Kinetic analysis of the interaction between yessotoxin and analogues and immobilized phosphodiesterases using a resonant mirror optical biosensor

Chemical Research in Toxicology

Volumn 18, Issue 7, 2005, Pages 1155-1160

  Pazos, Ma José ^a   Alfonso, Amparo ^a   Vieytes, Mercedes R ^a   Yasumoto, Takeshi ^b   Botana, Luis M ^a,c  

^a UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

^b JAPAN FOOD RESEARCH LABORATORIES   (Japan)

^c Community Reference Laboratory of Marine Biotoxins ^*  (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

45 HYDROXYYESSOTOXIN; CARBOXYYESSOTOXIN; CYCLIC AMP; PHOSPHODIESTERASE; UNCLASSIFIED DRUG; YESSOTOXIN; YESSOTOXIN 45 A METHOXY A TRIFLUOROMETHYLPHENYLACETATE;

ARTICLE; BINDING AFFINITY; BINDING KINETICS; CELL LEVEL; CHEMICAL INTERACTION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; DISSOCIATION CONSTANT; ENZYME ACTIVITY; LYMPHOCYTE; OPTICAL BIOSENSOR; PROTEIN BINDING; TOXIN ANALYSIS;

BIOSENSING TECHNIQUES; ENZYMES, IMMOBILIZED; ETHERS, CYCLIC; KINETICS; LIGANDS; MOLECULAR STRUCTURE; OXOCINS; PHOSPHORIC DIESTER HYDROLASES;

CELLULAR ORGANISMS; DINOPHYCEAE;

EID: 22544481732     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx050035i     Document Type: Article

References (23)

1. Terao, K., Ito, E., Oarada, M., Murata, M., and Yasumoto, T. (1990) Histopathological studies on experimental marine toxin poisoning: 5. The effects in mice of yessotoxin isolated from Patinopecten yessoensis and of a desulfated derivative. Toxicon 28, 1095-1104.
2. Quilliam, M. A. (1999) Phycotoxins. J. AOAC Int. 82, 773-781.
3. Ogino, H., Kumagai, M., and Yasumoto, T. (1997) Toxicologic evaluation of yessotoxin. Nat. Toxins 5, 225-229.
4. Murata, M., Kumagai, M., Lee, J. S., and Yasumoto, T. (1987) Isolation and structure of Yessotoxin, a novel polyether compound implicated in diarrhetic shellfish poisoning. Tetrahedron Lett. 28, 5869-5872.
5. Satake, M., Terasawa, K., Kadowaki, Y., and Yasumoto, T. (1996) Relative configuration of yessotoxin and isolation of two new analogs from toxic scallops. Tetrahedron Lett. 37, 5955-5958.
6. Takahashi, H., Kusumi, T., Ran, Y., Satake, M., and Yasumoto, T. (1996) Determination of the absolute configuration of yessotoxin, a polyether compound implicated in diarrhetic shellfish poisoning, by NMR spectroscopic method using a chiral anisotropic reagent, methoxy-(2-naphthyl)acetic acid. Tetrahedron Lett. 37, 7087-7090.
7. Ciminiello, P., Fattorusso, E., Forino, M., Poletti, R., and Viviani, R. (2000) Structure determination of carboxyhomoyessotoxin, a new yessotoxin analogue isolated from adriatic mussels. Chem. Res. Toxicol. 13, 770-774.
8. Satake, M., Tubaro, A., Lee, J. S., and Yasumoto, T. (1997) Two new analogues of yessotoxin, homoyessotoxin and 45-hydroxyhomoyessotoxin, isolated from mussels of the Adriatic Sea. Nat. Toxins 5, 107-110.
9. Morohashi, A., Satake, M., Oshima, Y., and Yasumoto, T. (2000) Absolute configuration at C45 in 45-hydroxyyessotoxin, a marine polyether toxin isolated from shellfish. Biosci. Biotechnol. Biochem. 64, 1761-1763.
10. Aune, T., Sorby, R., Yasumoto, T., Ramstad, H., and Landsverk, T. (2001) Comparasion of oral and intraperitoneal toxicity of yessotoxin towards mice. Toxicon 40, 77-82.
11. Draisci, R., Lucentini, L., and Mascioni, A. (2000) Pectenotoxins and yessotoxins: chemistry, toxicology, pharmacology, and analysis. In Seafood and Freshwater Toxins: Pharmacology, Physiology and Detection (Botana, L. M., Ed.) pp 289-324, Marcel Dekker: New York.
12. Huang, J. M., Wu, C. H., and Baden, D. G. (1984) Depolarization action of a red-tide dinoflagellate brevetoxin on axonal membranes. J. Pharmacol. Exp. Ther. 229, 615-621.
13. Inoue, M., Hirama, M., Satake, M. S., Ugiyama, K., and Yasumoto, T. (2003) Inhibition of brevetoxin binding to the voltage-gated sodium channel by gambierol and gambieric acid-A. Toxicon 41, 469-474.
14. De La Rosa, L. A., Alfonso, A., Vilariño, N., Vieytes, M. R., Yasumoto, T., and Botana, L. M. (2001) Modulation of cytosolic calcium levels of human lymphocytes by yessotoxin, a novel marine phycotoxin. Biochem. Pharmacol. 61, 827-833.
15. De La Rosa, L. A., Alfonso, A., Vilariño, N., Vieytes, M. R., Yasumoto, T., and Botana, L. M. (2001) Maitotoxin-induced calcium entry in human lymphocytes-modulation by yessotoxin, Ca+2 channel blockers and kinases. Cell. Signalling 13, 711-716.
16. Ramstad, H., Hovgaard, P., Yasumoto, T., Larsen, S., and Aune, T. (2001) Monthly variations in diarrhetic toxins and yessotoxin in shellfish from coast to the inner part of the Sognefjord, Norway. Toxicon 39, 1035-1043.
17. Alfonso, A., De La Rosa, L. A., Vieytes, M. R., Yasumoto, T., and Botana, L. M. (2003) Yessotoxin a novel phycotoxin, activates phosphodiesterase activity. Effect of yessotoxin on cAMP levels in human lymphocytes. Biochem. Pharmacol. 65, 193-208.
18. Pazos, M., Alfonso, A., Vieytes, M., Yasumoto, T., Vieites, J., and Botana, L. (2004) Resonant mirror biosensor detection method based on yessotoxin-phosphodiesterase interactions. Anal. Biochem. 335, 112-118.
19. Malmqvist, M. (1993) Biospecific interaction analysis using biosensor technology. Nature 361, 186-187.
20. Davies, R. J., Edwards, P. R., Watts, H. J., Lowe, C. R., Buckle, P. E., Yeung, D. K. T. M., and Pollard-Knight, D. V. (1994) The resonant mirror: a versatile tool for the study of biomolecular interactions. In Techniques in Protein Chemestry V (Crabb, J. B., Ed.) pp 285-292, Academic Press: San Diego, CA.
21. Iasys (1997) Immobilization protocols. A guide to the selection of sensor surfaces. Affinity Sensors, U.K.
22. Terao, K., Ito, E., Yanagi, T., and Yasumoto, T. (1986) Histopathological studies on experimental marine toxin poisoning. Ultrastructural changer in the small intestine and liver of suckling mice induced by dinophysistoxin-1 and pectenotoxin-1. Toxicon 24, 1141-1151.
23. Tubaro, A., Sosa, S., Carbonatto, M., Altinier, G., Vita, F., Melato, M., Satake, M., and Yasumoto, T. (2003) Oral and intraperitoneal acute toxicity studies of yessotoxin and homoyessotoxins in mice. Toxicon 41, 783-792.