Human lysosomal acid lipase/cholesteryl ester hydrolase and human gastric lipase: Site-directed mutagenesis of Cys227 and Cys236 results in substrate-dependent reduction of enzymatic activity

Journal of Lipid Research

Volumn 38, Issue 9, 1997, Pages 1896-1905

  Lohse, Peter ^a   Lohse, Pia ^a   Chahrokh Zadeh, Soheyla ^a   Seidel, Dietrich ^a  

^a LUDWIG MAXIMILIANS UNIVERSITY   (Germany)

Author keywords

Catalytic site; Lipid metabolism; Lipid enzyme interaction; Serine hydrolase; Structure function relationships; Sulfhydryl enzyme

Indexed keywords

ACID LIPASE; CHOLESTEROL ESTERASE; CHOLESTEROL OLEATE; CYSTEINE; LONG CHAIN TRIACYLGLYCEROL; SERINE DEHYDRATASE; SERINE PROTEINASE; THIOL DERIVATIVE; TRIACYLGLYCEROL LIPASE; TRIOLEIN;

ALPHA HELIX; AMINO ACID ANALYSIS; AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; ARTICLE; CHEMICAL MODIFICATION; CHIMERA; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME SPECIFICITY; ENZYME SUBSTRATE; HUMAN; HUMAN CELL; HYDROLYSIS; HYDROPHOBICITY; LIPID METABOLISM; LYSOSOME; PRIORITY JOURNAL; SITE DIRECTED MUTAGENESIS; STRUCTURE ACTIVITY RELATION;

AMINO ACID SEQUENCE; ANIMALS; BASE SEQUENCE; CELL LINE; CHOLESTEROL ESTERASE; CHOLESTEROL ESTERS; COS CELLS; CYSTEINE; DNA, COMPLEMENTARY; HUMANS; LIPASE; LYSOSOMES; MOLECULAR SEQUENCE DATA; MUTAGENESIS, SITE-DIRECTED; RATS; STOMACH; SUBSTRATE SPECIFICITY; TRANSFECTION; TRIGLYCERIDES; TRIOLEIN;

EID: 0030863331     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (46)

1. Fowler, S. D., and W. J. Brown. 1984. Lysosomal acid lipase. In Lipases. B. Borgström and H. L. Brockman, editors. Elsevier Science Publishers, Amsterdam. 329-364.
2. Assmann, G., and U. Seedorf. 1995. Acid lipase deficiency: Wolman disease and cholesteryl ester storage disease. In The Metabolic and Molecular Bases of Inherited Disease. C. R. Scriver, A. L. Beaudet, W. S. Sly, and D. Valle, editors. McGraw-Hill, Inc., New York. 2563-2587.
3. Sando, G. N., and L. M. Rosenbaum. 1985. Human lysosomal acid lipase/cholesteryl ester hydrolase. Purification and properties of the form secreted by fibroblasts in microcarrier culture. J. Biol. Chem. 260: 15186-15193.
4. Anderson, R. A., and G. N. Sando. 1991. Cloning and expression of cDNA encoding human lysosomal acid lipase/cholesteryl ester hydrolase. J. Biol. Chem. 266: 22479-22484.
5. Bodmer, M. W., S. Angal, G. T. Yarranton, T. J. R. Harris, A. Lyons, D. J. King, G. Pieroni, C. Riviere, R. Verger, and P. A. Lowe. 1987. Molecular cloning of a human gastric lipase and expression of the enzyme in yeast. Biochim. Biophys. Acta. 909: 237-244.
6. Docherty, A. J. P., M. W. Bodmer, S. Angal, R. Verger, C. Riviere, P. A. Lowe, A. Lyons, J. S. Emtage, and T. J. R. Harris. 1985. Molecular cloning and micleotide sequence of rat lingual lipase. Nucleic Acids Res. 13: 1891-1903.
7. Moreau, H., A. Moulin, Y. Gargouri, J-P. Noel, and R. Verger. 1991. Inactivation of gastric and pancreatic lipases by diethyl p-nitrophenyl phosphate. Biochemistry. 30: 1037-1041.
8. Sheriff, S., H. Du, and G. A. Grabowski. 1995. Characterization of lysosomal acid lipase by site-directed mutagenesis and heterologous expression. J. Biol. Chem. 270: 27766-27772.
9. Lohse, P., S. Chahrokh-Zadeh, P. Lohse, and D. Seidel. 1997. Human lysosomal acid lipase/cholesteryl ester hydrolase and human gastric lipase: identification of the catalytically active serine, aspartic acid, and histidine residues. J. Lipid Res. 38: 892-903.
10. Cygler, M., J. D. Schrag, and F. Ergan. 1992. Advances in structural understanding of upases. Biotechnol. Genet. Eng. Rev. 10: 143-184.
11. Dodson, G. G., D. M. Lawson, and F. K. Winkler. 1992. Structural and evolutionary relationships in lipase mechanism and activation. Faraday Discuss. 93: 95-105.
12. Derewenda, Z. S., and A. M. Sharp. 1993. News from the interface: the molecular structures of triacylglyceride lipases. Trends Biochem. Sci. 18: 20-25.
13. Derewenda, Z. S. 1994. Structure and function of upases. Adv. Prot. Chem. 45: 1-52.
14. Chirgwin, J. M., A. E. Przybyla, R. J. MacDonald, and W. J. Rutter. 1979. Isolation of biologically active ribonucleic acid from sources enriched in ribonuclease. Biochemistry. 18: 5294-5299.
15. Mullis, K. B., and F. A. Faloona. 1987. Specific synthesis of DNA in vitro via a polymerase-catalyzed chain reaction. Methods Enzymol. 155: 335-350.
16. Ahmad, N., and S. Venkatcsan. 1988. Nef protein of HIV-1 is a transcriptional repressor of HIV-1 LTR. Science. 241: 1481-1485.
17. Ho, S. N., H. D. Hunt, R. M. Horton, J. K. Pullen, and L. R. Pease. 1989. Site-directed mutagenesis by overlap extension using the polymerase chain reaction. Gene. 77: 51-59.
18. Sanger, F., S. Nicklen, and A. R. Coulson. 1977. DNA sequencing with chain-terminating inhibitors. Proc. Natl. Acad. Sci. USA. 74: 5463-5467.
19. Radioff, R., W. Bauer, and J. Vinograd. 1967. A dyebuoyant-density method for the detection and isolation of closed circular duplex DNA: the closed circular DNA in Hela cells. Proc. Natl. Acad. Sci. USA. 57: 1514-1521.
20. de Wet, J. R., K. V. Wood, M. DeLuca, D. R. Helinski, and S. Subramani. 1987. Firefly luciferase gene: structure and expression in mammalian cells. Mol. Cell. Biol. 7: 725-737.
21. Rosenthal, N. 1987. Identification of regulatory elements of cloned genes with functional assays. Methods Enzymol. 152: 704-720.
22. Lowry, O. H., N.J. Rosebrough, A. L. Farr, and R. J. Randall. 1951. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193: 265-275.
23. Burrier, R. E., and P. Brecher. 1983. Hydrolysis of triolein in phospholipid vesicles and microemulsions by a purified rat liver acid lipase. J. Biol. Chem. 258: 12043-12050.
24. Anderson, R. A., R. S. Byrum, P. M. Coates, and G. N. Sando. 1994. Mutations at the lysosomal acid cholesteryl ester hydrolase gene locus in Wolman disease. Proc. Natl. Acad. Sci. USA. 91: 2718-2722.
25. Aslanidis, C., H. Klima, K. J. Lackner, and G. Schmitz. 1994. Genomic organization of the human lysosomal acid lipase gene (LIPA). Genomics. 20: 329-331.
26. Lohse, P., P. Lohse, S. Chahrokh-Zadeh, and D. Seidel. 1997. The acid lipase gene family: three enzymes, one highly conserved gene structure. J. Lipid Res. 38: 880-891.
27. Shirai, K. N. Matsuoka, Y. Saito, and S. Yoshida. 1984. Post-heparin plasma hepatic triacylglycerol lipase-catalyzed hydrolysis of tributyrin. Effect of lipid interface. Biochim. Biophys. Acta. 795: 1-8.
28. Garnier, J., D. J. Osguthorpe, and B. Robson. 1978. Analysis of the accuracy and implications of simple methods for predicting the secondary structure of globular proteins. J. Mol. Biol. 120: 97-120.
29. Gascuel, O., and J. L. Golmard. 1988. A simple method for predicting the secondary structure of globular proteins: implications and accuracy. Comput. Appl. Biosci. 4: 357-365.
30. Schiffer, M., and A. B. Edmundson. 1967. Use of helical wheels to represent the structures of proteins and to identify segments with helical potential. Biophys. J. 7: 121-135.
31. Eisenberg, D., R. M. Weiss, and T. C. Terwilliger. 1982. The helical hydrophobic moment: a measure of the amphiphilicity of a helix. Nature. 299: 371-374.
32. Baba, T., D. Downs, K. W. Jackson, J. Tang, and C-S. Wang. 1991. Structure of human milk bile salt activated lipase. Biochemistry. 30: 500-510.
33. Wang, C-S., and J. A. Hartsuck. 1993. Bile-salt activated lipase. A multiple function lipolytic enzyme. Biochim. Biophys. Acta. 1166: 1-19.
34. Gargouri, Y., H. Moreau, G. Pieroni, and R. Verger. 1988. Human gastric lipase: a sulfhydryl enzyme. J. Biol. Chem. 263: 2159-2162.
35. Moreau, H., Y. Gargouri, G. Pieroni, and R. Verger. 1988. Importance of sulfhydryl group for rabbit gastric lipase activity. FEBS Lett. 236: 383-387.
36. Gargouri, Y., H. Moreau, G. Pieroni, and R. Verger. 1989. Role of a sulfhydryl group in gastric lipases. A binding study using the monomolecular-film technique. Eur. J. Biochem. 180: 367-371.
37. Gargouri, Y., H. Moreau, and R. Verger. 1989. Gastric lipases: biochemical and physiological studies. Biochim. Biophys. Acta. 1006: 255-271.
38. Aoubala, M., J. Bonicel, C. Benicourt, R. Verger, and A. De Caro. 1994. Tryptic cleavage of gastric lipases: location of the single disulfide bridge. Biochim. Biophys. Acta. 1213: 319-324.
39. Brady, L., A. M. Brzozowski, Z. S. Derewenda, E. Dodson, G. Dodson, S. Tolley, J. P. Turkenburg, L. Christiansen, B. Huge-Jensen, L. Norskov, L. Thim, and U. Menge. 1990. A serine protease triad forms the catalytic centre of a triacylglycerol lipase. Nature. 343: 767-770.
40. Winkler, F. K., A. D'Arcy, and W. Hunziker. 1990. Structure of human pancreatic lipase. Nature. 343: 771-774.
41. Ollis, D. L., E. Cheah, M. Cygler, B. Dijkstra, F. Frolow, S. M. Franken, M. Harel, S. J. Remington, I. Silman, J. Schrag, J. L. Sussman, K. H. G. Verschueren, and A. Goldman. 1992. The α/β hydrolase fold. Prot. Eng. 5: 197-211.
42. Warshel, A., G. Naray-Szabo, F. Sussman, and J-K. Hwang. 1989. How do serine proteases really work? Biochemistry. 28: 3629-3637.
43. Borgström, B. 1988. Mode of action of tetrahydrolipstatin: a derivative of the naturally occurring lipase inhibitor lipstatin. Biochim. Biophys. Acta. 962: 308-316.
44. Gargouri, Y., H. Chahinian, H. Moreau, S. Ransac, and R. Verger. 1991. Inactivation of pancreatic and gastric lipases by THL and C12:0-TNB: a kinetic study with emulsified tributyrin. Biochim. Biophys. Acta. 1085: 322-328.
45. Ransac, S., Y. Gargouri, H. Moreau, and R. Verger. 1991. Inactivation of pancreatic and gastric lipases by tetrahydrolipstatin and alkyl-dithio-5-(2-nitrobenzoic acid). A kinetic study with 1,2-didecanoyl-sn-glyoerol monolayers. Eur. J. Biochem. 202: 395-400.
46. Timmermans, M. Y. J., H. Teuchy, and L. P. M. Kupers. 1994. The cDNA sequence encoding bovine pregastric esterase. Gene. 147: 259-262.