HPLC and mass spectrometry analysis of dolichol-phosphates at the cell culture scale

Analytical Biochemistry

Volumn 396, Issue 1, 2010, Pages 133-138

  Haeuptle, Micha A ^a   Hülsmeier, Andreas J ^a   Hennet, Thierry ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

Cholesterol pathway; Dolichol phosphate; Glycosylation; HPLC; Mass spectrometry; Statin

Indexed keywords

CELL CULTURE; ELECTROSPRAY IONIZATION; GLYCOSYLATION; LANTHANUM COMPOUNDS; NEGATIVE IONS; PHOSPHATES;

HPLC; MASS SPECTROMETRY ANALYSIS; NEGATIVE ION ELECTROSPRAY IONIZATION MASS SPECTROMETRY; PHOSPHORYLATED DERIVATIVES; PROTEIN GLYCOSYLATION; REDUCTASE INHIBITORS; STATIN; STRUCTURAL COMPONENT;

MASS SPECTROMETRY;

DOLICHOL PHOSPHATE; PRAVASTATIN;

ARTICLE; CELL CULTURE; CONTROLLED STUDY; FLUORESCENCE ANALYSIS; GLYCOSYLATION; HELA CELL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; LIPID ANALYSIS; LIPOGENESIS; MASS SPECTROMETRY; NEGATIVE ION ELECTROSPRAY; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS;

EUKARYOTA;

EID: 70449674241     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2009.09.020     Document Type: Article

References (36)

1. Chojnacki T., and Dallner G. The biological role of dolichol. Biochem. J. 251 (1988) 1-9
2. Swiezewska E., and Danikiewicz W. Polyisoprenoids: structure, biosynthesis and function. Prog. Lipid Res. 44 (2005) 235-258
3. Schenk B., Fernandez F., and Waechter C.J. The ins(ide) and out(side) of dolichyl phosphate biosynthesis and recycling in the endoplasmic reticulum. Glycobiology 11 (2001) 61-70
4. Kornfeld R., and Kornfeld S. Assembly of asparagine-linked oligosaccharides. Annu. Rev. Biochem. 54 (1985) 631-664
5. Strahl-Bolsinger S., Gentzsch M., and Tanner W. Protein O-mannosylation. Biochim. Biophys. Acta 1426 (1999) 297-307
6. Kinoshita T., Ohishi K., and Takeda J. GPI-anchor synthesis in mammalian cells: genes, their products, and a deficiency. J. Biochem. 122 (1997) 251-257
7. Eggens I., Backman L., Jakobsson A., and Valtersson C. The lipid composition of highly differentiated human hepatomas, with special reference to fatty acids. Br. J. Exp. Pathol. 69 (1988) 671-683
8. Soderberg M., Edlund C., Alafuzoff I., Kristensson K., and Dallner G. Lipid composition in different regions of the brain in Alzheimer's disease/senile dementia of Alzheimer's type. J. Neurochem. 59 (1992) 1646-1653
9. Hall N.A., and Patrick A.D. Dolichol and phosphorylated dolichol content of tissues in ceroid-lipofuscinosis. J. Inherit. Metab. Dis. 8 (1985) 178-183
10. Kranz C., Jungeblut C., Denecke J., Erlekotte A., Sohlbach C., Debus V., Kehl H.G., Harms E., Reith A., Reichel S., Grobe H., Hammersen G., Schwarzer U., and Marquardt T. A defect in dolichol phosphate biosynthesis causes a new inherited disorder with death in early infancy. Am. J. Hum. Genet. 80 (2007) 433-440
11. Bizri M., Bouhours J.F., Bizri Y., and Got R. Separation and quantitative determination of dolichol and dolichyl phosphate in rat and trout liver. Comp. Biochem. Physiol. B 84 (1986) 565-569
12. Elmberger P.G., Eggens I., and Dallner G. Conditions for quantitation of dolichyl phosphate, dolichol, ubiquinone and cholesterol by HPLC. Biomed. Chromatogr. 3 (1989) 20-28
13. Keller R.K., Tamkun J.W., and Adair Jr. W.L. Development of quantitative assay for tissue levels of dolichyl phosphate. Biochemistry 20 (1981) 5831-5836
14. Chaudhary N., Freeman D.J., Rip J.W., and Carroll K.K. Direct estimation of dolichyl phosphate in rat liver by high pressure liquid chromatography. Lipids 17 (1982) 558-560
15. Yamada K., Abe S., Suzuki T., Katayama K., and Sato T. A high-performance liquid chromatographic method for the determination of dolichyl phosphates in tissues. Anal. Biochem. 156 (1986) 380-385
16. Skorupinska-Tudek K., Bienkowski T., Olszowska O., Furmanowa M., Chojnacki T., Danikiewicz W., and Swiezewska E. Divergent pattern of polyisoprenoid alcohols in the tissues of Coluria geoides: a new electrospray ionization MS approach. Lipids 38 (2003) 981-990
17. Zhang H., Ohyama K., Boudet J., Chen Z., Yang J., Zhang M., Muranaka T., Maurel C., Zhu J.K., and Gong Z. Dolichol biosynthesis and its effects on the unfolded protein response and abiotic stress resistance in Arabidopsis. Plant Cell 20 (2008) 1879-1898
18. Griffiths W.J., Hjertman M., Lundsjö A., Wejde J., Sjövall J., and Larsson O. Analysis of dolichols and polyprenols and their derivatives by electron impact, fast atom bombardment and electrospray ionization tandem mass spectrometry. Rapid Commun. Mass Spectrom. 10 (1996) 663-675
19. Ward W.C., Zucca F.A., Bellei C., Zecca L., and Simon J.D. Neuromelanins in various regions of human brain are associated with native and oxidized isoprenoid lipids. Arch. Biochem. Biophys. 484 (2009) 94-99
20. Garrett T.A., Guan Z., and Raetz C.R. Analysis of ubiquinones, dolichols, and dolichol diphosphate-oligosaccharides by liquid chromatography-electrospray ionization-mass spectrometry. Methods Enzymol. 432 (2007) 117-143
21. D'Alexandri F.L., Gozzo F.C., Eberlin M.N., and Katzin A.M. Electrospray ionization mass spectrometry analysis of polyisoprenoid alcohols via Li+ cationization. Anal. Biochem. 355 (2006) 189-200
22. Wolucka B.A., and De Hoffmann E. Mass spectrometric analysis of prenyl phosphates and their glycosylated forms. Acta Biochim. Pol. 41 (1994) 345-349
23. Imbach T., Schenk B., Schollen E., Burda P., Stutz A., Grunewald S., Bailie N.M., King M.D., Jaeken J., Matthijs G., Berger E.G., Aebi M., and Hennet T. Deficiency of dolichol-phosphate-mannose synthase-1 causes congenital disorder of glycosylation type Ie. J. Clin. Invest. 105 (2000) 233-239
24. Ohkura T., Fukushima K., Kurisaki A., Sagami H., Ogura K., Ohno K., Hara-Kuge S., and Yamashita K. A partial deficiency of dehydrodolichol reduction is a cause of carbohydrate-deficient glycoprotein syndrome type I. J. Biol. Chem. 272 (1997) 6868-6875
25. Andersson M., Appelkvist E.L., Kristensson K., and Dallner G. Distribution of dolichol and dolichyl phosphate in human brain. J. Neurochem. 49 (1987) 685-691
26. Tollbom O., and Dallner G. Dolichol and dolichyl phosphate in human tissues. Br. J. Exp. Pathol. 67 (1986) 757-764
27. Appelkvist E.L., Edlund C., Low P., Schedin S., Kalen A., and Dallner G. Effects of inhibitors of hydroxymethylglutaryl coenzyme A reductase on coenzyme Q and dolichol biosynthesis. Clin. Invest. 71 (1993) 97-102
28. Astrand I.M., Fries E., Chojnacki T., and Dallner G. Inhibition of dolichyl phosphate biosynthesis by compactin in cultured rat hepatocytes. Eur. J. Biochem. 155 (1986) 447-452
29. Koga T., Shimada Y., Kuroda M., Tsujita Y., Hasegawa K., and Yamazaki M. Tissue-selective inhibition of cholesterol synthesis in vivo by pravastatin sodium, a 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor. Biochim. Biophys. Acta 1045 (1990) 115-120
30. McTavish D., and Sorkin E.M. Pravastatin. A review of its pharmacological properties and therapeutic potential in hypercholesterolaemia. Drugs 42 (1991) 65-89
31. Ekstrom T.J., Chojnacki T., and Dallner G. Metabolic labeling of dolichol and dolichyl phosphate in isolate hepatocytes. J. Biol. Chem. 259 (1984) 10460-10468
32. Keller R.K., Nellis S.W., and Cuadrado-Simonet L. A rapid procedure for the separation and analysis of metabolites of the sterol and dolichol pathways. Chem. Phys. Lipids 51 (1989) 261-267
33. Jiang L.W., Mitchell B.A., Teodoro J.G., and Rip J.W. Uptake and transport of fluorescent derivatives of dolichol in human fibroblasts. Biochim. Biophys. Acta 1147 (1993) 205-213
34. Gnanadesikan V., and Corey E.J. A strategy for position-selective epoxidation of polyprenols. J. Am. Chem. Soc. 130 (2008) 8089-8093
35. Griesbeck A.G., Adam W., Bartoschek A., and El-Idreesy T.T. Photooxygenation of allylic alcohols: kinetic comparison of unfunctionalized alkenes with prenol-type allylic alcohols, ethers and acetates. Photochem. Photobiol. Sci. 2 (2003) 877-881
36. McClure D.L., Valuck R.J., Glanz M., and Hokanson J.E. Systematic review and meta-analysis of clinically relevant adverse events from HMG CoA reductase inhibitor trials worldwide from 1982 to present. Pharmacoepidemiol. Drug Saf. 16 2007 (1982) 132-143