Analysis of neurosterols by GC-MS and LC-MS/MS

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences

Volumn 877, Issue 26, 2009, Pages 2778-2805

  Griffiths, William J ^a   Wang, Yuqin ^a  

^a SWANSEA UNIVERSITY   (United Kingdom)

Author keywords

Alzheimer's disease; Brain; Cholesterol; Lipidomics; LXR; Mass spectrometry; Oxysterol; Sterol

Indexed keywords

ALZHEIMER'S DISEASE; LIPIDOMICS; LXR; OXYSTEROL; STEROL;

CARBOXYLIC ACIDS; CHOLESTEROL; LIPIDS; MASS SPECTROMETERS; MASS SPECTROMETRY; ORGANIC ACIDS;

ALCOHOLS;

CHOLESTEROL DERIVATIVE; NEUROSTEROL DERIVATIVE; OXYSTEROL; STEROL DERIVATIVE; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; AUTOOXIDATION; CEREBROSPINAL FLUID; CHOLESTEROL METABOLISM; DEGENERATIVE DISEASE; HUMAN; LIQUID CHROMATOGRAPHY; MASS FRAGMENTOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PRIORITY JOURNAL; REVIEW; SIGNAL TRANSDUCTION; STEROL ANALYSIS; STEROL SYNTHESIS;

ANIMALS; BODY FLUIDS; BRAIN CHEMISTRY; CHROMATOGRAPHY, LIQUID; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; NEUROTRANSMITTER AGENTS; STEROLS; TANDEM MASS SPECTROMETRY;

EID: 67849114615     PISSN: 15700232     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jchromb.2009.05.017     Document Type: Review

References (125)

1. Dietschy J.M., and Turley S.D. J. Lipid Res. 45 (2004) 1375
2. Quan G., Xie C., Dietschy J.M., and Turley S.D. Brain Res. Dev. Brain Res. 146 (2003) 87
3. Lütjohann D., Breuer O., Ahlborg G., Nennesmo I., Siden A., Diczfalusy U., and Björkhem I. Proc. Natl. Acad. Sci. U.S.A. 93 (1996) 9799
4. Goldstein J.L., Bose-Boyd R.A., and Brown M.S. Cell 124 (2006) 35
5. Brown M.S., and Goldstein J.L. J. Lipid Res. 50 (2009) S15
6. Radhakrishnan A., Ikeda Y., Kwon H.J., Brown M.S., and Goldstein J.L. Proc. Natl. Acad. Sci. U.S.A. 104 (2007) 6511
7. Lund E.G., Guileyardo J.M., and Russell D.W. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 7238
8. Lütjohann D., Björkhem I., Locatelli S., Dame C., Schmolling J., von B.K., and Fahnenstich H. Acta Paediatr. 90 (2001) 652
9. Dzeletovic S., Breuer O., Lund E., and Diczfalusy U. Anal. Biochem. 225 (1995) 73
10. Heverin M., Bogdanovic N., Lütjohann D., Bayer T., Pikuleva I., Bretillon L., Diczfalusy U., Winblad B., and Björkhem I. J. Lipid Res. 45 (2004) 186
11. Björkhem I., Lütjohann D., Diczfalusy U., Stahle L., Ahlborg G., and Wahren J. J. Lipid Res. 39 (1998) 1594
12. Heverin M., Meaney S., Lütjohann D., Diczfalusy U., Wahren J., and Björkhem I. J. Lipid Res. 46 (2005) 1047
13. Lütjohann D., Brzezinka A., Barth E., Abramowski D., Staufenbiel M., von B.K., Beyreuther K., Multhaup G., and Bayer T.A. J. Lipid Res. 43 (2002) 1078
14. Björkhem I., Lütjohann D., Breuer O., Sakinis A., and Wennmalm A. J. Biol. Chem. 272 (1997) 30178
15. Lund E.G., Xie C., Kotti T., Turley S.D., Dietschy J.M., and Russell D.W. J. Biol. Chem. 278 (2003) 22980
16. Mast N., Norcross R., Andersson U., Shou M., Nakayama K., Björkhem I., and Pikuleva I.A. Biochemistry 42 (2003) 14284
17. Meaney S., Heverin M., Panzenboeck U., Ekstrom L., Axelsson M., Andersson U., Diczfalusy U., Pikuleva I., Wahren J., Sattler W., and Björkhem I. J. Lipid Res. 48 (2007) 944
18. Zhang J., Akwa Y., el-Etr M., Baulieu E.E., and Sjövall J. Biochem. J. 322 Pt 1 (1997) 175
19. Lin Y.Y., Welch M., and Lieberman S. J. Steroid Biochem. Mol. Biol. 85 (2003) 57
20. Yao Z.X., Brown R.C., Teper G., Greeson J., and Papadopoulos V. J. Neurochem. 83 (2002) 1110
21. McDonald J.G., Thompson B.M., McCrum E.C., and Russell D.W. Methods Enzymol. 432 (2007) 145
22. Miyajima H., Adachi J., Kohno S., Takahashi Y., Ueno Y., and Naito T. QJM 94 (2001) 417
23. Nelson J.A., Steckbeck S.R., and Spencer T.A. J. Biol. Chem. 256 (1981) 1067
24. Wong J., Quinn C.M., Guillemin G., and Brown A.J. J. Neurochem. 103 (2007) 1764
25. Wong J., Quinn C.M., Gelissen I.C., and Brown A.J. J. Biol. Chem. 283 (2008) 700
26. Edwards P.A., Kast H.R., and Anisfeld A.M. J. Lipid Res. 43 (2002) 2
27. Jefcoate C.R. J. Clin. Invest. 116 (2006) 1832
28. Lehmann J.M., Kliewer S.A., Moore L.B., Smith-Oliver T.A., Oliver B.B., Su J.L., Sundseth S.S., Winegar D.A., Blanchard D.E., Spencer T.A., and Willson T.M. J. Biol. Chem. 272 (1997) 3137
29. Janowski B.A., Grogan M.J., Jones S.A., Wisely G.B., Kliewer S.A., Corey E.J., and Mangelsdorf D.J. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 266
30. Björkhem I. J. Lipid Res. 50 (2009) S213
31. Puglielli L., Friedlich A.L., Setchell K.D., Nagano S., Opazo C., Cherny R.A., Barnham K.J., Wade J.D., Melov S., Kovacs D.M., and Bush A.I. J. Clin. Invest. 115 (2005) 2556
32. Nelson T.J., and Alkon D.L. J. Biol. Chem. 280 (2005) 7377
33. Zhang Q., Powers E.T., Nieva J., Huff M.E., Dendle M.A., Bieschke J., Glabe C.G., Eschenmoser A., Wentworth Jr. P., Lerner R.A., and Kelly J.W. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 4752
34. Nieva J., and Wentworth Jr. P. Trends Biochem. Sci. 29 (2004) 274
35. Javitt N.B. Steroids 73 (2008) 149
36. Griffiths W.J., Shackleton C., and Sjövall J. The Encyclopedia of Mass Spectrometry, vol. 3 (2005), Elsevier, Amsterdam p. 447
37. Axelson M., Mork B., and Sjövall J. J. Lipid Res. 29 (1988) 629
38. Vihko R. Acta Endocrinol. (Copenh) 52 Suppl (1966) 67
39. Leoni V., Masterman T., Patel P., Meaney S., Diczfalusy U., and Björkhem I. J. Lipid Res. 44 (2003) 793
40. Leoni V., Masterman T., Mousavi F.S., Wretlind B., Wahlund L.O., Diczfalusy U., Hillert J., and Björkhem I. Clin. Chem. Lab Med. 42 (2004) 186
41. Bretillon L., Siden A., Wahlund L.O., Lütjohann D., Minthon L., Crisby M., Hillert J., Groth C.G., Diczfalusy U., and Björkhem I. Neurosci. Lett. 293 (2000) 87
42. Lütjohann D., Papassotiropoulos A., Björkhem I., Locatelli S., Bagli M., Oehring R.D., Schlegel U., Jessen F., Rao M.L., von B.K., and Heun R. J. Lipid Res. 41 (2000) 195
43. Valenza M., and Cattaneo E. Prog. Neurobiol. 80 (2006) 165
44. Walker F.O. Lancet 369 (2007) 218
45. Leoni V., Mariotti C., Tabrizi S.J., Valenza M., Wild E.J., Henley S.M., Hobbs N.Z., Mandelli M.L., Grisoli M., Björkhem I., Cattaneo E., and Di D.S. Brain 131 (2008) 2851
46. Björkhem I. J. Intern. Med. 260 (2006) 493
47. Valenza M., Rigamonti D., Goffredo D., Zuccato C., Fenu S., Jamot L., Strand A., Tarditi A., Woodman B., Racchi M., Mariotti C., Di D.S., Corsini A., Bates G., Pruss R., Olson J.M., Sipione S., Tartari M., and Cattaneo E. J. Neurosci. 25 (2005) 9932
48. Valenza M., Leoni V., Tarditi A., Mariotti C., Björkhem I., Di D.S., and Cattaneo E. Neurobiol. Dis. 28 (2007) 133
49. Bretillon L., Lütjohann D., Stahle L., Widhe T., Bindl L., Eggertsen G., Diczfalusy U., and Björkhem I. J. Lipid Res. 41 (2000) 840
50. Leoni V., Lütjohann D., and Masterman T. J. Lipid Res. 46 (2005) 191
51. Papassotiropoulos A., Lütjohann D., Bagli M., Locatelli S., Jessen F., Buschfort R., Ptok U., Björkhem I., von B.K., and Heun R. J. Psychiatr. Res. 36 (2002) 27
52. Schönknecht P., Lütjohann D., Pantel J., Bardenheuer H., Hartmann T., von B.K., Beyreuther K., and Schroder J. Neurosci. Lett. 324 (2002) 83
53. Leoni V., Shafaati M., Salomon A., Kivipelto M., Björkhem I., and Wahlund L.O. Neurosci. Lett. 397 (2006) 83
54. Blennow K., Wallin A., Fredman P., Karlsson I., Gottfries C.G., and Svennerholm L. Acta Neurol. Scand. 81 (1990) 323
55. Prasad V.V., Ponticorvo L., and Lieberman S. J. Steroid Biochem. 21 (1984) 733
56. Puglielli L., Tanzi R.E., and Kovacs D.M. Nat. Neurosci. 6 (2003) 345
57. Simons M., Keller P., De S.B., Beyreuther K., Dotti C.G., and Simons K. Proc. Natl. Acad. Sci. U.S.A. 95 (1998) 6460
58. Schneider A., Schulz-Schaeffer W., Hartmann T., Schulz J.B., and Simons M. Neurobiol. Dis. 23 (2006) 573
59. Howland D.S., Trusko S.P., Savage M.J., Reaume A.G., Lang D.M., Hirsch J.D., Maeda N., Siman R., Greenberg B.D., Scott R.W., and Flood D.G. J. Biol. Chem. 273 (1998) 16576
60. Refolo L.M., Malester B., LaFrancois J., Bryant-Thomas T., Wang R., Tint G.S., Sambamurti K., Duff K., and Pappolla M.A. Neurobiol. Dis. 7 (2000) 321
61. Refolo L.M., Pappolla M.A., LaFrancois J., Malester B., Schmidt S.D., Thomas-Bryant T., Tint G.S., Wang R., Mercken M., Petanceska S.S., and Duff K.E. Neurobiol. Dis. 8 (2001) 890
62. Corder E.H., Saunders A.M., Strittmatter W.J., Schmechel D.E., Gaskell P.C., Small G.W., Roses A.D., Haines J.L., and Pericak-Vance M.A. Science 261 (1993) 921
63. Strittmatter W.J., Saunders A.M., Schmechel D., Pericak-Vance M., Enghild J., Salvesen G.S., and Roses A.D. Proc. Natl. Acad. Sci. U.S.A. 90 (1993) 1977
64. Carter D.B. Subcell. Biochem. 38 (2005) 255
65. Björkhem I., Blomstrand R., and Svensson L. Clin. Chim. Acta 54 (1974) 185
66. Sturchler-Pierrat C., Abramowski D., Duke M., Wiederhold K.H., Mistl C., Rothacher S., Ledermann B., Burki K., Frey P., Paganetti P.A., Waridel C., Calhoun M.E., Jucker M., Probst A., Staufenbiel M., and Sommer B. Proc. Natl. Acad. Sci. U.S.A. 94 (1997) 13287
67. Sipione S., Rigamonti D., Valenza M., Zuccato C., Conti L., Pritchard J., Kooperberg C., Olson J.M., and Cattaneo E. Hum. Mol. Genet. 11 (2002) 1953
68. Valenza M., Carroll J.B., Leoni V., Bertram L.N., Björkhem I., Singaraja R.R., Di D.S., Lütjohann D., Hayden M.R., and Cattaneo E. Hum. Mol. Genet. 16 (2007) 2187
69. Kotti T.J., Ramirez D.M., Pfeiffer B.E., Huber K.M., and Russell D.W. Proc. Natl. Acad. Sci. U.S.A. 103 (2006) 3869
70. Mangiarini L., Sathasivam K., Seller M., Cozens B., Harper A., Hetherington C., Lawton M., Trottier Y., Lehrach H., Davies S.W., and Bates G.P. Cell 87 (1996) 493
71. Burkard I., Rentsch K.M., and von E.A. J. Lipid Res. 45 (2004) 776
72. Babiker A., and Diczfalusy U. Biochim. Biophys. Acta 1392 (1998) 333
73. DeBarber A.E., Lütjohann D., Merkens L., and Steiner R.D. Anal. Biochem. 381 (2008) 151
74. Pulfer M.K., Taube C., Gelfand E., and Murphy R.C. J. Pharmacol. Exp. Ther. 312 (2005) 256
75. Raith K., Brenner C., Farwanah H., Muller G., Eder K., and Neubert R.H. J. Chromatogr. A 1067 (2005) 207
76. Thelen K.M., Lütjohann D., Vesalainen R., Janatuinen T., Knuuti J., von B.K., Lehtimaki T., and Laaksonen R. Eur. J. Clin. Pharmacol. 62 (2006) 9
77. Quirke J.M., Adams J.M., and Van Berkel G.J. Anal. Chem. 66 (1994) 1302
78. Van Berkel G.J., Quirke J.M., Tigani R.A., Dilley A.S., and Covey T.R. Anal. Chem. 70 (1998) 1544
79. Griffiths W.J., Brown A., Reimendal R., Yang Y., and Sjövall J. Rapid Commun. Mass Spectrom. 10 (1996) 1169
80. Sandhoff R., Brugger B., Jeckel D., Lehmann W.D., and Wieland F.T. J. Lipid Res. 40 (1999) 126
81. Johnson D.W., ten Brink H.J., and Jakobs C. J. Lipid Res. 42 (2001) 1699
82. Jiang X., Ory D.S., and Han X. Rapid Commun. Mass Spectrom. 21 (2007) 141
83. Honda A., Yamashita K., Miyazaki H., Shirai M., Ikegami T., Xu G., Numazawa M., Hara T., and Matsuzaki Y. J. Lipid Res. 49 (2008) 2063
84. Honda A., Yamashita K., Hara T., Ikegami T., Miyazaki T., Shirai M., Xu G., Numazawa M., and Matsuzaki Y. J. Lipid Res. 50 (2009) 350
85. Bodin K., Bretillon L., Aden Y., Bertilsson L., Broome U., Einarsson C., and Diczfalusy U. J. Biol. Chem. 276 (2001) 38685
86. Griffiths W.J., Hornshaw M., Woffendin G., Baker S.F., Lockhart A., Heidelberger S., Gustafsson M., Sjövall J., and Wang Y. J. Proteome. Res. 7 (2008) 3602
87. Griffiths W.J., Wang Y., Alvelius G., Liu S., Bodin K., and Sjövall J. J. Am. Soc. Mass Spectrom. 17 (2006) 341
88. Wang Y., Hornshaw M., Alvelius G., Bodin K., Liu S., Sjövall J., and Griffiths W.J. Anal. Chem. 78 (2006) 164
89. Karu K., Hornshaw M., Woffendin G., Bodin K., Hamberg M., Alvelius G., Sjövall J., Turton J., Wang Y., and Griffiths W.J. J. Lipid Res. 48 (2007) 976
90. Liu S., Sjövall J., and Griffiths W.J. Anal. Chem. 75 (2003) 5835
91. Wang Y., Sousa K.M., Bodin K., Theofilopoulos S., Sacchetti P., Hornshaw M., Woffendin G., Karu K., Sjövall J., Arenas E., and Griffiths W.J. Mol. BioSyst. 5 (2009) 529
92. Iwamori M., Moser H.W., and Kishimoto Y. Biochim. Biophys. Acta 441 (1976) 268
93. Axelson M., and Sjövall J. J. Chromatogr. 186 (1979) 725
94. Sjövall J., and Axelson M. Vitam. Horm. 39 (1982) 31
95. Wang Y., and Griffiths W.J. Neurochem. Int. 52 (2008) 506
96. Wentworth Jr. P., McDunn J.E., Wentworth A.D., Takeuchi C., Nieva J., Jones T., Bautista C., Ruedi J.M., Gutierrez A., Janda K.D., Babior B.M., Eschenmoser A., and Lerner R.A. Science 298 (2002) 2195
97. Wentworth Jr. P., Nieva J., Takeuchi C., Galve R., Wentworth A.D., Dilley R.B., DeLaria G.A., Saven A., Babior B.M., Janda K.D., Eschenmoser A., and Lerner R.A. Science 302 (2003) 1053
98. Smith L.L. Free Radic. Biol. Med. 37 (2004) 318
99. Bosco D.A., Fowler D.M., Zhang Q., Nieva J., Powers E.T., Wentworth Jr. P., Lerner R.A., and Kelly J.W. Nat. Chem. Biol. 2 (2006) 249
100. Bieschke J., Zhang Q., Bosco D.A., Lerner R.A., Powers E.T., Wentworth Jr. P., and Kelly J.W. Acc. Chem. Res. 39 (2006) 611
101. Brinkhorst J., Nara S.J., and Pratt D.A. J. Am. Chem. Soc. 130 (2008) 12224
102. Kanofsky J.R. Chem. Biol. Interact. 70 (1989) 1
103. Smith L.L. Cholesterol Autoxidation (1981), Plenum Press, New York
104. Schroepfer Jr. G.J. Physiol Rev. 80 (2000) 361
105. Murphy R.C., and Johnson K.M. J. Biol. Chem. 283 (2008) 15521
106. Smith L.L., Kulig M., Miller D., and Anasari G.A. J. Am. Chem. Soc. 100 (1978) 6206
107. Song B.L., Javitt N.B., and Bose-Boyd R.A. Cell Metab. 1 (2005) 179
108. Sever N., Yang T., Brown M.S., Goldstein J.L., and Bose-Boyd R.A. Mol. Cell 11 (2003) 25
109. Pikuleva I., and Javitt N.B. Arch. Biochem. Biophys. 420 (2003) 35
110. Rose K., Allan A., Gauldie S., Stapleton G., Dobbie L., Dott K., Martin C., Wang L., Hedlund E., Seckl J.R., Gustafsson J.A., and Lathe R. J. Biol. Chem. 276 (2001) 23937
111. Porter F.D. J. Clin. Invest. 110 (2002) 715
112. Engelking L.J., Evers B.M., Richardson J.A., Goldstein J.L., Brown M.S., and Liang G. J. Clin. Invest. 116 (2006) 2356
113. Wassif C.A., Yu J., Cui J., Porter F.D., and Javitt N.B. Steroids 68 (2003) 497
114. Ingham P.W., and McMahon A.P. Genes Dev. 15 (2001) 3059
115. Dwyer J.R., Sever N., Carlson M., Nelson S.F., Beachy P.A., and Parhami F. J. Biol. Chem. 282 (2007) 8959
116. Corcoran R.B., and Scott M.P. Proc. Natl. Acad. Sci. U.S.A. 103 (2006) 8408
117. Baranowski M. J. Physiol. Pharmacol. 59 Suppl 7 (2008) 31
118. Wojcicka G., Jamroz-Wisniewska A., Horoszewicz K., and Beltowski J. Postepy Hig. Med. Dosw. (Online.) 61 (2007) 736
119. Jamroz-Wisniewska A., Wojcicka G., Horoszewicz K., and Beltowski J. Postepy Hig. Med. Dosw. (Online.) 61 (2007) 760
120. Yang C., McDonald J.G., Patel A., Zhang Y., Umetani M., Xu F., Westover E.J., Covey D.F., Mangelsdorf D.J., Cohen J.C., and Hobbs H.H. J. Biol. Chem. 281 (2006) 27816
121. Song C., and Liao S. Endocrinology 141 (2000) 4180
122. Cao G., Bales K.R., DeMattos R.B., and Paul S.M. Curr. Alzheimer Res. 4 (2007) 179
123. Eikelenboom P., Zhan S.S., van Gool W.A., and Allsop D. Trends Pharmacol. Sci. 15 (1994) 447
124. Brown III J., Theisler C., Silberman S., Magnuson D., Gottardi-Littell N., Lee J.M., Yager D., Crowley J., Sambamurti K., Rahman M.M., Reiss A.B., Eckman C.B., and Wolozin B. J. Biol. Chem. 279 (2004) 34674
125. Yau J.L., Rasmuson S., Andrew R., Graham M., Noble J., Olsson T., Fuchs E., Lathe R., and Seckl J.R. Neuroscience 121 (2003) 307