Derivation and properties of recombinant Fab antibodies to coplanar polychlorinated biphenyls

Journal of Agricultural and Food Chemistry

Volumn 48, Issue 6, 2000, Pages 2614-2624

  Chiu, Ya Wen ^a   Chen, Rongliang ^b   Li, Qing X ^b   Karu, Alexander E ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF HAWAII   (United States)

Author keywords

Congener specific; ELISA; PCB; Polychlorinated biphenyl; Recombinant Fab antibody

Indexed keywords

DNA; HAPTEN; IMMUNOGLOBULIN F(AB) FRAGMENT; IMMUNOGLOBULIN G; IMMUNOGLOBULIN HEAVY CHAIN; IMMUNOGLOBULIN LIGHT CHAIN; MONOCLONAL ANTIBODY; POLYCHLORINATED BIPHENYL; POLYCHLORINATED BIPHENYL DERIVATIVE; PRIMER DNA; RECOMBINANT ANTIBODY; RECOMBINANT PROTEIN;

AMINO ACID SEQUENCE; ANIMAL; ANTIBODY COMBINING SITE; ANTIBODY PRODUCTION; ANTIGEN BINDING; ARTICLE; BINDING SITE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMPARATIVE STUDY; DNA SEQUENCE; ENZYME IMMUNOASSAY; ENZYME LINKED IMMUNOSORBENT ASSAY; GENE AMPLIFICATION; GENETIC ENGINEERING; GENETICS; HYBRIDOMA; IMMUNOLOGY; MOLECULAR CLONING; MOLECULAR GENETICS; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; PHAGE DISPLAY; POLYMERASE CHAIN REACTION; SYNTHESIS;

AMINO ACID SEQUENCE; ANIMALS; ANTIBODIES, MONOCLONAL; BASE SEQUENCE; BINDING SITES, ANTIBODY; CLONING, MOLECULAR; DNA PRIMERS; IMMUNOENZYME TECHNIQUES; IMMUNOGLOBULIN FAB FRAGMENTS; IMMUNOGLOBULIN G; IMMUNOGLOBULIN HEAVY CHAINS; IMMUNOGLOBULIN LIGHT CHAINS; MICE; MOLECULAR SEQUENCE DATA; POLYCHLORINATED BIPHENYLS; POLYMERASE CHAIN REACTION; RECOMBINANT PROTEINS;

EID: 0033937732     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf991208a     Document Type: Article

References (71)

1. Ballschmitter, K.; Zell, D. Analysis of polychlorinated biphenyls (PCB) by capillary gas chromatography. Composition of Aroclor and Clophen-PCB mixtures. Fresenius' Z. Anal. Chem. 1980, 302, 20-31.
2. Barbas, C. F.; Burton, D. R. Monoclonal Antibodies from Combinatorial Libraries (1994 laboratory course manual); Cold Spring Harbor Labortatory: Cold Spring Harbor, NY, 1994.
3. Barbas, C. F.; Lerner, R. A. Combinatorial immunoglobulin libraries on the surface of phage (phabs): Rapid selection of antigen-specific Fabs. Methods: Companion to Methods in Enzymology; Academic Press: San Diego, CA, 1991; Vol. 2, pp 119-124.
4. Barbas, C. F. I.; Wagner, J. Synthetic human antibodies: selecting and evolving functional proteins. Methods: A Companion to Methods in Enzymology; Academic Press: San Diego, CA, 1995; Vol. 8, pp 94-103.
5. Bell, C. W.; Li, K.; Zhao, B.; Li, Q. X.; Karu, A. E. Cloning and functional expression of recombinant fab fragments specific for polycyclic aromatic hydrocarbons. 2000.
6. Bernstein, F. C.; Koetzle, T. F.; Willliams, G. J. B.; Meyer, E. F., Jr.; Brice, M. D.; Rodgers, J. R.; Kennard, O.; Shimanouchi, T.; Tasumi, M. The Protein Data Bank: A computer-based archival file for macromolecular structures. J. Mol. Biol. 1977, 112, 535-542.
7. b family of antibodies: somatic mutation evident in a g2a variable region. Cell 1981, 24, 625-637.
8. Carlson, R. E. Hapten versus competitor design strategies for immunoassay development. In Immunoanalysis of Agrochemicals: Emerging Technologies; Nelson, J. O., Karu, A. E., Wong, R. B., Eds.; ACS Symposium 586; American Chemical Society: Washington, DC, 1995; pp 140-152.
9. Charbonnier, J. B.; Carpenter, E.; Gigant, B.; Golinelli-Pimpaneau, B.; Eshhar, Z.; Green, B. S.; Knossow, M. Crystal structure of the complex of a catalytic antibody Fab fragment with a transition state analog: Structural similarities in esterase-like catalytic antibodies. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 11721-11725.
10. Chiu, Y.-W.; Carlson, R. E.; Marcus, K. L.; Karu, A. E. A monoclonal immunoassay for the coplanar polychlorinated biphenyls. Anal. Chem. 1995, 67, 3829-3839.
11. Chothia, C.; Lesk, A. M. Canonical structures for the hyper-variable regions of immunoglobulins. J. Mol. Biol. 1987, 196, 901-917.
12. Chothia, C.; Lesk, A. M.; Tramontano, A.; Levitt, M.; Smith-Gill, S. J.; Air, G.; Sheriff, S.; Padlan, E. A.; Davies, D.; Tulip, W. R., et al. Conformations of immunoglobulin hypervariable regions. Nature 1989, 342, 877-883.
13. Creaser, C. S.; Krokos, F.; Startin, J. R. Analytical methods for the determination of non-ortho substituted chlorobiphenyls: a review. Chemosphere 1992, 25, 1981-2008.
14. Diaz-Ferrero, J.; Rodriguez-Larena, M. C.; Cornellas, L.; Jimenez, B. Bioanalytical methods applied to endocrine disrupting polychlorinated biphenyls, polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans: A review. Trends Anal. Chem. 1997, 16, 563-573.
15. Draper, W. M. A new and improved technique for speciation and quantitation of Aroclors in hazardous wastes. In Proceedings of the EPA Sixth Annual Waste Testing and Quality Assurance Symposium; American Chemical Society: Washington, DC, 1990; pp II-124-II-138.
16. Ekins, R. P.; Chu, F. W.; Biggart, E. M. Multianalyte immunoassay - the immunological compact disk of the future. J. Clin. Immunoassay 1990a, 13, 169-181.
17. Ekins, R. P.; Chu, F. W.; Biggart, E. M. Multispot, multianalyte immunoassay. Ann. Biol. Clin. 1990b, 48, 655-666.
18. Erickson, M. D. Analytical Chemistry of PCBs; CRC/Lewis Publishing: Boca Raton, FL, 1997.
19. Font, G. M., J.; Molto, J. C.; Pico, Y. Current developments in the analysis of water pollution by polychlorinated biphenyls. J. Chromatogr. A 1996, 733, 449-471.
20. Golinelli-Pimpaneau, B.; Gigant, B.; Bizebard, T.; Navaza, J.; Saludjian, P.; Zemel, R.; Tawfik, D. S.; Eshhar, Z.; Green, B. S.; Knossow, M. Crystal structure of a catalytic antibody Fab with esterase-like activity. Structure (London) 1994, 2, 175-183.
21. Hanahan, D. Techniques for transformation of E. coli. In DNA Cloning: A Practical Approach; Glover, D. M., Ed.; IRL Press: Oxford, U.K., 1985; pp 109-121.
22. Hansen, L. G. Stepping backward to improve assessment of PCB congener toxicities. Environ. Health Perspect. 1998, 106, 171-89.
23. Hard, T.; Barnes, H. J.; Larsson, C.; Gustafsson, J. A.; Lund, J. Solution structure of a mammalian PCB-binding protein in complex with a PCB [see comments]. Nat. Struct. Biol. 1995, 2, 983-989.
24. Harlow, E.; Lane, D. Antibodies: A Laboratory Manual; Cold Spring Harbor Laboratory: Cold Spring Harbor, NY, 1988.
25. Healey, B. G.; Li, L.; Walt, D. R. Multianalyte biosensors on optical imaging bundles. Biosensors Bioelectronics 1997, 12, 521-529.
26. Hirano, H. Sequence analysis of the NH-2-terminally blocked proteins immobilized on PVDF membranes from polyacrylamide gels. In Springer Lab Manual: Protein Structure Analysis: Preparation, Characterization, and Microsequencing; Kamp, R. M. T. C.-P., Wittmann-Liebold, B., Eds.; Springer-Verlag: Berlin, Germany, 1997; pp 167-179.
27. Hsiao, H.-Y.; Royer, G. P. Immobilization of glycoenzymes through carbohydrate side chains. Arch. Biochem. Biophys. 1979, 198, 379-385.
28. Janda, K. D.; Lo, L.-C.; Lo, C.-H.; Sim, M.-M.; Wang, R.; Wong, C.-H.; Lerner, R. A. Chemical selection for catalysis in combinatorial antibody libraries. Science 1997, 275, 945-948.
29. Johnson, G.; Wu, T. T.; Rabat, E. A. Seqhunt: A program to screen aligned nucleotide and amino acid sequences. In Methods in Molecular Biology, Vol. 51. Antibody Engineering Protocols; Paul, S., Ed.; Humana Press: Totowa, NJ, 1995; pp 1-15.
30. Jones, G.; Wortberg, M.; Kreissig, S. B.; Bunch, D. S.; Gee, S. J.; Hammock, B. D.; Rocke, D. M. Extension of the four-parameter logistic model for ELISA to multianalyte analysis. J. Immunol. Methods 1994, 177, 1-7.
31. Jones, K. C. Determination of polychlorinated biphenyls in human foodstuffs and tissues: suggestions for a selective congener analytical approach. Sci. Total Environ. 1988, 68, 141-159.
32. Kabat, E. A.; Wu, T. T.; Perry, H. M.; Gottesman, K. S.; Foeller, C. Sequences of Proteins of Immunological Interest; Public Health Service, NIH: Washington, DC, 1991.
33. Kafafi, S. A.; Afeefy, H. Y.; Ali, A. H.; Said, H. K.; Ad-Elazem, I. S.; Kafafi, A. G. Affinities for the aryl hydrocarbon receptor, potencies as aryl hydrocarbon hydroxylase inducers and relative toxicities of polychlorinated biphenyls: A congener specific approach. Carcinogenesis (Oxford) 1993, 14, 2063-2071.
34. Rang, A. S.; Burton, D. R.; Lerner, R. A. Combinatorial Immunoglobulin Libraries in Phage Lambda. In Methods: A Companion to Methods in Enzymology; Academic Press: San Diego, CA, 1991; Vol. 2, pp 111-118.
35. Karu, A. E.; Belk, E. D. Induction of E. coli recA protein via recBC and alternate pathways: quantitation by enzyme-linked immunosorbent assay (ELISA). Mol. Gen. Genet. 1982, 185, 275-282.
36. Karu, A. E.; Goodrow, M. H.; Schmidt, D. J.; Hammock, B. D.; Bigelow, M. W. Synthesis of haptens and derivation of monoclonal antibodies for immunoassay of the phenylurea herbicide diuron. J. Agric. Food Chem. 1994, 42, 301-309.
37. Karu, A. E.; Lesnik, B.; Haas, R. A. Polychlorinated biphenyls: detection by immunoassay. In Encyclopedia of Environmental Analysis and Remediation; Myers, R. A., Ed.; Wiley: New York, 1998; pp 3798-3814.
38. Lamb, B. T.; Sisodia, S. S.; Lawler, A. M.; Slunt, H. H.; Kitt, C. A.; Kearns, W. G.; Pearson, P. L.; Price, D. L.; Gearhart, J. D. Introduction and expression of the 400 kilobase precursor amyloid protein gene in transgenic mice. Nat. Genet. 1993, 5, 22-30.
39. Lane, P.; Burdet, C.; Hubele, S.; Scheidegger, D.; Muller, U.; McConnell, F.; Kosco-Vilbois, M. B cell function in mice transgenic for mCTLA4-H-gamma-1: Lack of germinal centers correlated with poor affinity maturation and class switching despite normal priming of CD4+ T cells. J. Exp. Med. 1994, 179, 819-830.
40. Lee, N.; Holtzapple, C. K.; Stanker, L. H. Cloning, expression, and characterization of recombinant Fab antibodies against dioxin. J. Agric. Food Chem. 1998, 46, 3381-3388.
41. Lesk, A. M.; Tramontano, A. Antibody structure and structural predictions useful in guiding antibody engineering. In Antibody Engineering: A Practical Guide; Borrebaeck, C. A. K., Ed.; Freeman: New York, 1992; pp 1-38.
42. Lesley, S. A.; Patten, P. A.; PG, S. A genetic approach to the generation of antibodies with enhanced catalytic activities. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 1160-1165.
43. Maniatis, T.; Fritsch, E. F.; Sambrock, J. Molecular Cloning, A Laboratory Manual; Cold Spring Harbor Laboratory: Cold Spring Harbor, NY, 1989.
44. Marks, J. D.; Hoogenboom, H. R.; Bonnert, T. P.; McCafferty, J.; Griffiths, A. D.; Winter, G. By-passing immunization: Human antibodies from V-gene libraries displayed on phage. J. Mol. Biol. 1991, 222, 581-597.
45. Martin, A. C. R. Accessing the Kabat antibody sequence database by computer. Proteins: Struct., Funct. Genet. 1996, 25, 130-133.
46. McFarland, V. A.; Clarke, J. U. Environmental occurrence, abundance, and potential toxicity of polychlorinated biphenyl congeners: considerations for a congener-specific analysis. Environ. Health Perspect. 1989, 81, 225-239.
47. Mes, J.; Conacher, H. B. S.; Malcolm, S. An international study on feasibility of estimating polychlorinated biphenyls by using specific polychlorinated biphenyl congeners. Int. J. Environ. Anal. Chem. 1993, 50, 285-297.
48. Mizutani, R.; Miura, K.; Nakayama, T.; Shimada, I.; Arata, Y.; Satow, Y. Three-dimensional structures of the Fab fragment of murine N1G9 antibody from the primary immune response and of its complex with (4-hydroxy-3-nitrophenyl)acetate. J. Mol. Biol. 1995, 254, 208-222.
49. Nord, M.; Gustafsson, J. A.; Lund, J. Calcium-dependent binding of uteroglobin (PCB-BP/CCSP) to negatively charged phospholipid liposomes. FEBS Lett. 1995, 374, 403-406.
50. Padlan, E. A. Anatomy of the antibody molecule. Mol. Immunol. 1994, 31, 169-217.
51. Radbruch, A.; Zaiss, S.; Kappen, C.; Bruggemann, M.; Beyreuther, K.; Rajewsky, K. Drastic change in idiotypic but not antigen-binding specificity of an antibody by a single amino acid substitution. Nature 1985, 315, 506-508.
52. Recinos, A., 3rd; Silvey, K. J.; Ow, D. J.; Jensen, R. H.; Stanker, L. H. Sequences of cDNAs encoding immunoglobulin heavy- and light-chain variable regions from two antidioxin monoclonal antibodies. Gene 1994, 149, 385-386 (published erratum appears in Gene 1995, 158, 311).
53. Research Triangle Institute. Toxicological Profile for Polychlorinated Biphenyls; Report to the U.S. Department of Health and Human Services, Public Health Services, Agency for Toxic Substances and Disease Registry; 1997.
54. Risby, T. H.; Hsu, T.-B.; Sehnert, S. S.; Bhan, P. Physicochemical parameters of individual hexachlorobiphenyl congeners. Environ. Sci. Technol. 1990, 24, 1680-1687.
55. Rosowsky, A.; Chen, K. K. N.; Lin, M.; Nadel, M. E.; St. Amand, R.; Yeager, S. A. Synthesis of two new heterocyclic ring systems: benzo[3,4]cyclohepta[1,2-d]pyrimidines and benzo[3,4]cyclohepta[2,1-d]pyrimidines (1,2). J. Heterocycl. Chem. 1971, 8, 789-795.
56. Schantz, S. L.; Seo, B. W.; Wong, P. W.; Pessah, I. N. Long-term effects of developmental exposure to 2,2′,3,5′,6-pentachlorobiphenyl (PCB 95) on locomotor activity, spatial learning and memory and brain ryanodine binding. Neurotoxicology 1997, 18, 457-467.
57. Scholthof, K.-B. G.; Zhang, G.; Karu, A. E. Derivation and properties of recombinant Fab antibodies to the phenylurea herbicide diuron. J. Agric. Food Chem. 1997, 45, 1509-1517.
58. H domain: implications for antibody engineering. Protein Eng. 1992, 5, 229-234.
59. Simon, T.; Hirshberg, M.; Winter, G.; Henrick, K. Fv fragment crystal structures of the antibody B1-8 in unliganded form and with bound hapten NIP-CAP; analysis at 2 Å resolution. Immunotechnology (Amsterdam) 1996, 2, 281.
60. Smith, P. K.; Krohn, R. I.; Hermanson, G. T. Measurement of protein using bicinchoninic acid. Anal. Biochem. 1985, 150, 76-85.
61. Stanker, L. Monoclonal antibodies for dioxin: antibody characterization and assay development. Toxicology 1987, 45, 229-243.
62. Tramontano, A.; Lesk, A. M. Common features of the conformations of antigen-binding loops in immunoglobulins and application to modeling loop conformations. Proteins 1992, 13, 231-245.
63. U.S. Department of Health and Human Services. Toxicological Profile for Selected PCBs (Aroclor 1260, 1254, 1248, 1242, 1232, 1221, and 1016); U.S. Department of Health and Human Services, Agency for Toxic Substance and Disease Registry: Washington, DC, 1993.
64. U.S. EPA. Office of solid waste and emergency response (OSWER). Screening for polychlorinated biphenyls by immunoassay (Method 4020); 1996; http://www.epa.gov:80/epaoswer/hazwaste/test/4020.pdf.
65. Walt, D. R.; Dickinson, T. A.; Healey, B. H.; Kauer, J. S.; White, J.; Fiber-optic Array Sensors as an Architecture for an Artificial Nose; Chemical, Biochemical, Environmental Sensors VII: Munich, Germany, 1995.
66. Wedemayer, G. J.; Wang, L. H.; Patten, P. A.; Schultz, P. G.; Stevens, R. C. Crystal structures of the free and liganded form of an esterolytic catalytic antibody. J. Mol. Biol. 1997, 268, 390-400.
67. WHO. The Hazards to Health and Ecological Effects of Persistent Substances in the Environment-Polychlorinated Biphenyls; World Health Organization, Regional Office for Europe: Copenhagen, Denmark, 1975.
68. WHO. Polychlorinated Biphenyls and Terphenyls, 2nd ed.; Dobson, S., van Esch, G. J., Eds.; World Health Organization: Geneva, Switzerland, 1993.
69. Wolff, M. S.; Camann, D.; Gammon, M.; Stellman, S. D. Proposed PCB congener groupings for epidemiological studies. Environ. Health Perspect. 1997, 105, 13-14.
70. Wortberg, M.; Kreissig, S. B.; Jones, G.; Rocke, D. M.; Hammock, B. D. An immunoassay for the simultaneous determination of multiple triazine herbicides. Anal. Chim. Acta 1995, 304, 339-352.
71. Zhao, C. Q.; Anis, N. A.; Rogers, K. R.; Kline, R. H.; Wright, J.; Eldefrawi, A. T.; Eldefrawi, M. E. Fiber optic immunosensor for polychlorinated biphenyls. J. Agric. Food Chem. 1995, 43, 2308-2315.