Development of saxitoxin-conjugated affinity gels

Bioconjugate Chemistry

Volumn 17, Issue 2, 2006, Pages 459-465

  Watanabe, Ryuichi ^a   Samusawa Saito, Ritsumi ^a   Oshima, Yasukatsu ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLATION; GELS; PROTEINS;

'CURRENT; AFFINITY GELS; AGAROSE GEL; FOOD POISONING; HIGHER YIELD; HUMAN BODIES; NATURAL ENVIRONMENTS; SEPHAROSE 4B; SODIUM CHANNEL; SYNTHESIZED DERIVATIVES;

AFFINITY CHROMATOGRAPHY;

11 (2 CARBOXYETHYLTHIO)SAXITOXIN; 13 O HEMISUCCINYLDECARBAMOYLSAXITOXIN; AGAROSE; AMINE; BINDING PROTEIN; CARBON; REAGENT; SAXITOXIN; SODIUM CHANNEL; UNCLASSIFIED DRUG;

ACETYLATION; AFFINITY CHROMATOGRAPHY; ANIMAL CELL; ARTICLE; BULLFROG; CELL LINE; CHEMICAL STRUCTURE; CONCENTRATION PROCESS; CONJUGATION; FOOD POISONING; GEL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOUSE; NONHUMAN; PLASMA; PUFFER FISH; REACTION ANALYSIS;

ANIMALIA; BIVALVIA; RANA CATESBEIANA; TETRAODONTIDAE;

EID: 33645471171     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc049699e     Document Type: Article

References (35)

1. Oshima, Y., Bolch, C. J., and Hallengraeff, G. M. (1992) Toxin composition of resting cysts of Alexandrium tamarense (dinophyceae). Toxicon 30, 1539-1544.
2. Chang, F. H., Anderson, D. M., Kulis, D. M., and Till, D. G. (1997) Toxin production of Alexandrium minutum (Dinophyceae) from the bay of plenty, New Zealand. Toxicon 35, 393-409.
3. Harada, T., Oshima, Y., Kamiya, H., and Yasumoto, T. (1982) Confirmation of paralytic shellfish toxins in the dinoflagellate Pyrodinium bahamense var. compressa and bivalves in Palau. Nippon Suisan Gakkaishi 48, 821-825.
4. Takatani, T., Morita, T., Anami, A., Akaeda, H., Kamijo, Y., Tsutsumi, K., and Noguchi, T. (1998) Appearance of Gymnodinium catenatum in association with the toxification of bivalves in kamae, Oita prefecture, Japan. J. Food Hyg. Soc. Jpn. 39, 275-280.
5. Oshima, Y., Blackburn, S. I., and Hallengraeff, G. M. (1993) Comparative study on paralytic shellfish toxin profiles of the dinoflagellate Gymnodinium catenatum from three different countries. Mar. Biol. 116, 471-416.
6. Mahmood, N. A., and Carmichael, W. W. (1986) Paralytic shellfish poisons produced by the freshwater cyanobacterium Aphanizomenon Flos-aquae NH-5. Toxicon 24, 175-186.
7. Negri, A. P., Jones, G. J., and Hindmarsh, M. (1995) Sheep mortality associated with paralytic shellfish poisons from the cyanobacterium Anabaena circinalis. Toxicon 33, 1321-1329.
8. Carmichael, W. W., Evans, W. R., Yin, Q. Q., Bell, P., and Moczydlowski, E. (1997) Evidence for paralytic shellfish poisons in the freshwater cyanobacterium Lyngbya wollei (Farlow ex Gomot) comb. nov. Appl. Environ. Microbiol. 63, 3104-3110.
9. Pomati, F., Sacchi, S., Rossetti, C., Giovannardi, S., Onodera, H., Oshima, Y., and Neilan, B. A. (2000) The freshwater cyanobacterium Planktothrix sp. FP1: molecular identification and detection of paralytic shellfish poisoning toxins. J. Phycol. 36, 553-562.
10. Bricelj, V. M., and Shumway, S. E. (1998) Paralytic shellfish toxins in bivalve mollusks: occurrence, transfer kinetics, and biotransformation. Rev. Fish. Sci. 6, 315-383.
11. Cestéle, S., and Catterall, W. A. (2000) Molecular mechanisms of neurotoxin action on voltage-gated sodium channels. Biochimie 82, 883-892.
12. Kao, C. Y. (1993) Paralytic shellfish poisoning. Algal toxins in seafood and drinking water (Falconer, I. R., Ed.) pp 75-86, Chapter 4, Academic Press, San Diego.
13. Kao, C. Y. (1986) Structure-activity relations of tetrodotoxin, saxitoxin, and analogues. Ann. N. Y. Acad. Sci. 479, 52-67.
14. Kawatsu, K., Hamano, Y., Sugiyama, A., Hashizume, K., and Noguchi, T. (2002) Development and application of an enzyme immunoassay based on a monoclonal antibody against gonyautoxin components of paralytic shellfish poisoning toxins. J. Food Prot. 65, 1304-1308.
15. Bürk, C., Usleber, E., Dietrich, R., and Märtlbauer, E. (1995) Production and characterization of antibodies against neosaxitoxin utilizing a novel immunogen synthesis procedure. Food Agric. Immunol. 7, 315-322.
16. Kralovec, J. A., Laycock, M. V., Richards, R., and Usleber, E. (1996) Immobilization of small molecules on solid matrixes: a novel approach to enzyme-linked immunosorbent assay screening for saxitoxin and evaluation of anti-saxitoxin antibodies. Toxicon 34, 1127-1140.
17. Sako, Y., Yoshida, T., and Uchida, A. (2001) Purification and characterization of sulfotransferase specific to N-21 of saxitoxin and gonyautoxin 2+3 from the toxic dinoflagellate Gymnodinium catenatum (Dinophyceae). J. Phycol. 37, 1044-1051.
18. Sullivan, J. J., Iwaoka, W. T., and Liston, J. (1983) Enzymatic transformation of PSP toxins in the littleneck clam (Protothaca staminea). Biochem. Biophys. Res. Commun. 114, 465-472.
19. Shimizu, Y., and Yoshioka, M. (1981) Transformation of paralytic shellfish toxins as demonstrated in scallop homogenates. Science 212, 547-549.
20. Oshima, Y. (1995) Chemical and enzymatic transformation of paralytic shellfish toxins in marine organisms. Harmful Marine Algal Blooms (Lassus, P., Arzul, G., Erard, E., Gentien, P., Marcaillou, C., Eds.) pp 475-480, Lavoisier, Paris.
21. Mahar, J., Lukacs, G. L., Li, Y., Hall, S., and Moczydlowski, E. (1991) Pharmacological and biochemical properties of saxiphilin, a soluble saxitoxin-binding protein from the bullfrog (Rana catesbeiana). Toxicon 29, 53-71.
22. Yotsu-Yamashita, M., Sugimoto, A., Terakawa, T., Shoji, Y., Miyazawa, T., and Yasumoto, T. (2001) Purification, characterization and cDNA cloning of a novel soluble saxitoxin and tetrodotoxin binding protein from plasma of the pufferfish Fugu pardalis. Eur. J. Biochem. 268, 5937-5946.
23. Andrinolo, D., Michea, L. F., and Lagos, N. (1997) Toxic effects, pharmacokinetics and clearance of saxitoxin, a component of paralytic shellfish poison (PSP) in cats. Toxicon 37, 447-464.
24. Gessner, B. D., Bell, P., Doucette, G. J., Moczydlowski, E., Poli, M. A., Dolah, F. V., and Hall, S. (1997) Hypertension and identification of toxin in human urine and serum following a cluster of mussel-associated paralytic shellfish poisoning outbreaks. Toxicon 35, 711-722.
25. Onodera, H., Oshima, Y., Watanabe, M. F., Watanabe, M., Bolch, C. J., Blackburn, S., and Yasumoto, T. (1996) Screening of paralytic shellfish toxins in freshwater cyanobacteria and chemical confirmation of the toxins in cultured Anabaena circinalis from Australia. Harmful and toxic algal blooms (Yasumoto, T., Oshima, Y., Fukuyo, Y., Eds.) pp 563-566, IOC-UNESCO, Paris.
26. Oshima, Y. (1995) Postcolumn derivatization liquid chromatography method for paralytic shellfish toxins. J. AOAC Int. 78, 528-532.
27. Sato, S., Sakai, R., and Kodama, M. (2000) Identification of thioether intermediates in the reductive transformation of gonyautoxins into saxitoxins by thiols. Bioorg. Med. Chem. Lett. 10, 1787-1789.
28. Manger, R. L., Leja, L. S., Lee, S. Y., Hungerford, J. M., and Wekell, M. M. (1993) Tetrazolium-based cell bioassay for marine toxins active on voltage sensitive sodium channels, semiautomated assay for saxitoxins, brevetoxins, and ciguatoxins. Anal. Biochem. 214, 190-194.
29. Li, Y., and Moczydlowski, E. G. (1991) Purification and partial sequencing of Saxiphilin, a saxitoxin-binding protein from bullfrog, reveals homology to transferrin. J. Biol. Chem. 266, 15481-15487.
30. Laemmli, U. K. (1970) Cleavage of structural proteins during the assembly of the head bacteriophage T4. Nature 227, 680-685
31. Wichmann, C. F., Niemczura, W. P., Schnoes, H. K., Hall, S., Reichardt, P. B., and Darling, S. D. (1981) Structures of two novel toxins from Protogonyaulax. J. Am. Chem. Soc. 103, 6977-6978.
32. Koehn, F. E., Ghazarossian, V. E., Schantz, E. J., Schnoes, H. K., and Strong, F. M. (1981) Derivatives of Saxitoxin. Bioorg. Chem. 10, 412-428.
33. Shimizu, Y. (1984) Paralytic shellfish poisons. Progress in the chemistry of organic natural products 45, 235-264.
34. Llewellyn, L. E., Bell, P. M., and Moczydlowski, E. G. (1997) Phylogenetic survey of soluble saxitoxin-binding activity in pursuit of the function and molecular evolution of saxiphilin, a relative of transferrin. Proc. R. Soc. London B 264, 891-902.
35. Usleber, E., Dietrich, R., Bürk, C., Schneider, E., and Märtlbauer, E. (2001) Immunoassay methods for paralytic shellfish poisoning toxins. J. AOAC Int. 84, 1649-1656.