Transfer of orlistat through oil-water interfaces

Chemistry and Physics of Lipids

Volumn 119, Issue 1-2, 2002, Pages 41-49

  Tiss, Ali ^a   Lengsfeld, Hans ^b   Hadváry, Paul ^b   Cagna, Alain ^c   Verger, Robert ^a  

^a Centre National de la Recherche Scientifique   (France)

^b F HOFFMANN LA ROCHE LTD   (Switzerland)

^c Société Interfacial Technology Concept   (France)

Author keywords

Bile salt; Interface; Oil drop; Orlistat

Indexed keywords

BETA LACTOGLOBULIN; BILE SALT; COLIPASE; HUMAN SERUM ALBUMIN; LIPID; LIPID EMULSION; OIL; TETRAHYDROLIPSTATIN; TRIACYLGLYCEROL LIPASE; WATER;

AQUEOUS SOLUTION; ARTICLE; DIGESTION; DRUG TRANSPORT; EMULSION; ENZYME ASSAY; PRIORITY JOURNAL; RADIOACTIVITY;

ANIMALS; BILE ACIDS AND SALTS; COLIPASES; EMULSIONS; ENZYME INHIBITORS; HUMANS; KINETICS; LACTOGLOBULINS; LACTONES; LIPASE; PANCREAS; SERUM ALBUMIN; SOYBEAN OIL; SURFACE PROPERTIES; SWINE; WATER;

EID: 0036775040     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-3084(02)00051-8     Document Type: Article

References (28)

1. Bezzine S., Ferrato F., Ivanova M.G., Lopez V., Verger R., Carriere F. Human pancreatic lipase: colipase dependence and interfacial binding of lid domain mutants. Biochemistry. 38:1999;5499-5510.
2. Borgström B. Mode of action of tetrahydrolipstatin: a derivative of the naturally occuring lipase inhibitor lipstatin. Biochim. Biophys. Acta. 962:1988;308-316.
3. Borgström B., Erlanson-Albertsson C. Pancreatic lipase and colipase. Interactions and effects of bile salts and other detergents. Eur. J. Biochem. 37:1973;60-68.
4. Borgström B., Erlanson C. Interactions of serum albumin and other proteins with pancreatic lipase. Gastroenterology. 75:1978;382-386.
5. Borgström B., Erlanson C. Pancreatic colipase. Borgström B., Brockman H.L., Lipases. 1984;151-183 Elsevier, Amsterdam.
6. Brockerhoff H. On the function of bile salts and proteins as cofactor of lipase. J. Biol. Chem. 246:1971;5828-5831.
7. Carrière F., Renou C., Ransac S., Lopez V., De Caro J., Ferrato F., De Caro A., Fleury A., Sanwald-Ducray P., Lengsfeld H., Beglinger C., Hadvàry P., Verger R., Laugier R. Inhibition of gastrointestinal lipolysis by Orlistat during digestion of test meals in healthy volunteers. Am. J. Physiol. Gastrointest Liver Physiol. 281:2001;G16-G28.
8. Chapus C., Desnuelle P., Fogglizzo E. Stabilization of the C-terminal part of pig and horse colipase by carboxypeptidase and trypsin inhibitors. Eur. J. Biochem. 115:1981;99-105.
9. Cudrey C., van Tilbeurgh H., Gargouri Y., Verger R. Inactivation of pancreatic lipases by amphiphilic reagents 5-(Dodecyldithio)-2-nitrobenzoic acid and tetrahydrolipstatin. Dependence upon partitioning between micellar and oil phases. Biochemistry. 32:1993;13800-13808.
10. Erlinger S. Physiology of bile secretion and enterohepatic circulation. Johnson L.R., Physiology of Gastrointestinal Tract. second ed. 1987;1557-1580 Raven Press, New York.
11. Gargouri Y., Julien R., Sugihara A., Verger R., Sarda L. Inhibition of pancreatic and microbial lipases by proteins. Biochim. Biophys. Acta. 795:1984;326-331.
12. Gargouri Y., Chahinian H., Moreau H., Ransac S., Verger R. Inactivation of pancreatic and gastric lipases by THL and C12:0-TNB: a kinetic study with emulsified tributyrin. Biochim. Biophys. Acta. 1085:1991;322-328.
13. Güzelhan C., Odink J., Jansen-Zuidema J.J.N., Hartmann D. Influence of dietary composition on the inhibition of fat absorption by orlistat. J. Int. Med. Res. 22:1994;255-265.
14. Hadvàry P., Lengsfeld H., Wolfer H. Inhibition of pancreatic lipase in vitro by the covalent inhibitor tetrahydrolipstatin. Biochem. J. 256:1988;357-361.
15. Hauptman J., Jeunet F., Hartmann D. Initial studies in humans with the novel gastrointestinal lipase inhibitor, Ro 18-0647 (tetrahydrolipstatin). Am. J. Clin. Nutr. 55:1992;309S-313S.
16. Hogan S., Fleury A., Hadvàry P., Lengsfeld H., Meier M.K., Triscari J., Sullivan A.C. Studies on the antiobesity activity of tetrahydrolipstatin, a potent and selective inhibitor of pancreatic lipase. Int. J. Obes. 11:(Suppl 3):1987;35-42.
17. Labourdenne S., Gaudry-Rolland N., Letellier S., Lin M., Cagna A., Esposito G., Verger R., Rivière C. The oil-drop tensiometer: potential applications for studying the kinetics of (phospho)lipase action. Chem. Phys. Lipids. 71:1994;163-173.
18. Lüthi-Peng Q., Winkler F.K. Large spectral changes accompany the conformational transition of human pancreatic lipase induced by acylation with the inhibitor tetrahydrolipstatin. Eur. J. Biochem. 205:1992;383-390.
19. Meier M.K., Blum-Kählin D., Bremer K., Isler D., Joly P., Keller-Rupp P., Lengsfeld H. Preclinical profile of the lipase inhibitor tetrahydrolipstatin (Ro 18-0647, THL), a potential drug for the treatment of obesity. Int. J. Obes. 15:1991;31.
20. Momsen W.E., Brockmann H.L. Effect of colipase and taurodeoxycholate on the catalytic and physical properties of pancreatic lipase B at an oil-water interface. J. Biol. Chem. 251:1976;378-383.
21. Ransac S., Gargouri Y., Moreau H., Verger R. Inactivation of pancreatic and gastric lipases by tetrahydrolipstatin and alkyl-dithio-5-(2-nitrobenzoic acid). A kinetic study with 1,2-didecanoyl-sn-glycerol monolayers. Eur. J. Biochem. 202:1991;395-400.
22. Rotenberg M., Rubin M., Bor A., Meyuhas D., Talmon Y., Lichtenberg D. Physico-chemical characterization of Intralipid™ emulsions. Biochim. Biophys. Acta. 1086:1991;265-272.
23. Rouard M., Sari H., Nurit S., Entressangles B., Desnuelle P. Inhibition of pancreatic lipase by mixed micelles of diethyl p-nitrophenyl phosphate and the bile salts. Biochim. Biophys. Acta. 530:1978;227-235.
24. Sarda L., Desnuelle P. Action de la lipase pancréatique sur les esters en émulsion. Biochim. Biophys. Acta. 30:1958;513-521.
25. Tiss A., Ransac S., Lengsfeld H., Hadvàry P., Cagna A., Verger R. Surface behaviour of bile salts and tetrahydrolipstatin at air/water and oil/water interfaces. Chem. Phys. Lipids. 111:2001;73-85.
26. Verger R. Pancreatic lipases. Borgström B., Brockman H.L., Lipases. 1984;83-149 Elsevier, Amsterdam.
27. Verger R. Interfacial activation of lipases: facts and artifacts. TIBS Technol. 15:1997;32-38.
28. Zhi J., Mulligan T., Hauptman J. Long-term systemic exposure of orlistat, a lipase inhibitor, and its metabolites in obese patients. J. Clin. Pharmacol. 39:1999;41-46.