Comparative Analyses of Lipoprotein Lipase, Hepatic Lipase, and Endothelial Lipase, and Their Binding Properties with Known Inhibitors

PLoS ONE

Volumn 8, Issue 8, 2013, Pages

  Wang, Ziyun ^a   Li, Shen ^b   Sun, Lidan ^a   Fan, Jianglin ^b   Liu, Zhenming ^a  

^a PEKING UNIVERSITY HEALTH SCIENCE CENTER   (China)

^b UNIVERSITY OF YAMANASHI   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ENDOTHELIAL LIPASE; ENZYME INHIBITOR; LIPOPROTEIN LIPASE; LIVER TRIACYLGLYCEROL LIPASE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; ATHEROSCLEROSIS; BINDING AFFINITY; BINDING SITE; CATALYSIS; COMPARATIVE STUDY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME BINDING; ENZYME KINETICS; ENZYME STRUCTURE; HUMAN; HYPERLIPIDEMIA; MOLECULAR DOCKING; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR PROBE; MOLECULAR RECOGNITION; NONHUMAN; NUCLEOTIDE SEQUENCE; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY; STRUCTURE ACTIVITY RELATION;

AMINO ACID MOTIFS; AMINO ACID SEQUENCE; BINDING SITES; BIOCATALYSIS; CATALYTIC DOMAIN; ENZYME INHIBITORS; HUMANS; LIPASE; LIPOPROTEIN LIPASE; MODELS, MOLECULAR; MOLECULAR DYNAMICS SIMULATION; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; PROTEIN BINDING; PROTEIN STRUCTURE, TERTIARY; SEQUENCE HOMOLOGY, AMINO ACID; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84882653347     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0072146     Document Type: Article

References (48)

1. Griffon N, Budreck EC, Long CJ, Broedl UC, Marchadier DH, et al. (2006) Substrate specificity of lipoprotein lipase and endothelial lipase: studies of lid chimeras. J Lipid Res 47: 1803-1811.
2. Goldberg IJ, (1996) Lipoprotein lipase and lipolysis: central roles in lipoprotein metabolism and atherogenesis. J Lipid Res 37: 693-707.
3. Wong H, Davis RC, Nikazy J, Seebart KE, Schotz MC, (1991) Domain exchange: characterization of a chimeric lipase of hepatic lipase and lipoprotein lipase. Proc Natl Acad Sci U S A 88: 11290-11294.
4. Jaye M, Lynch KJ, Krawiec J, Marchadier D, Maugeais C, et al. (1999) A novel endothelial-derived lipase that modulates HDL metabolism. Nat Genet 21: 424-428.
5. Hirata K, Dichek HL, Cioffi JA, Choi SY, Leeper NJ, et al. (1999) Cloning of a unique lipase from endothelial cells extends the lipase gene family. J Biol Chem 274: 14170-14175.
6. McCoy MG, Sun GS, Marchadier D, Maugeais C, Glick JM, et al. (2002) Characterization of the lipolytic activity of endothelial lipase. J Lipid Res 43: 921-929.
7. Fan J, Wang J, Bensadoun A, Lauer SJ, Dang Q, et al. (1994) Overexpression of hepatic lipase in transgenic rabbits leads to a marked reduction of plasma high density lipoproteins and intermediate density lipoproteins. Proc Natl Acad Sci U S A 91: 8724-8728.
8. Ichikawa T, Liang J, Kitajima S, Koike T, Wang X, et al. (2005) Macrophage-derived lipoprotein lipase increases aortic atherosclerosis in cholesterol-fed Tg rabbits. Atherosclerosis 179: 87-95.
9. Nong Z, Gonzalez-Navarro H, Amar M, Freeman L, Knapper C, et al. (2003) Hepatic lipase expression in macrophages contributes to atherosclerosis in apoE-deficient and LCAT-transgenic mice. J Clin Invest 112: 367-378.
10. Zhang J, Yu Y, Nakamura K, Koike T, Waqar AB, et al. (2012) Endothelial lipase mediates HDL levels in normal and hyperlipidemic rabbits. J Atheroscler Thromb 19: 213-226.
11. Wong H, Schotz MC, (2002) The lipase gene family. J Lipid Res 43: 993-999.
12. Tsutsumi K, Inoue Y, Shima A, Iwasaki K, Kawamura M, et al. (1993) The novel compound NO-1886 increases lipoprotein lipase activity with resulting elevation of high density lipoprotein cholesterol, and long-term administration inhibits atherogenesis in the coronary arteries of rats with experimental atherosclerosis. J Clin Invest 92: 411-417.
13. Ishida T, Choi S, Kundu RK, Hirata K, Rubin EM, et al. (2003) Endothelial lipase is a major determinant of HDL level. J Clin Invest 111: 347-355.
14. Nardini M, Dijkstra BW, (1999) Alpha/beta hydrolase fold enzymes: the family keeps growing. Curr Opin Struct Biol 9: 732-737.
15. Brenner S, (1988) The molecular evolution of genes and proteins: a tale of two serines. Nature 334: 528-530.
16. Derewenda ZS, Derewenda U, (1991) Relationships among serine hydrolases: evidence for a common structural motif in triacylglyceride lipases and esterases. Biochem Cell Biol 69: 842-851.
17. McIlhargey TL, Yang Y, Wong H, Hill JS, (2003) Identification of a lipoprotein lipase cofactor-binding site by chemical cross-linking and transfer of apolipoprotein C-II-responsive lipolysis from lipoprotein lipase to hepatic lipase. J Biol Chem 278: 23027-23035.
18. Emmerich J, Beg OU, Peterson J, Previato L, Brunzell JD, et al. (1992) Human lipoprotein lipase. Analysis of the catalytic triad by site-directed mutagenesis of Ser-132, Asp-156, and His-241. J Biol Chem 267: 4161-4165.
19. Davis RC, Stahnke G, Wong H, Doolittle MH, Ameis D, et al. (1990) Hepatic lipase: site-directed mutagenesis of a serine residue important for catalytic activity. J Biol Chem 265: 6291-6295.
20. Lowe ME, (1992) The catalytic site residues and interfacial binding of human pancreatic lipase. J Biol Chem 267: 17069-17073.
21. van Tilbeurgh H, Roussel A, Lalouel JM, Cambillau C, (1994) Lipoprotein lipase. Molecular model based on the pancreatic lipase x-ray structure: consequences for heparin binding and catalysis. J Biol Chem 269: 4626-4633.
22. Derewenda ZS, Cambillau C, (1991) Effects of gene mutations in lipoprotein and hepatic lipases as interpreted by a molecular model of the pancreatic triglyceride lipase. J Biol Chem 266: 23112-23119.
23. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, et al. (2000) The Protein Data Bank. Nucleic Acids Res 28: 235-242.
24. van Tilbeurgh H, Egloff MP, Martinez C, Rugani N, Verger R, et al. (1993) Interfacial activation of the lipase-procolipase complex by mixed micelles revealed by X-ray crystallography. Nature 362: 814-820.
25. Laskowski RA, MacArthur MW, Moss DS, Thornton JM, (1993) PROCHECK: a program to check the stereochemical quality of protein structures. Journal of Applied Crystallography 26: 283-291.
26. Van Der Spoel D, Lindahl E, Hess B, Groenhof G, Mark AE, et al. (2005) GROMACS: fast, flexible, and free. J Comput Chem 26: 1701-1718.
27. Berendsen HJC, Grigera JR, Straatsma TP, (1987) The missing term in effective pair potentials. The Journal of Physical Chemistry 91: 6269-6271.
28. Aittoniemi J, Wet HD, Ashcroft FM, Sansom MSP (2010) Asymmetric Switching in a Homodimeric ABC Transporter: A Simulation Study. PLoS Computational Biology 6.
29. Decker IC, Falcao DM, Kaszkurewicz E, (1996) Conjugate gradient methods for power system dynamic simulation on parallel computers. Power Systems, IEEE Transactions on 11: 1218-1227.
30. Darden T, York D, Pedersen L, (1993) Particle mesh Ewald: An N-log(N) method for Ewald sums in large systems. The Journal of Chemical Physics 98: 10089-10092.
31. Hess B, Bekker H, Berendsen HJC, Fraaije JGEM, (1997) LINCS: A linear constraint solver for molecular simulations. J Comput Chem 18: 1463-1472.
32. Miyamoto S, Kollman PA, (1992) Settle: An analytical version of the SHAKE and RATTLE algorithm for rigid water models. J Comput Chem 13: 952-962.
33. Yuan Y, Pei J, Lai L (2012) Binding Site Detection and Druggability Prediction of Protein Targets for Structure-Based Drug Design. Curr Pharm Des. In press.
34. Yuan Y, Pei J, Lai L (2011) LigBuilder 2: A Practical de Novo Drug Design Approach. J Chem Inf Model. In press.
35. Trott O, Olson AJ, (2010) AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J Comput Chem 31: 455-461.
36. Chang MW, Ayeni C, Breuer S, Torbett BE, (2010) Virtual screening for HIV protease inhibitors: a comparison of AutoDock 4 and Vina. PLoS One 5: e11955.
37. Overington J, (2009) ChEMBL. An interview with John Overington, team leader, chemogenomics at the European Bioinformatics Institute Outstation of the European Molecular Biology Laboratory (EMBL-EBI). Interview by Wendy A. Warr. J Comput Aided Mol Des 23: 195-198.
38. Ebdrup S, Sorensen LG, Olsen OH, Jacobsen P, (2004) Synthesis and structure-activity relationship for a novel class of potent and selective carbamoyl-triazole based inhibitors of hormone sensitive lipase. J Med Chem 47: 400-410.
39. Goodman KB, Bury MJ, Cheung M, Cichy-Knight MA, Dowdell SE, et al. (2009) Discovery of potent, selective sulfonylfuran urea endothelial lipase inhibitors. Bioorg Med Chem Lett 19: 27-30.
40. O'Connell DP, LeBlanc DF, Cromley D, Billheimer J, Rader DJ, et al. (2012) Design and synthesis of boronic acid inhibitors of endothelial lipase. Bioorg Med Chem Lett 22: 1397-1401.
41. Withers-Martinez C, Carriere F, Verger R, Bourgeois D, Cambillau C, (1996) A pancreatic lipase with a phospholipase A1 activity: crystal structure of a chimeric pancreatic lipase-related protein 2 from guinea pig. Structure 4: 1363-1374.
42. Benlian P, De Gennes JL, Foubert L, Zhang H, Gagne SE, et al. (1996) Premature atherosclerosis in patients with familial chylomicronemia caused by mutations in the lipoprotein lipase gene. N Engl J Med 335: 848-854.
43. Faustinella F, Chang A, Van Biervliet JP, Rosseneu M, Vinaimont N, et al. (1991) Catalytic triad residue mutation (Asp156--Gly) causing familial lipoprotein lipase deficiency. Co-inheritance with a nonsense mutation (Ser447--Ter) in a Turkish family. J Biol Chem 266: 14418-14424.
44. Henderson HE, Ma Y, Hassan MF, Monsalve MV, Marais AD, et al. (1991) Amino acid substitution (Ile194--Thr) in exon 5 of the lipoprotein lipase gene causes lipoprotein lipase deficiency in three unrelated probands. Support for a multicentric origin. J Clin Invest 87: 2005-2011.
45. Bruin T, Kastelein JJ, Van Diermen DE, Ma Y, Henderson HE, et al. (1992) A missense mutation Pro157 Arg in lipoprotein lipase (LPLNijmegen) resulting in loss of catalytic activity. Eur J Biochem 208: 267-272.
46. Ruel IL, Couture P, Gagne C, Deshaies Y, Simard J, et al. (2003) Characterization of a novel mutation causing hepatic lipase deficiency among French Canadians. J Lipid Res 44: 1508-1514.
47. Hegele RA, Little JA, Vezina C, Maguire GF, Tu L, et al. (1993) Hepatic lipase deficiency. Clinical, biochemical, and molecular genetic characteristics. Arterioscler Thromb 13: 720-728.
48. Laskowski RA, Swindells MB, (2011) LigPlot+: multiple ligand-protein interaction diagrams for drug discovery. J Chem Inf Model 51: 2778-2786.