Effect of crown ether ring size on binding and fluorescence response to saxitoxin in anthracylmethyl monoazacrown ether chemosensors

Canadian Journal of Chemistry

Volumn 84, Issue 10, 2006, Pages 1273-1279

  Mao, Hua ^a   Thorne, John B ^a   Pharr, Jennifer S ^a   Gawley, Robert E ^a  

^a UNIVERSITY OF ARKANSAS   (United States)

Author keywords

Anthracene; Binding constants; Chemosensors; Crown ethers; Paralytic shellfish poison (PSP); Saxitoxin

Indexed keywords

BINDING CONSTANTS; CHEMOSENSORS; MACROCYCLIZATION; PARALYTIC SHELLFISH POISON (PSP); SAXITOXIN;

ANTHRACENE; BIOASSAY; CHEMICAL SENSORS; FLUORESCENCE;

CROWN ETHERS;

ANTHRACENE; ANTHRACENE DERIVATIVE; ANTHRACYLMETHYL; CROWN ETHER DERIVATIVE; ETHER; SAXITOXIN; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BIOASSAY; CYCLIZATION; FLUORESCENCE; SHELLFISH; SYNTHESIS;

EID: 33847662417     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/V06-093     Document Type: Article

References (17)

1. J. Tibbets. Environ. Health Persp. 106, A326 (1998).
2. L.M. Botana (Editor). Seafood and freshwater toxins: Pharmacology, physiology, and detection. Marcel Dekker, New York. 2000.
3. M.A. Quilliam. J. AOAC Int. 80, 131 (1997).
4. P. Kele, J. Orbulescu, T.L. Calhoun, R.E. Gawley, and R.M. Leblanc. Tetrahedron Lett. 43, 4413 (2002).
5. R.E. Gawley, S. Pinet, C.M. Cardona, P.K. Datta, T. Ren, W.C. Guida, J. Nydick, and R.M. Leblanc. J. Am. Chem. Soc. 124, 13448 (2002).
6. R.E. Gawley, M. Shanmugasundaram, J.B. Thorne, and R.M. Tarkka. Toxicon, 45, 783 (2005); Erratum, 46, 477 (2005).
7. C.Y. Kao. Pharmacol. Rev. 18, 211 (1966).
8. C.Y. Kao. In Molecular basis of drug action. Edited by T.P. Singer and R.N. Ondarza. Elsevier, Amsterdam. 1981. pp. 283-297.
9. K. Madan and D.J. Cram. J. Chem. Soc. Chem. Commun. 427 (1975).
10. K.P. Kyba, R.C. Helgeson, K. Madan, G.W. Gokel, T.L. Tarnowski, S.S. Moore, and D.J. Cram. J. Am. Chem. Soc. 99, 2564 (1977).
11. R.A. Bissell, E. Calle, A.P. de Silva, S.A. de Silva, H.Q.N. Gunaratne, J.-L. Habib-Jiwan, S.L.A. Peiris, R.A.D.D. Rupasinghe, T.K.S.D. Samarasinghe, K.R.A.S. Sandanayake, and J.-P. Soumillion. J. Chem. Soc. Perkin Trans. 2, 1559 (1992).
12. B.A. Burkett and T.H. Chan. Synthesis, 1007 (2004).
13. H.M. Colquhoun, E.P. Goodings, J.M. Maud, J.F. Stoddart, J.B. Wolstenholme, and D.J. Williams. J. Chem. Soc. Perkin Trans. 2, 607 (1985).
14. P. Bandyopadhyay, P. Bandyopadhyay, and S.L. Regen. J. Am. Chem. Soc. 124, 11254 (2002).
15. K.A. Connors. In Binding constants: The measurement of molecular complex stability. Wiley-Interscience, New York. 1987. pp. 339-343.
16. R.A. Bissell, A.P. de Silva, H.Q.N. Gunaratne, P.L.M. Lynch, G.E.M. Maguire, C.P. McCoy, and K.R.A.S. Sandanayake. Top. Curr. Chem. 168, 223 (1993).
17. R.E. Gawley, Q. Zhang, P.I. Higgs, S. Wang, and R.M. Leblanc. Tetrahedron Lett. 40, 5461 (1999); Erratum, 40, 6135 (1999).