Bis (monoacylglycero) phosphate interfacial properties and lipolysis by pancreatic lipase-related protein 2, an enzyme present in THP-1 human monocytes

Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids

Volumn 1811, Issue 7-8, 2011, Pages 419-430

  Record, Michel ^a   Amara, Sawsan ^b   Subra, Caroline ^a   Jiang, Guowei ^c   Prestwich, Glenn D ^c   Ferrato, Francine ^b   Carrière, Frédéric ^b  

^a INSTITUT CLAUDIUS REGAUD   (France)

^b Centre National de la Recherche Scientifique   (France)

^c UNIVERSITY OF UTAH   (United States)

Author keywords

Lipase; Monomolecular film; Phospholipase A1; Phospholipid; PLRP2

Indexed keywords

BIS(DIACYLGLYCERO)PHOSPHATE; BIS(MONOACYLGLYCERO)PHOSPHATE; DIACYLGLYCEROL; MONOACYLGLYCEROL; PANCREATIC LIPASE RELATED PROTEIN 2; PHOSPHOLIPASE A1; PHOSPHOLIPID; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CELLULAR DISTRIBUTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; ENDOSOME; ENZYME ACTIVITY; HUMAN; HUMAN CELL; HYDROLYSIS; LIPOLYSIS; MONOCYTE; PH; PRIORITY JOURNAL;

EID: 79959375856     PISSN: 13881981     EISSN: 18792618     Source Type: Journal    
DOI: 10.1016/j.bbalip.2011.04.008     Document Type: Article

References (61)

1. T. Kobayashi, E. Stang, K.S. Fang, P. de Moerloose, R.G. Parton, and J. Gruenberg A lipid associated with the antiphospholipid syndrome regulates endosome structure and function Nature 392 1998 193 197 (Pubitemid 28162794)
2. T. Kobayashi, M.H. Beuchat, J. Chevallier, A. Makino, N. Mayran, J.M. Escola, C. Lebrand, P. Cosson, and J. Gruenberg Separation and characterization of late endosomal membrane domains J. Biol. Chem. 277 2002 32157 32164 (Pubitemid 34969029)
3. C. Subra, K. Laulagnier, B. Perret, and M. Record Exosome lipidomics unravels lipid sorting at the level of multivesicular bodies Biochimie 89 2007 205 212 (Pubitemid 46161956)
4. T. Hayakawa, Y. Hirano, A. Makino, S. Michaud, M. Lagarde, J.F. Pageaux, A. Doutheau, K. Ito, T. Fujisawa, H. Takahashi, and T. Kobayashi Differential membrane packing of stereoisomers of bis(monoacylglycero)phosphate Biochemistry 45 2006 9198 9209 (Pubitemid 44156383)
5. T. Hayakawa, A. Makino, M. Murate, I. Sugimoto, Y. Hashimoto, H. Takahashi, K. Ito, T. Fujisawa, H. Matsuo, and T. Kobayashi pH-dependent formation of membranous cytoplasmic body-like structure of ganglioside G(M1)/bis(monoacylglycero)phosphate mixed membranes Biophys. J. 92 2007 L13 L16
6. J. Bouvier, K.A. Zemski Berry, F. Hullin-Matsuda, A. Makino, S. Michaud, A. Geloen, R.C. Murphy, T. Kobayashi, M. Lagarde, and I. Delton-Vandenbroucke Selective decrease of bis(monoacylglycero)phosphate content in macrophages by high supplementation with docosahexaenoic acid J. Lipid Res. 50 2009 243 255
7. F. Hullin-Matsuda, K. Kawasaki, I. Delton-Vandenbroucke, Y. Xu, M. Nishijima, M. Lagarde, M. Schlame, and T. Kobayashi De novo biosynthesis of the late endosome lipid, bis(monoacylglycero)phosphate J. Lipid Res. 48 2007 1997 2008 (Pubitemid 47360619)
8. F. Hullin-Matsuda, C. Luquain-Costaz, J. Bouvier, and I. Delton-Vandenbroucke Bis(monoacylglycero)phosphate, a peculiar phospholipid to control the fate of cholesterol: Implications in pathology Prostaglandins Leukot. Essent. Fatty Acids 81 2009 313 324
9. W.J. van Blitterswijk, and H. Hilkmann Rapid attenuation of receptor-induced diacylglycerol and phosphatidic acid by phospholipase D-mediated transphosphatidylation: formation of bisphosphatidic acid EMBO J. 12 1993 2655 2662 (Pubitemid 23218314)
10. T.C. Sung, R.L. Roper, Y. Zhang, S.A. Rudge, R. Temel, S.M. Hammond, A.J. Morris, B. Moss, J. Engebrecht, and M.A. Frohman Mutagenesis of phospholipase D defines a superfamily including a trans-Golgi viral protein required for poxvirus pathogenicity EMBO J. 16 1997 4519 4530 (Pubitemid 27326589)
11. M. Ito, U. Tchoua, M. Okamoto, and H. Tojo Purification and properties of a phospholipase A2/lipase preferring phosphatidic acid, bis(monoacylglycerol) phosphate, and monoacylglycerol from rat testis J. Biol. Chem. 277 2002 43674 43681 (Pubitemid 36157783)
12. M. Waite, L. King, T. Thornburg, G. Osthoff, and T.Y. Thuren Metabolism of phosphatidylglycerol and bis(monoacylglycero)-phosphate in macrophage subcellular fractions J. Biol. Chem. 265 1990 21720 21726 (Pubitemid 120014217)
13. C. Luquain, R. Dolmazon, J.M. Enderlin, C. Laugier, M. Lagarde, and J.F. Pageaux Bis(monoacylglycerol) phosphate in rat uterine stromal cells: structural characterization and specific esterification of docosahexaenoic acid Biochem. J. 351 Pt 3 2000 795 804
14. B. Amidon, A. Brown, and M. Waite Transacylase and phospholipases in the synthesis of bis(monoacylglycero)phosphate Biochemistry 35 1996 13995 14002 (Pubitemid 26374471)
15. L. Poisson, M. Devos, S. Godet, F. Ergan, and G. Pencreac'h Acyl migration during deacylation of phospholipids rich in docosahexaenoic acid (DHA): an enzymatic approach for evidence and study Biotechnol. Lett. 31 2009 743 749
16. T. Kobayashi, M.H. Beuchat, M. Lindsay, S. Frias, R.D. Palmiter, H. Sakuraba, R.G. Parton, and J. Gruenberg Late endosomal membranes rich in lysobisphosphatidic acid regulate cholesterol transport Nat. Cell Biol. 1 1999 113 118 (Pubitemid 129501953)
17. A. Joutti, J. Brotherus, O. Renkonen, R. Laine, and W. Fischer The stereochemical configuration of lysobisphosphatidic acid from rat liver, rabbit lung and pig lung Biochim. Biophys. Acta 450 1976 206 209
18. A. Joutti, and O. Renkonen The stereoconfiguration of bis(monoacylglycero)phosphate synthesized in vitro in lysosomes of rat liver: comparison with the natural lipid J. Lipid Res. 20 1979 840 847
19. B. Amidon, J.D. Schmitt, T. Thuren, L. King, and M. Waite Biosynthetic conversion of phosphatidylglycerol to sn-1:sn-1′ bis(monoacylglycerol) phosphate in a macrophage-like cell line Biochemistry 34 1995 5554 5560
20. S.F. Yang, S. Freer, and A.A. Benson Transphosphatidylation by phospholipase D J. Biol. Chem. 242 1967 477 484
21. R. Sato, Y. Itabashi, T. Hatanaka, and A. Kuksis Asymmetric in vitro synthesis of diastereomeric phosphatidylglycerols from phosphatidylcholine and glycerol by bacterial phospholipase D Lipids 39 2004 1013 1018 (Pubitemid 40095884)
22. T. Thornburg, C. Miller, T. Thuren, L. King, and M. Waite Glycerol reorientation during the conversion of phosphatidylglycerol to bis(monoacylglycerol)phosphate in macrophage-like RAW 264.7 cells J. Biol. Chem. 266 1991 6834 6840 (Pubitemid 21906298)
23. J. Chen, A.A. Profit, and G.D. Prestwich Synthesis of Photoactivatable 1,2-O-Diacyl-sn-glycerol Derivatives of 1-L-Phosphatidyl-d-myo-inositol 4,5-Bisphosphate (PtdInsP(2)) and 3,4,5-Trisphosphate (PtdInsP(3)) J. Org. Chem. 61 1996 6305 6312 (Pubitemid 26305503)
24. G. Jiang, Y. Xu, T. Falguieres, J. Gruenberg, and G.D. Prestwich Concise synthesis of ether analogues of lysobisphosphatidic acid Org. Lett. 7 2005 3837 3840 (Pubitemid 41305654)
25. G. Jiang, Y. Xu, and G.D. Prestwich Practical enantiospecific syntheses of lysobisphosphatidic acid and its analogues J. Org. Chem. 71 2006 934 939 (Pubitemid 43209235)
26. A. Hjorth, F. Carrière, C. Cudrey, H. Wöldike, E. Boel, D.M. Lawson, F. Ferrato, C. Cambillau, G.G. Dodson, L. Thim, and R. Verger A structural domain (the lid) found in pancreatic lipases is absent in the guinea pig (phospho)lipase Biochemistry 32 1993 4702 4707 (Pubitemid 23162024)
27. C. Eydoux, J. De Caro, F. Ferrato, P. Boullanger, D. Lafont, R. Laugier, F. Carriere, and A. De Caro Further biochemical characterization of human pancreatic lipase-related protein 2 expressed in yeast cells J. Lipid Res. 48 2007 1539 1549 (Pubitemid 47312015)
28. B. Sias, F. Ferrato, P. Grandval, D. Lafont, P. Boullanger, A. De Caro, B. Leboeuf, R. Verger, and F. Carrière Human pancreatic lipase-related protein 2 is a galactolipase Biochemistry 43 2004 10138 10148 (Pubitemid 39030904)
29. Y. Ben Ali, F. Carriere, and A. Abousalham High-level constitutive expression in Pichia pastoris and one-step purification of phospholipase D from cowpea (Vigna unguiculata L. Walp) Protein Expr. Purif. 51 2007 162 169 (Pubitemid 44821876)
30. R. Verger, and G.H. de Haas Enzyme reactions in a membrane model. 1: a new technique to study enzyme reactions in monolayers Chem. Phys. Lipids 10 1973 127 136
31. 2 in the presence of β-cyclodextrin Colloids Surf. B Biointerfaces 6 1996 9 17 (Pubitemid 26157149)
32. T. Giller, P. Buchwald, D. Blum-Kaelin, and W. Hunziker Two novel human pancreatic lipase related proteins, hPLRP1 and hPLRP2. Differences in colipase dependence and in lipase activity J. Biol. Chem. 267 1992 16509 16516
33. K. Laulagnier, C. Motta, S. Hamdi, S. Roy, F. Fauvelle, J.F. Pageaux, T. Kobayashi, J.P. Salles, B. Perret, C. Bonnerot, and M. Record Mast cell- and dendritic cell-derived exosomes display a specific lipid composition and an unusual membrane organization Biochem. J. 380 2004 161 171 (Pubitemid 38725741)
34. D. Marsh Lateral pressure in membranes Biochim. Biophys. Acta 1286 1996 183 223 (Pubitemid 26426521)
35. R.J. Mason, T.P. Stossel, and M. Vaughan Lipids of alveolar macrophages, polymorphonuclear leukocytes, and their phagocytic vesicles J. Clin. Invest. 51 1972 2399 2407
36. D. Adlercreutz, H. Budde, and E. Wehtje Synthesis of phosphatidylcholine with defined fatty acid in the sn-1 position by lipase-catalyzed esterification and transesterification reaction Biotechnol. Bioeng. 78 2002 403 411 (Pubitemid 34712360)
37. H. Matsuo, J. Chevallier, N. Mayran, I. Le Blanc, C. Ferguson, J. Faure, N.S. Blanc, S. Matile, J. Dubochet, R. Sadoul, R.G. Parton, F. Vilbois, and J. Gruenberg Role of LBPA and Alix in multivesicular liposome formation and endosome organization Science 303 2004 531 534 (Pubitemid 38120852)
38. L. Caseli, R.G. Oliveira, D.C. Masui, R.P.M. Furriel, F.A. Leone, B. Maggio, and M.E.D. Zaniquelli Effect of molecular surface packing on the enzymatic activity modulation of an anchored protein on phospholipid langmuir monolayers Langmuir 21 2005 4090 4095 (Pubitemid 40654617)
39. R. Verger, J. Rietsch, and P. Desnuelle Effects of colipase on hydrolysis of monomolecular films by lipase J. Biol. Chem. 252 1977 4319 4325 (Pubitemid 8113165)
40. G. Piéroni, and R. Verger Hydrolysis of mixed monomolecular films of triglyceride/lecithin by pancreatic lipase J. Biol. Chem. 254 1979 10090 10094
41. J. De Caro, B. Sias, P. Grandval, F. Ferrato, H. Halimi, F. Carriere, and A. De Caro Characterization of pancreatic lipase-related protein 2 isolated from human pancreatic juice Biochim. Biophys. Acta 1701 2004 89 99 (Pubitemid 39140788)
42. F.K. Winkler, A. d'Arcy, and W. Hunziker Structure of human pancreatic lipase Nature 343 1990 771 774
43. H. van Tilbeurgh, M.-P. Egloff, C. Martinez, N. Rugani, R. Verger, and C. Cambillau Interfacial activation of the lipase-procolipase complex by mixed micelles revealed by X-ray crystallography Nature 362 1993 814 820 (Pubitemid 23132155)
44. C. Eydoux, S. Spinelli, T.L. Davis, J.R. Walker, A. Seitova, S. Dhe-Paganon, A. De Caro, C. Cambillau, and F. Carriere Structure of human pancreatic lipase-related protein 2 with the lid in an open conformation Biochemistry 47 2008 9553 9564
45. K. Thirstrup, R. Verger, and F. Carrière Evidence for a pancreatic lipase subfamily with new kinetic properties Biochemistry 33 1994 2748 2756 (Pubitemid 24103331)
46. L. Andersson, F. Carrière, M. Lowe, A. Nilsson, and R. Verger Pancreatic lipase-related protein 2 but not classical pancreatic lipase hydrolyzes galactolipids Biochim. Biophys. Acta 1302 1996 236 240 (Pubitemid 26264557)
47. S. Amara, D. Lafont, B. Fiorentino, P. Boullanger, F. Carriere, and A. De Caro Continuous measurement of galactolipid hydrolysis by pancreatic lipolytic enzymes using the pH-stat technique and a medium chain monogalactosyl diglyceride as substrate Biochim. Biophys. Acta 1791 2009 983 990
48. M.E. Lowe, M.H. Kaplan, L. Jackson-Grusby, D. D'Agostino, and M.J. Grusby Decreased neonatal dietary fat absorption and T cell cytotoxicity in pancreatic lipase-related protein 2-deficient mice J. Biol. Chem. 273 1998 31215 31221 (Pubitemid 28533136)
49. M.J. Wishart, P.C. Andrews, R. Nichols, G.T. Blevins Jr., C.D. Logsdon, and J.A. Williams Identification and cloning of GP-3 from rat pancreatic acinar zymogen granules as a glycosylated membrane-associated lipase J. Biol. Chem. 268 1993 10303 10311 (Pubitemid 23150213)
50. M.T. Pellicer-Rubio, T. Magallon, and Y. Combarnous Deterioration of goat sperm viability in milk extenders is due to a bulbourethral 60-kilodalton glycoprotein with triglyceride lipase activity Biol. Reprod. 57 1997 1023 1031 (Pubitemid 27461193)
51. B. Sias, F. Ferrato, M.T. Pellicer-Rubio, Y. Forgerit, P. Guillouet, B. Leboeuf, and F. Carriere Cloning and seasonal secretion of the pancreatic lipase-related protein 2 present in goat seminal plasma Biochim. Biophys. Acta 1686 3 2005 169 180 (Pubitemid 40039144)
52. M.J. Grusby, N. Nabavi, H. Wong, R.F. Dick, J.A. Bluestone, M.C. Schotz, and L.H. Glimcher Cloning of an interleukin-4 inducible gene from cytotoxic T lymphocytes and its identification as a lipase Cell 60 1990 451 459
53. D. D'Agostino, R.A. Cordle, J. Kullman, C. Erlanson-Albertsson, L.J. Muglia, and M.E. Lowe Decreased postnatal survival and altered body weight regulation in procolipase-deficient mice J. Biol. Chem. 277 2002 7170 7177 (Pubitemid 34953107)
54. M.E. Lowe Properties and function of pancreatic lipase related protein 2 Biochimie 82 2000 997 1004
55. B. Alves, J. Leong, D.L. Tamang, V. Elliott, M. Lowe, and D. Hudig Hydrolysis of tumor cell lipids after CTL-mediated death Int. Immunol. 21 2009 543 553
56. A. Volkman The function of the monocyte Bibl. Haematol. 29 1968 86 97
57. J. Fauvel, H. Chap, V. Roques, and L. Douste-Blazy Substrate specificity of two cationic lipases with high phospholipase A1 activity purified from guinea pig pancreas. II. Studies on glycerophospholipids Biochim. Biophys. Acta 792 1984 72 78 (Pubitemid 14180906)
58. M. Simons, and G. Raposo Exosomes-vesicular carriers for intercellular communication Curr. Opin. Cell Biol. 21 2009 575 581
59. T. Falguieres, P.P. Luyet, and J. Gruenberg Molecular assemblies and membrane domains in multivesicular endosome dynamics Exp. Cell Res. 315 2008 1567 1573
60. F.G. van der Goot, and J. Gruenberg Intra-endosomal membrane traffic Trends Cell Biol. 16 2006 514 521 (Pubitemid 44442958)
61. K. Shinozaki, and M. Waite A novel phosphatidylglycerol-selective phospholipase A2 from macrophages Biochemistry 38 1999 1669 1675