Evaluation of α-cyanoesters as fluorescent substrates for examining interindividual variation in general and pyrethroid-selective esterases in human liver microsomes

Analytical Biochemistry

Volumn 315, Issue 2, 2003, Pages 208-222

  Wheelock, Craig E ^a   Wheelock, Åsa M ^a   Zhang, Rong ^a   Stok, Jeanette E ^a   Morisseau, Christophe ^a   Le Valley, Susanna E ^b   Green, Carol E ^b   Hammock, Bruce D ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b SRI INTERNATIONAL   (United States)

Author keywords

Cytochrome P450; Esterase; Fluorescent substrate; High throughput assay; Human liver microsomes; Native 2D gel electrophoresis; Pyrethroid

Indexed keywords

AGRICULTURAL CHEMICALS; ELECTROPHORESIS; ENZYMES; ESTERS; FLUORESCENCE; HYDROLYSIS;

2D GEL ELECTROPHORESIS; CYTOCHROME P450; ESTERASE; HIGH-THROUGHPUT ASSAYS; HUMAN LIVER MICROSOMES; PYRETHROIDS;

SUBSTRATES;

1 NAPHTHYL ACETATE; ACETIC ACID 4 METHYLUMBELLIFERYL ESTER; ACETIC ACID DERIVATIVE; BUTYRIC ACID DERIVATIVE; CARBOXYLESTERASE; CYANO 2 NAPHTHYLMETHYL BUTANOATE; CYTOCHROME P450; ESTER DERIVATIVE; HYDROLASE; ISOENZYME; LIVER ENZYME; PYRETHROID; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CORRELATION ANALYSIS; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME SUBSTRATE; FEMALE; FLUORESCENCE; GEL ELECTROPHORESIS; HUMAN; HUMAN CELL; HUMAN TISSUE; HYDROLYSIS; LIVER MICROSOME; MALE; MOUSE; NONHUMAN; PRIORITY JOURNAL;

EID: 0037446204     PISSN: 00032697     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0003-2697(03)00002-2     Document Type: Article

References (44)

1. Satoh T., Hosokawa M. Annu. Rev. Pharmacol. Toxicol. 38:1998;257-288.
2. Satoh T., Taylor P., Borsron W.F., Sanghani S.P., Hosokawa M., La Du B.N. Drug Metab. Dispor. 30:2002;488-493.
3. Senter P.D., Beam K.S., Mixan B., Wahl A.F. Bioconjugate Chem. 12:2001;1074-1080.
4. Senter P.D., Marquardt H., Thomas B.A., Hammock B.D., Frank I.S., Svensson H.P. Cancer Res. 56:1996;1471-1474.
5. Cook C.S., Karabatsos P.J., Schoenhard G.L., Karim A. Pharm. Res. 12:1995;1158-1164.
6. Van de Waterbeemd H., Testa B., Marrel C., Cooper D.R., Jenner P., Marsden C.D. Drug Des. Discovery. 2:1987;135-143.
7. Casida J.E., Gammon D.W., Glickman A.H., Lawrence L.J. Annu. Rev. Pharmacol. Toxicol. 23:1983;413-438.
8. Wallace T.J., Ghosh S., Grogan W.M. Am. J. Respir. Cell. Mol. Biol. 20:1999;1201-1208.
9. Gupta R.C., Dettbarn W.D. Chem.-Biol. Interact. 87:1993;295-303.
10. Epstein L., Bassein S., Zalom F.G. Calif. Agric. 54:2000;14-19.
11. Sogorb M.A., Vilanova E. Toxicol. Lett. 128:2002;215-228.
12. Leng G., Lewalter J., Rohrig B., Idel H. Toxicol. Lett. 107:1999;123-130.
13. Riddles P.W., Schnitzerling H.J., Davey P.A. Anal. Biochem. 132:1983;105-109.
14. Butte W., Kemper K. Toxicol. Lett. 107:1999;49-53.
15. Shan G., Hammock B. Anal. Biochem. 299:2001;54-62.
16. Ashour M.-B.A., Harshman L.G., Hammock B.D. Pestic. Biochem. Physiol. 29:1987;97-111.
17. Pindel E.V., Kedishvili N.Y., Abraham T.L., Brzezinski M.R., Zhang J., Dean R.A., Borson W.F. J. Biol. Chem. 272:1997;14769-14775.
18. Shan G., Stoutamire D.W., Wengatz I., Gee S.J., Hammock B.D. J. Agric. Food Chem. 47:1999;2145-2155.
19. Wheelock C.E., Colvin M.E., Uemura I., Olmstead M.M., Nakagawa Y., Sanborn J.R., Jones A.D., Hammock B.D. Use of ab initio calculations to predict carboxylesterase inhibitor potency. J. Med. Chem. 45:2002;5576-5593.
20. Wheelock C.E., Severson T.F., Hammock B.D. Chem. Res. Toxicol. 14:2001;1563-1572.
21. Gassman P.G., Talley J.J. Tetrahedron Lett. 40:1978;3773-3776.
22. Nellaiah H., Morisseau C., Archelas A., Furstoss R., Baratti J.C. Biotechnol. Bioeng. 49:1996;70-77.
23. Bradford M.B. Anal. Biochem. 72:1976;248-254.
24. Ljungquist A., Augustinsson K.B. Eur. J. Biochem. 23:1971;303-313.
25. Van Asperen K. J. Insect. Physiol. 8:1962;401-416.
26. Laemmli U. Nature. 227:1970;680-685.
27. Towbin H., Staehlin T., Gordon J. Proc. Natl. Acad. Sci. USA. 76:1979;4350-4354.
28. Omura T., Sato R. J. Biol. Chem. 239:1964;2370-2378.
29. Greenlee W., Poland A. J. Pharmacol. Exp. Ther. 205:1978;596-605.
30. Pohl R.J., Fouts J.R. Anal. Biochem. 107:1980;150-155.
31. Kronbach T., Mathys D., Gut J., Catin T., Meyer U. Anal. Biochem. 162:1987.
32. Goldstein J., Faletto M., Romkes-Sparks M., Sullivan T., Kitareean S., Raucy J., Lasker J., Ghanayem B. Biochemistry. 33:1994;1743-1752.
33. Pearce R.E., McIntyre C.J., Madan A., Sanzgiri U., Draper A.J., Bullock P.L., Cook D.C., Burton L.A., Latham J., Nevins C., Parkinson A. Arch. Biochem. Biophys. 331:1996;145-169.
34. Wixtrom R.N., Hammock B.D. Zakim D., Vessey D.A. Biochemical Pharmacology and Toxicology, vol. 1: Methodological Aspects of Drug Metabolizing Enzymes. 1985;1-93 Wiley, New York.
35. Yan J.X., Walt R., Berkelman T., Harry R.A., Westbrook J.A., Wheeler C.H., Dunn M.J. Electrophoresis. 21:2000;3666-3672.
36. Huang T.L., Villalobos S.A., Hammock B.D. J. Pharm. Pharmacol. 45:1993;458-465.
37. Davies J.H. Leahey J.P. The Pyrethroid Insecticides. 1985;1-41 Taylor & Francis, Philadelphia.
38. Hosokawa M., Endo T., Fujisawa M., Hara S., Iwata N., Sato Y., Satoh T. Drug Metabol. Dispor. 23:1995;1022-1027.
39. Huang T.L., Shiotsuki T., Uematsu T., Borhan B., Li Q.X., Hammock B.D. Pharmaceu. Res. 13:1996;1495-1500.
40. Buchwald P., Bodor N. Pharmazie. 57:2002;87-93.
41. Lund-Pero M., Jeppson B., Arneklo-Nobin B., Sjogren H.O., Holmgren K., Pero R.W. Clin. Chim. Acta. 224:1994;9-20.
42. Ashour M.B.A., Hammock B.D. Biochem. Pharmacol. 36:1987;1869-1879.
43. Lomolino G., Lante A., Crapisi A., Spettoli P., Curioni A. Electrophoresis. 22:2001;1021-1023.
44. Foster S.P., Devonshire A.L. Pestic. Sci. 55:1999;810-814.