Purification and characterization of retinyl ester hydrolase as a member of the non-specific carboxylesterase supergene family

European Journal of Biochemistry

Volumn 251, Issue 3, 1998, Pages 863-873

  Schindler, Rainer ^a   Mentlein, Rolf ^a   Feldheim, Walter ^a  

^a UNIVERSITY OF KIEL   (Germany)

Author keywords

Amino acid sequence; Bile salt activated lipase cholesterol esterase; Non specific carboxylesterase; Retinyl ester hydrolase; Vitamin A

Indexed keywords

CARBOXYLESTERASE; CHOLESTEROL ESTERASE; RETINYL PALMITATE ESTERASE;

AMINO ACID SEQUENCE; AMINO TERMINAL SEQUENCE; ARTICLE; CATABOLISM; CROSS REACTION; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME PURIFICATION; ESTERIFICATION; HUMAN; HUMAN TISSUE; LIPID METABOLISM; MULTIGENE FAMILY; PRIORITY JOURNAL; VASCULAR ENDOTHELIUM;

EID: 0032006083     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1998.2510863.x     Document Type: Article

References (55)

1. Goodman, D. S., Huang, H. S. & Shiratori, T. (1965) Tissue distribution and metabolism of newly absorbed vitamin A in the rat, J. Lipid Res. 6, 390-396.
2. 1H] retinyl ester by rat liver: evidence for retinol transfer from parenchymal to nonparenchymal cells, Proc. Natl Acad. Sci. USA, 79, 7326-7330.
3. Frolik, C. A. (1984) Metabolism of retinoids, in The retinoids (Sporn, A. B., Roberts, M. B. & Goodman, D. S., eds) vol. 2, pp. 177-208, Academic Press Inc., New York.
4. Goodman, D. S. (1984) Plasma retinol-binding protein, in The retinoids (Sporn, A. B., Roberts, M. B. & Goodman, D. S., eds) vol. 2, pp. 41-88, Academic Press Inc., New York.
5. Futterman, S. & Andrews, J. S. (1964) The composition of liver vitamin A ester and the synthesis of vitamin A ester by liver microsomes, J. Biol. Chem. 239, 4077-4080.
6. Blaner, W. S., Hendriks, H. F. J., Brouwer, A., de Leeuw, A. M., Knook, D. L. & Goodman, D. S. (1985) Retinoids, retinol-binding proteins, and retinyl palmitate hydrolase distributions in different types of rat liver cells, J. Lipid Res. 26, 1241-1251.
7. Moore, T. (1957) The storage and distribution of vitamin A in the body, in Vitamin A, pp. 208-210, Elsevier, Amsterdam.
8. Ong, D. E., MacDonald, P. N. & Gubitosi, A. M. (1988) Esterification of retinol in rat liver, J. Biol. Chem. 263, 5789-5796.
9. Ross, A. C. (1982) Retinol esterification by rat liver microsomes, J. Biol. Chem. 257, 2453-2459.
10. Mahadevan, S., Ayyoub, N. I. & Roels, O. A. (1966) Hydrolysis of retinol palmitate by rat liver, J. Biol. Chem. 241, 57-64.
11. Napoli, J. L. & Beck, C. D. (1984) α-Tocopherol and phylloquinone as non-competitive inhibitors of retinyl ester hydrolysis, Biochem. J. 223, 267-270.
12. Napoli, J. L., McCormick, A. M., O'Meara, B. & Dratz, E. A. (1984) Vitamin A metabolism: α-tocopherol modulates tissue retinol levels in vivo, and retinyl palmilate hydrolysis in vitro, Arch. Biochem. Biophys. 230, 194-202.
13. Harrison, E. H. & Gad, M. Z. (1989) Hydrolysis of retinyl palmitate by enzymes of rat pancreas and liver: differentiation of bile salt-dependent and bile salt-independent, neutral retinyl ester hydrolase, J. Biol. Chem. 264, 17142-17147.
14. Schindler, R. & Kuhn, C. (1989) Evidence for a retinyl ester hydrolase activity in the pig vascular endothelium, Int. J. Vitam. Nutr. Res. 59, 419-420.
15. Harrison, E. H., Smith, J. E. & Goodman, D. S. (1979) Unusual properties of retinyl palmitate hydrolase activity in rat liver, J. Lipid Res. 20, 760-771.
16. Blaner, W. S., Prystowsky, J. H., Smith, J. E. & Goodman, D. S. (1984) Rat liver retinyl palmitate hydrolase activity relationship to cholesteryl oleate and triolein hydrolase activities, Biochim. Biophys. Acta 794, 419-427.
17. Prystowsky, J. H., Smith, J. E. & Goodman, D. S. (1981) Retinyl palmitate hydrolase activity in normal rat liver, J. Biol. Chem. 256, 4498-4503.
18. Rudd, E. A. & Brockman, H. L. (1984) Pancreatic carboxyester lipase (cholesterol esterase), in Lipases (Borgström, B. & Brockman, H. L., eds) pp. 185-204, Elsevier, Amsterdam.
19. Wang, C.-S. & Johnson, K. (1983) Purification of human milk bile salt-activated lipase, Anal. Biochem. 133, 457-461.
20. Wang, C.-S. (1988) Purification of carboxyl ester lipase from human pancreas and the amino acid sequence of the N-terminal region, Biochem. Biophys. Res. Commun. 155, 950-955.
21. Harrison, E. H. (1988) Bile salt-dependent, neutral cholesteryl ester hydrolase of rat liver: possible relationship with pancreatic cholesteryl ester hydrolase, Biochim. Biophys. Acta 963, 28-34.
22. Camulli, E. D., Linke, M. J., Brockman, H. L. & Hui, D. Y. (1989) Identity of a cytosolic neutral cholesterol esterase in rat liver with the bile salt stimulated cholesterol esterase in pancreas, Biochim. Biophys. Acta 1005, 177-182.
23. Boerman, M. H. E. M. & Napoli, J. L. (1991) Cholate-independent retinyl ester hydrolysis: stimulation by apo-cellular retinol-binding protein, J Biol. Chem. 266, 22273-22278.
24. Blaner, W. S., Halperin, G., Stein, O., Stein, Y. & Goodman, D. S. (1984) Inhibition of rat liver retinyl palmitate hydrolase activity by ether analogs of cholesteryl esters and acylglycerides, Biochim. Biophys. Acta 794, 428-434.
25. Gad, M. Z. & Harrison, E. H. (1991) Neutral and acid retinyl ester hydrolase associated with rat liver microsomes: relationships to microsomal cholesteryl ester hydrolase, J. Lipid Res. 32, 685-693.
26. Larsson, B. & Nilsson, A. (1983) Hydrolysis of chylomicron retinyl esters by an acid hydrolase of rat liver, Biochim. Biophys. Acta 751, 474-478.
27. Mentlein, R. & Heymann, E. (1987) Hydrolysis of retinyl esters by non-specific carboxylesterases from rat liver endoplasmic reticulum, Biochem. J. 245, 863-867.
28. Mentlein, R., Suttorp, M. & Heymann, E. (1984) Specificity of purified monoacylglycerol lipase, palmitoyl-CoA hydrolase, palmitoyl-carnitine hydrolase, and nonspecific carboxylesterase from rat liver microsomes, Arch. Biochem. Biophys. 228, 230-246.
29. Mentlein, R., Ronai, A., Robbi, M., Heymann, E. & von Deimling, O. (1987) Genetic identification of rat liver carboxylesterases isolated in different laboratories, Biochim. Biophys. Acta 913, 27-38.
30. Kroetz, D. L., McBride, O. W. & Gonzales, F. J. (1993) Glycosylation-dependent activity of baculovirus-expressed human liver carboxylesterase: cDNA cloning and characterization of two highly similar enzyme forms, Biochemistry 32, 11606-11617.
31. Matsushima, M., Inoue, H., Ichinose, M., Tsukada, S., Miki, K., Kurokawa, K., Takahashi, T. & Takahashi, K. (1991) The nucleotide and deduced amino acid sequences of porcine liver proline-β-naphtylamidase, FEBS Lett. 293, 37-41.
32. Heymann, E. & Peter, K. (1993) A note on the identity of porcine liver carboxylesterase and prolyl-β-naphthylamidase, Biol. Chem. Hoppe-Seyler 374, 1033-1036.
33. Becker, A., Böttcher, A., Lackner, K. J., Fehringer, P., Notka, F., Aslanidis, C. & Schmitz, G. (1994) Purification, cloning, and expression of a human enzyme with acyl coenzyme A: cholesterol acyltransferase activity, which is identical to liver carboxyesterase, Arterioscler. Thromb. 14, 1346-1355.
34. Pindel, E. V., Kedishvili, Y. Abraham, T. L., Brzezinski, M. R., Zhang, J., Dean, R. A. & Bosron, W. F. (1997) Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin, J. Biol. Chem. 272, 14769-14775.
35. Robbi, M., v. Schaftingen, E. & Beranfay, H. (1996) Cloning and sequencing of rat liver carboxylesterase ES-4 (microsomal palmitoyl-CoA hydrolase), Biochem. J. 313, 821-826.
36. Cooper, D. A. & Olson, J. A. (1986) Properties of liver retinyl ester hydrolase in young pigs, Biochim. Biophys. Acta 884, 251-258.
37. Schindler, R., Klopp, A., Gorny, C. & Feldheim, W. (1985) Comparison between three fluorometric micromethods for determination of vitamin A in serum, Int. J. Vitam. Nutr. Res. 55, 25-34.
38. Chen, C.-C. & Heller, J. (1979) Retinyl esterase activity of purified rat liver retinyl ester lipoprotein complex, Arch. Biochem. Biophys. 198, 572-579.
39. Morton, R. K. (1955) Methods of extraction of enzymes from animal tissues, Methods Enzymol. 1, 25-51.
40. Mentlein, R., Heiland, S. & Heymann, E. (1980) Simultanous purification and comparative characterization of six serine hydrolases from rat liver microsomes, Arch. Biochem. Biophys. 200, 547-559.
41. Maurer, H. R. (1968) Disk-Elektrophorese, Walter de Gruyter & Co, Berlin.
42. Laemmli, U. K. (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4, Nature 227, 680-685.
43. Mentlein, R., Schumann, M. & Heymann, E. (1984) Comparative and immunological characterization of five lipolytic enzymes (carboxylesterases) from rat liver microsomes, Arch. Biochem. Biophys. 234, 612-621.
44. Mentlein, R., Dahms, P., Lucius, R. & Plogmann, D. (1996) The function of glial cells in the metabolism of neuropeptides, in The peptidergic neuron (Krisch, B. & Mentlein, R., eds) pp. 109-118, Birkhäuser Verlag, Basel.
45. Stone, K. L., LoPresti, M. B., Crawford, J. M. DeAngelis, R. & Williams, K. R. (1989) Enzymatic digestion of protein and HPLC peptide isolation, in A practical guide to protein and peptide purification for microsequencing (Matsudaira, P., ed.) pp. 31-47, Academic Press Inc., New York.
46. Bradford, M. M. (1976) A rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem. 72, 248-254.
47. Ito, Y. L., Zile, M., Ahrens, H. & De Luca, H. F. (1974) Liquid-gel partition chromatography of vitamin A compounds; formation of retinoic acid from retinyl acetate in vivo, J. Lipid Res. 15, 517-524.
48. Thompson, J. N., Erdody, P., Brien, R. & Murray, T. K. (1971) Fluorometric determination of vitamin A in human blood and liver, Biochem. Med. 5, 67-89.
49. Robbi, M., Beaufay, H. & Octave, J.-N. (1990) Nucleotide sequence of cDNA coding for rat liver pl 6.1 esterase (ES-10), a carboxylesterase located in the lumen of the endoplasmic reticulum, Biochem. J. 269, 451-458.
50. Robbi, M. & Beaufay, H. (1994) Cloning and sequencing of rat liver carboxylesterase ES-3 (EGASYN), Biochem. Biophys. Res. Commun. 203, 1404-1411.
51. Abouakil, N., Rogalska, E., Bonicel, J. & Lombardo, D. (1988) Purification of pancreatic carboxylic-ester hydrolase by immunoaffinity and its application to the human bile salt-stimulated lipase, Biochim. Biophys. Acta 961, 299-308.
52. Kissel, J. A., Fontaine, R. N., Turck, C. W., Brockman, H. L. & Hui, D. Y. (1989) Molecular cloning and expression of cDNA for rat pancreatic cholesterol esterase, Biochim. Biophys. Acta 1006, 227-236.
53. Rudd, E. A., Mizuno, N. K. & Brockman, H. L. (1987) Isolation of two forms of carboxylester lipase (cholesterol esterase) from porcine pancreas, Biochim. Biophys. Acta 918, 106-114.
54. Munger, J. S., Shi, G.-P., Mark, E. A., Chin, D. T., Gerard, C. & Chapman, H. A. (1991) A serine esterase released by human alveolar macrophages is closely related to liver microsomal carboxylesterase, J. Biol. Chem. 266, 18832-18838.
55. Mourey, M.-S. & Amédée-Manesme, O. (1992) Retinyl palmitate hydrolase activity in human liver, Am. J. Clin. Nutr. 55, 729-733.