiko ^b,d   Tanaka, Yoshikazu ^a   Ui, Mihoko ^a   Tsumuraya, Takeshi ^c   Fujii, Ikuo ^c   Kumagai, Izumi ^b   Nagumo, Yoko ^b   Oguri, Hiroki ^b   Inoue, Masayuki ^b   Hirama, Masahiro ^b  

^a UNIVERSITY OF TOKYO   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

^c Osaka Prefecture University   (Japan)

^d NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODIES; ANTIGENS; AROMATIC COMPOUNDS; CRYSTAL STRUCTURE; DISSOCIATION; ESCHERICHIA COLI; FLOW INTERACTIONS; HYDROGEN; HYDROGEN BONDS; PLASMONS; POLYMERS; PROTEINS; RATE CONSTANTS; RESONANCE; SURFACE PLASMON RESONANCE; VAN DER WAALS FORCES;

ANTIBODY INTERACTIONS; AROMATIC RINGS; AROMATICITY; BINDING POCKETS; DISSOCIATION CONSTANTS; DISSOCIATION RATE CONSTANTS; HIGH AFFINITIES; HOT SPOTS; LIGHT CHAINS; POLYETHER TOXINS; RING COMPOUNDS; SPECIFIC RECOGNITIONS; SURFACE PLASMONS; VAN DER WAALS INTERACTIONS; VAN'T HOFF ANALYSIS; VARIABLE DOMAINS;

ASSOCIATION REACTIONS;

ALANINE; AMINO ACID; CIGUATOXIN; MONOCLONAL ANTIBODY; MONOCLONAL ANTIBODY IC49; MUTANT PROTEIN; POLYETHER; TRYPTOPHAN; TYROSINE; UNCLASSIFIED DRUG; ANTIBODY; AROMATIC HYDROCARBON; CIGUATOXIN 3C; IMMUNOGLOBULIN FRAGMENT; LIGAND;

ANTIBODY SPECIFICITY; ANTIGEN ANTIBODY REACTION; ARTICLE; BINDING AFFINITY; DISSOCIATION CONSTANT; ENTHALPY; ESCHERICHIA COLI; GENE MUTATION; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN EXPRESSION; PROTEIN STRUCTURE; SURFACE PLASMON RESONANCE; AMINO ACID SUBSTITUTION; ANTIBODY COMBINING SITE; ANTIGEN ANTIBODY COMPLEX; CHEMICAL STRUCTURE; CHEMISTRY; GENETICS; IMMUNOGLOBULIN VARIABLE REGION; IMMUNOLOGY; KINETICS; MUTATION; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

ESCHERICHIA COLI;

AMINO ACID SUBSTITUTION; AMINO ACIDS; ANTIBODIES; ANTIBODIES, MONOCLONAL; ANTIBODY SPECIFICITY; ANTIGEN-ANTIBODY COMPLEX; BINDING SITES, ANTIBODY; CIGUATOXINS; CRYSTALLOGRAPHY, X-RAY; HYDROCARBONS, AROMATIC; IMMUNOGLOBULIN FRAGMENTS; IMMUNOGLOBULIN VARIABLE REGION; KINETICS; LIGANDS; MODELS, MOLECULAR; MUTATION; THERMODYNAMICS;

EID: 45549103272     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M710553200     Document Type: Article

References (60)

1. Hirama, M. (2005) Chem. Rec. 5, 240-250
2. Scheuer, P. J., Takahashi, W., Tsutsumi, J., and Yoshida, T. (1967) Science 155, 1267-1268
3. Scheuer, P. J. (1994) Tetrahedron 50, 3-18
4. Lewis, R. J. (2001) Toxicon 39, 97-106
5. Yasumoto, T. (2001) Chem. Rec. 1, 228-242
6. Murata, M., Legrand, A. M., Ishibashi, Y., and Yasumoto, T. (1989) J. Am. Chem. Soc. 111, 8929-8931
7. Lewis, R. J., and Sellin, M. (1993) Toxicon 31, 1333-1336
8. Manger, R. L., Leja, L. S., Lee, S. Y., Hungerford, J. M., Hokama, Y., Dickey, R. W., Granade, H. R., Lewis, R., Yasumoto, T., and Wekell, M. M. (1995) J. AOAC Int. 78, 521-527
9. Dechraoui, M. Y., Naar, J., Pauillac, S., and Legrand, A. M. (1999) Toxicon 37, 125-143
10. Yasumoto, T., Fukui, M., Sasaki, K., and Sugiyama, K. (1995) J. AOAC Int. 78, 574-582
11. Lewis, R. J., and Jones, A. (1997) Toxicon 35, 159-168
12. Lewis, R. J., Jones, A., and Vernoux, J. P. (1999) Anal. Chem. 71, 247-250
13. Yasumoto, T., Igarashi, T., Legrand, A., Cruchet, P., Chinain, M., Fujita, T., and Naoki, H. (2000) J. Am. Chem. Soc. 122, 4988-4989
14. Oguri, H., Hirama, M., Tsumuraya, T., Fujii, I., Maruyama, M., Uehara, H., and Nagumo, Y. (2003) J. Am. Chem. Soc. 125, 7608-7612
15. Tsumuraya, T., Fujii, I., Inoue, M., Tatami, A., Miyazaki, K., and Hirama, M. (2006) Toxicon 48, 287-294
16. Nagumo, Y., Oguri, H., Tsumoto, K., Shindo, Y., Hirama, M., Tsumuraya, T., Fujii, I., Tomioka, Y., Mizugaki, M., and Kumagai, I. (2004) J. Immunol. Methods 289, 137-146
17. Shimizu, Y., Chou, H. N., Bando, H., Duyne, G. V., and Clardy, J. (1986) J. Am. Chem. Soc. 108, 514-515
18. Lin, Y. Y., Risk, M., Ray, S. M., Van Engen, D., Clardy, J., Golik, J., James, J. C., and Nakanishi, K. (1981) J. Am. Chem. Soc. 103, 6773-6775
19. Daranas, A. H., Fernandez, J. J., Norte, M., Gavin, J. A., Suarez-Gomez, B., and Souto, M. L. (2004) Chem. Rec. 4, 1-9
20. Shimizu, Y. (1983) Nature 302, 212
21. Takahashi, T., Kusumi, T., Kan, Y., Satake, M., and Yasumoto, T. (1996) Tetrahedron Lett. 37, 7087-7090
22. Makabe, K., Asano, R., Ito, T., Tsumoto, K., Kudo, T., and Kumagai, I. (2005) Biochem. Biophys. Res. Commun. 328, 98-105
23. Tsumoto, K., Shinoki, K., Kondo, H., Uchikawa, M., Juji, T., and Kumagai, I. (1998) J. Immunol. Methods 219, 119-129
24. Umetsu, M., Tsumoto, K., Hara, M., Ashish, K., Goda, S., Adschiri, T., and Kumagai, I. (2003) J. Biol. Chem. 278, 8979-8987
25. Tsumoto, K., Ejima, D., Kumagai, I., and Arakawa, T. (2003) Protein Expr. Purif. 28, 1-8
26. Otwinowski, Z., and Minor, W. (1997) Methods Enzymol. 276, 307-326
27. Weiss, M. (2001) J. Appl. Crystallogr. 34, 130-135
28. (1994) Acta Crystallogr D Biol Crystallogr 50, 760-763
29. Brunger, A. T., Adams, P. D., Clore, G. M., DeLano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J. S., Kuszewski, J., Nilges, M., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T., and Warren, G. L. (1998) Acta Crystallogr. Sect. D Biol. Crystallogr. 54, 905-921
30. Kleywegt, G. J., and Jones, T. A. (1998) Acta Crystallogr. Sect. D Biol. Crystallogr. 54, 1119-1131
31. Yao, M., Zhou, Y., and Tanaka, I. (2006) Acta Crystallogr. Sect. D Biol. Crystallogr. 62, 189-196
32. Laskowski, R. A., MacArthur, M. W., Moss, D. S., and Thornton, J. M. (1993) J. Appl. Crystallogr. 26, 283-291
33. Kabat, E. A., Wu, T. T., Perry, H. Gottesman, K., and Foeller, C. (1991) Sequences of Proteins of Immunological Interest, Fifth Ed., National Institutes of Health, Bethesda, MD
34. Jeffrey, P. D., Strong, R. K., Sieker, L. C., Chang, C. Y., Campbell, R. L., Petsko, G. A., Haber, E., Margolies, M. N., and Sheriff, S. (1993) Proc. Natl. Acad. Sci. U. S. A. 90, 10310-10314
35. Ulrich, H. D., Mundorff, E., Santarsiero, B. D., Driggers, E. M., Stevens, R. C., and Schultz, P. G. (1997) Nature 389, 271-275
36. Heine, A., Stura, E. A., Yli-Kauhaluoma, J. T., Gao, C., Deng, Q., Beno, B. R., Houk, K. N., Janda, K. D., and Wilson, I. A. (1998) Science 279, 1934-1940
37. Lim, K., Owens, S. M., Arnold, L., Sacchettini, J. C., and Linthicum, D. S. (1998) J. Biol. Chem. 273, 28576-28582
38. Buchbinder, J. L., Stephenson, R. C., Scanlan, T. S., and Fletterick, R. J. (1998) J. Mol. Biol. 282, 1033-1041
39. Almagro, J. C. (2004) J. Mol. Recognit. 17, 132-143
40. Wedemayer, G. J., Patten, P. A., Wang, L. H., Schultz, P. G., and Stevens, R. C. (1997) Science 276, 1665-1669
41. Tronrud, D. E., Holden, H. M., and Matthews, B. W. (1987) Science 235, 571-574
42. Evdokimov, A. G., Anderson, D. E., Routzahn, K. M., and Waugh, D. S. (2001) J. Mol. Biol. 305, 891-904
43. Spurlino, J. C., Lu, G. Y., and Quiocho, F. A. (1991) J. Biol. Chem. 266, 5202-5219
44. Kuntz, I. D. (1992) Science 257, 1078-1082
45. Mian, I. S., Bradwell, A. R., and Olson, A. J. (1991) J. Mol. Biol. 217, 133-151
46. Bogan, A. A., and Thorn, K. S. (1998) J. Mol. Biol. 280, 1-9
47. Tsumoto, K., Ogasahara, K., Ueda, Y., Watanabe, K., Yutani, K., and Kumagai, I. (1995) J. Biol. Chem. 270, 18551-18557
48. Lo Conte, L., Chothia, C., and Janin, J. (1999) J. Mol. Biol. 285, 2177-2198
49. Sundberg, E. J., Urrutia, M., Braden, B. C., Isern, J., Tsuchiya, D., Fields, B. A., Malchiodi, E. L., Tormo, J., Schwarz, F. P., and Mariuzza, R. A. (2000) Biochemistry 39, 15375-15387
50. Shiroishi, M., Tsumoto, K., Tanaka, Y., Yokota, A., Nakanishi, T., Kondo, H., and Kumagai, I. (2007) J. Biol. Chem. 282, 6783-6791
51. Pons, J., Rajpal, A., and Kirsch, J. F. (1999) Protein Sci. 8, 958-968
52. Li, Y., Li, H., Yang, F., Smith-Gill, S. J., and Mariuzza, R. A. (2003) Nat. Struct. Biol. 10, 482-488
53. Lang, S., Xu, J., Stuart, F., Thomas, R. M., Vrijbloed, J. W., and Robinson, J. A. (2000) Biochemistry 39, 15674-15685
54. Jones, S., and Thornton, J. M. (1997) J. Mol. Biol. 272, 121-132
55. Burley, S. K., and Petsko, G. A. (1985) Science 229, 23-28
56. Fersht, A. R., Shi, J. P., Knill-Jones, J., Lowe, D. M., Wilkinson, A. J., Blow, D. M., Brick, P., Carter, P., Waye, M. M., and Winter, G. (1985) Nature 314, 235-238
57. Fields, B. A., Goldbaum, F. A., Dall'Acqua, W., Malchiodi, E. L., Cauerhff, A., Schwarz, F. P., Ysern, X., Poljak, R. J., and Mariuzza, R. A. (1996) Biochemistry 35, 15494-15503
58. Ma, J. C., and Dougherty, D. A. (1997) Chem. Rev. 97, 1303-1324
59. Dougherty, D. A. (1996) Science 271, 163-168
60. Mecozzi, S., West, A. P., Jr., and Dougherty, D. A. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 10566-10571