The analytical determination of isoprenoid intermediates from the mevalonate pathway

Analytical and Bioanalytical Chemistry

Volumn 402, Issue 2, 2012, Pages 671-685

  Nürenberg, Gudrun ^a   Volmer, Dietrich A ^a  

^a SAARLAND UNIVERSITY   (Germany)

Author keywords

Farnesyl pyrophosphate (FPP); Geranylgeranyl pyrophosphate (GGPP); Liquid chromatography; Mass spectrometry; Mevalonate pathway; Protein prenylation

Indexed keywords

ANALYTICAL DETERMINATION; BIOLOGICAL TISSUES; BRANCHING POINTS; FARNESYL PYROPHOSPHATES; GERANYLGERANYL PYROPHOSPHATE (GGPP); ISOPRENOIDS; MEVALONATE PATHWAY; POST-TRANSLATIONAL MODIFICATIONS; PRENYLATION; PROTEIN PRENYLATION; REGULATORY MECHANISM; STATINS; TARGET PROTEINS; THERAPEUTIC EFFICACY;

BIOCHEMISTRY; CHOLESTEROL; DISEASES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PATHOLOGY; PROTEINS; TISSUE;

LIPIDS;

MEVALONIC ACID; TERPENE;

CAPILLARY ELECTROPHORESIS; CHEMICAL STRUCTURE; ION EXCHANGE CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLISM; REVIEW;

CHROMATOGRAPHY, ION EXCHANGE; ELECTROPHORESIS, CAPILLARY; MASS SPECTROMETRY; MEVALONIC ACID; MOLECULAR STRUCTURE; TERPENES;

EID: 84856211591     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-011-5262-2     Document Type: Review

References (101)

1. SA Holstein RJ Hohl 2004 Isoprenoids: remarkable diversity of form and function Lipids 39 293 1:CAS:528:DC%2BD2cXmtFWmtbg%3D
2. SJ McTaggart 2006 Isoprenylated proteins Cell Mol Life Sci 63 255 1:CAS:528:DC%2BD28XhvFKmtrs%3D
3. M Rohmer 2003 Mevalonate-independent methylerythritol phosphate pathway for isoprenoid biosynthesis. Elucidation and distribution Pure Appl Chem 75 375 1:CAS:528:DC%2BD3sXjt1WgtL4%3D
4. W Eisenreich A Bacher D Arigoni F Rohdich 2004 Biosynthesis of isoprenoids via the non-mevalonate pathway Cell Mol Life Sci 61 1401 1:CAS:528:DC%2BD2cXmtFSku74%3D
5. JL Goldstein MS Brown 1990 Regulation of the mevalonate pathway Nature 343 425 1:CAS:528:DyaK3cXhtlCmtbw%3D
6. I Buhaescu H Izzedine 2007 Mevalonate pathway: a review of clinical and therapeutical implications Clin Biochem 40 575 1:CAS:528:DC%2BD2sXmtVGrs7w%3D
7. CM Harris CD Poulter 2000 Recent studies of the mechanism of protein prenylation Nat Prod Rep 17 137 1:CAS:528:DC%2BD3cXitVaisb8%3D
8. AM Winter-Vann PJ Casey 2005 Post-prenylation-processing enzymes as new targets in oncogenesis Nat Rev Cancer 5 405 1:CAS:528:DC%2BD2MXjslertbg%3D
9. FL Zhang PJ Casey 1996 Protein prenylation: molecular mechanisms and functional consequences Annu Rev Biochem 65 241 1:CAS:528:DyaK28XktFamtL0%3D
10. MH Gelb JD Scholten JS Sebolt-Leopold 1998 Protein prenylation : from discovery to prospects for cancer treatment Curr Opin Chem Biol 2 40 1:CAS:528:DyaK1cXitFygtr0%3D
11. J Auer R Berent T Weber B Eber 2002 Clinical significance of pleiotropic effects of statins: lipid reduction and beyond Curr Med Chem 9 1831 1:CAS:528:DC%2BD38XntlCqtbs%3D
12. ACRG Fonseca R Resende CR Oliveira CMF Pereira 2010 Cholesterol and statins in Alzheimer's disease: current controversies Exp Neurol 223 282 1:CAS:528:DC%2BC3cXlsFShsrg%3D
13. KM Swanson RJ Hohl 2006 Anti-cancer therapy: targeting the mevalonate pathway Curr Cancer Drug Tar 6 15 1:CAS:528:DC%2BD28XhtFCrt7s%3D
14. B Wolozin W Kellman P Ruosseau GG Celesia G Siegel 2000 Decreased prevalence of Alzheimer disease associated with 3-hydroxy-3-methyglutaryl coenzyme A reductase inhibitors Arch Neurol 57 1439 1:STN:280: DC%2BD3M%2FitlGntw%3D%3D
15. H Jick GL Zornberg SS Jick S Seshadri DA Drachman 2000 Statins and the risk of dementia Lancet 356 1627 1:CAS:528:DC%2BD3cXotlCnsrc%3D
16. SM Ostrowski BL Wilkinson TE Golde G Landreth 2007 Statins reduce amyloid-beta production through inhibition of protein isoprenylation J Biol Chem 282 26832 1:CAS:528:DC%2BD2sXhtVWjsLvO
17. GP Hooff WG Wood WE Müller GP Eckert 2010 Isoprenoids, small GTPases and Alzheimer's disease Biochim Biophys Acta 1801 896 1:CAS:528: DC%2BC3cXntlags7k%3D
18. SL Cole R Vassar 2006 Isoprenoids and Alzheimer's disease: a complex relationship Neurobiol Dis 22 209 1:CAS:528:DC%2BD28XktVOqu7Y%3D
19. N Mijimolle J Velasco P Dubus C Guerra CA Weinbaum PJ Casey V Campuzano M Barbacid 2005 Protein farnesyltransferase in embryogenesis, adult homeostasis, and tumor development Cancer Cell 7 313 1:CAS:528:DC%2BD2MXjvFSkurY%3D
20. SM Sebti 2005 Protein farnesylation: implications for normal physiology, malignant transformation, and cancer therapy Cancer Cell 7 297 1:CAS:528:DC%2BD2MXjvFSkurg%3D
21. N Ferri R Paoletti A Corsini 2005 Lipid-modified proteins as biomarkers for cardiovascular disease: a review Biomarkers 10 219 1:CAS:528: DC%2BD2MXhtV2htLbE
22. J Greenwood L Steinman SS Zamvil 2006 Statin therapy and autoimmune disease: from protein prenylation to immunomodulation Nat Rev Immunol 6 358 1:CAS:528:DC%2BD28XjslOhu7Y%3D
23. SM Houten J Frenkel HR Waterham 2003 Isoprenoid biosynthesis in hereditary periodic fever syndromes and inflammation Cell Mol Life Sci 60 1118 1:CAS:528:DC%2BD3sXls1Wqsrw%3D
24. Weivoda MM, Hohl RJ (2011) Effects of farnesyl pyrophosphate accumulation on calvarial osteoblast differentiation. Endocrinol (in press)
25. MH Gelb L Brunsveld CA Hrycyna S Michaelis F Tamanoi WC Van Voorhis H Waldmann 2006 Therapeutic intervention based on protein prenylation and associated modifications Nat Chem Biol 2 518 1:CAS:528:DC%2BD28Xps1aht7c%3D
26. JK Liao 2002 Isoprenoids as mediators of the biological effects of statins J Clin Invest 110 285 1:CAS:528:DC%2BD38XlvFKht7c%3D
27. RE Dugan E Rasson JW Porter 1968 Separation of water-soluble steroid and carotenoid precursors by DEAE-cellulose column chromatography Anal Biochem 22 249 1:CAS:528:DyaF1cXnsFKjtQ%3D%3D
28. E Bruenger HC Rilling 1988 Determination of isopentenyl diphosphate and farnesyl diphosphate in tissue samples with a comment on secondary regulation of polyisoprenoid biosynthesis Anal Biochem 173 321 1:CAS:528:DyaL1cXmt1Khsro%3D
29. D Zhang CD Poulter 1993 Analysis and purification of phosphorylated isoprenoids by reversed-phase HPLC Anal Biochem 213 356 1:CAS:528: DyaK2cXnt1KhtQ%3D%3D
30. R Keller P Bangalore J Robert M Swanson 1996 Analysis of isoprenoid phosphates and oligophosphates by capillary zone electrophoresis J Chromatogr A 737 325 1:CAS:528:DyaK28XktlOgsbo%3D
31. P Andersson W Pfeffer L Blomberg 1995 Indirect detection in capillary electrophoresis comparison between indirect UV and indirect laser-induced fluorescence detection for the determination of isoprenyl pyrophosphates J Chromatogr A 699 323 1:CAS:528:DyaK2MXlsFCrsbc%3D
32. VJ Davisson TR Sharp CD Poulter 1988 Negative ion fast atom bombardment mass spectrometry of isoprenoid diphosphates and related analogs Bioorg Chem 16 111 1:CAS:528:DyaL1cXltVOhsLY%3D
33. M Kitaoka H Nagaki T Kinoshita M Kurabayashi T Koyama K Ogura 1990 Negative ion fast atom bombardment-tandem mass spectrometry for structural analysis of isoprenoid diphosphates Anal Biochem 185 182 1:CAS:528: DyaK3cXhslGjt7c%3D
34. L Henneman AG van Cruchten SW Denis MW Amolins AT Placzek RA Gibbs W Kulik HR Waterham 2008 Detection of nonsterol isoprenoids by HPLC-MS/MS Anal Biochem 383 18 1:CAS:528:DC%2BD1cXht1SiurfO
35. L Henneman AG van Cruchten W Kulik HR Waterham 2011 Inhibition of the isoprenoid biosynthesis pathway; detection of intermediates by UPLC-MS/MS Biochim Biophys Acta 1811 227 1:CAS:528:DC%2BC3MXjsFChur0%3D
36. SH Lee S Raboune JM Walker HB Bradshaw 2010 Distribution of endogenous farnesyl pyrophosphate and four species of lysophosphatidic acid in rodent brain Int J Mol Sci 11 3965 1:CAS:528:DC%2BC3cXhtlelsb3J
37. L Song 2003 Detection of farnesyl diphosphate accumulation in yeast ERG9 mutants Anal Biochem 317 180 1:CAS:528:DC%2BD3sXjvFWntbY%3D
38. T Vallon S Ghanegaonkar O Vielhauer A Müller C Albermann G Sprenger M Reuss K Lemuth 2008 Quantitative analysis of isoprenoid diphosphate intermediates in recombinant and wild-type Escherichia coli strains Appl Microbiol Biotechnol 81 175 1:CAS:528:DC%2BD1cXht1Oisb3E
39. FL D'Alexandri FC Gozzo MN Eberlin AM Katzin 2006 Electrospray ionization mass spectrometry analysis of polyisoprenoid alcohols via Li+ cationization Anal Biochem 355 189
40. K Teshima T Kondo 2008 Analytical method for determination of allylic isoprenols in rat tissues by liquid chromatography/tandem mass spectrometry following chemical derivatization with 3-nitrophtalic anhydride J Pharm Biomed Anal 47 560 1:CAS:528:DC%2BD1cXmtlyit7w%3D
41. D McCaskill R Croteau 1993 Procedures for the isolation and quantification of the intermediates of the mevalonic acid pathway Anal Biochem 215 142 1:CAS:528:DyaK2cXkvFahug%3D%3D
42. RJ Lutz TM McLain M Sinensky 1992 Feedback inhibition of polyisoprenyl pyrophosphate synthesis from mevalonate in vitro. Implications for protein prenylation J Biol Chem 267 7983 1:CAS:528:DyaK38XisFSls70%3D
43. T Yang TM Zabriskie CD Poulter 1984 Investigation of isoprenoid benzoates and naphthoates by reversed-phase liquid chromatography isocratic elution characteristics of benzoates and naphthoates of C5-C20 terpenoid alcohols J Chromatogr A 312 121 1:CAS:528:DyaL2MXlsFelsg%3D%3D
44. T Yang TM Zabriskie CD Poulter 1985 Reversed-phase high-performance liquid chromatography of C5 to C20 isoprenoid benzoates and naphthoates Methods Enzymol 111 252 1:CAS:528:DyaL2MXlsFKlsLs%3D
45. WW Epstein Z Wang LM Leining DC Lever 1996 Identification of prenylcysteines and prenylated proteins by formation of substituted naphthopyrans J Org Chem 61 4890 1:CAS:528:DyaK28XktVWrsL4%3D
46. Y Saisho A Morimoto T Umeda 1997 Determination of farnesyl pyrophosphate in dog and human plasma by high-performance liquid chromatography with fluorescence detection Anal Biochem 252 89 1:CAS:528:DyaK2sXmsVWltLc%3D
47. DL Pompliano RP Gomez NJ Anthony 1992 Intramolecular fluorescence enhancement: a continuous assay of Ras farnesyl:protein transferase J Am Chem Soc 114 7945 1:CAS:528:DyaK38XlvVKqurk%3D
48. WC Pickett FL Zhang C Silverstrim SR Schow MM Wick SS Kerwar 1995 A fluorescence assay for geranylgeranyl transferase type I Anal Biochem 225 60 1:CAS:528:DyaK2MXjvVaht7o%3D
49. H Tong SA Holstein RJ Hohl 2005 Simultaneous determination of farnesyl and geranylgeranyl pyrophosphate levels in cultured cells Anal Biochem 336 51 1:CAS:528:DC%2BD2cXhtVCgtLbK
50. H Tong AJ Wiemer JD Neighbors RJ Hohl 2008 Quantitative determination of farnesyl and geranylgeranyl diphosphate levels in mammalian tissue Anal Biochem 378 138 1:CAS:528:DC%2BD1cXmvFemsLc%3D
51. SA Holstein H Tong CH Kuder RJ Hohl 2009 Quantitative determination of geranyl diphosphate levels in cultured human cells Lipids 44 1055 1:CAS:528:DC%2BD1MXhtlCgtLnF
52. SA Holstein H Tong RJ Hohl 2010 Differential activities of thalidomide and isoprenoid biosynthetic pathway inhibitors in multiple myeloma cells Leuk Res 34 344 1:CAS:528:DC%2BC3cXitVKlu74%3D
53. GP Hooff DA Volmer WG Wood WE Müller GP Eckert 2008 Isoprenoid quantitation in human brain tissue: a validated HPLC-fluorescence detection method for endogenous farnesyl- (FPP) and geranylgeranylpyrophosphate (GGPP) Anal Bioanal Chem 392 673 1:CAS:528:DC%2BD1cXhtFOru7rL
54. S Murthy H Tong RJ Hohl 2005 Regulation of fatty acid synthesis by farnesyl pyrophosphate J Biol Chem 280 41793 1:CAS:528:DC%2BD2MXhtlajsrvJ
55. GP Hooff N Patel GW Wood WE Müller GP Eckert DA Volmer 2010 A rapid and sensitive assay for determining human brain levels of farnesyl-(FPP) and geranylgeranylpyrophosphate (GGPP) and transferase activities using UHPLC-MS/MS Anal Bioanal Chem 398 1801 1:CAS:528:DC%2BC3cXhtVGgtbrJ
56. GP Hooff I Peters WG Wood WE Müller GP Eckert 2010 Modulation of cholesterol, farnesylpyrophosphate, and geranylgeranylpyrophosphate in neuroblastoma SH-SY5Y-APP695 cells: impact on amyloid beta-protein production Mol Neurobiol 41 341 1:CAS:528:DC%2BC3cXmsFSqtr4%3D
57. GP Eckert GP Hooff DM Strandjord U Igbavboa DA Volmer WE Müller WG Wood 2009 Regulation of the brain isoprenoids farnesyl- and geranylgeranylpyrophosphate is altered in male Alzheimer patients Neurobiol Dis 35 251 1:CAS:528:DC%2BD1MXotFCgt7g%3D
58. A Dudakovic AJ Wiemer KM Lamb LA Vonnahme SE Dietz RJ Hohl 2008 Inhibition of geranylgeranyl diphosphate synthase induces apoptosis through multiple mechanisms and displays synergy with inhibition of other isoprenoid biosynthetic enzymes J Pharmacol Exp Ther 324 1028 1:CAS:528: DC%2BD1cXivVajs7c%3D
59. M Berezovski W Li CD Poulter SN Krylov 2002 Measuring the activity of farnesyltransferase by capillary electrophoresis with laser-induced fluorescence detection Electrophoresis 23 3398 1:CAS:528:DC%2BD38Xot1Kisrc%3D
60. H Ishiguro S Kawata E Yamasaki Y Matsuda S Fujii Y Matsuzawa 1995 High-performance liquid chromatographic assay for farnesyl-protein transferase activity with dabsylated peptide J Chromatogr B 663 35 1:CAS:528: DyaK2MXjt1Sksrw%3D
61. M Simonen Y Ibig-Rehm G Hofmann J Zimmermann G Albrecht M Magnier V Heidinger D Gabriel 2008 High-content assay to study protein prenylation J Biomol Screen 13 456 1:CAS:528:DC%2BD1cXpt1eitbw%3D
62. JW Wollack NA Zeliadt DG Mullen G Amundson S Geier S Falkum EV Wattenberg G Barany MD Distefano 2009 Multifunctional prenylated peptides for live cell analysis J Am Chem Soc 131 7293 1:CAS:528:DC%2BD1MXls1Gksbk%3D
63. JE Pais KE Bowers AK Stoddard CA Fierke 2005 A continuous fluorescent assay for protein prenyltransferases measuring diphosphate release Anal Biochem 345 302 1:CAS:528:DC%2BD2MXhtVGrs7fM
64. WA Maltese RA Erdman 1989 Characterization of isoprenoid involved in the post-translational modification of mammalian cell proteins J Biol Chem 264 18168 1:CAS:528:DyaL1MXmt1OmsbY%3D
65. A Joly G Popják PA Edwards 1991 In vitro identification of a soluble protein:geranylgeranyl transferase from rat tissues J Biol Chem 266 13495 1:CAS:528:DyaK3MXmtVWltbk%3D
66. WW Epstein DC Lever HC Rilling 1990 Prenylated proteins: synthesis of geranylgeranylcysteine and identification of this thioether amino acid as a component of proteins in CHO cells Proc Natl Acad Sci U S A 87 7352 1:CAS:528:DyaK3MXjvFOgsg%3D%3D
67. WW Epstein D Lever LM Leining E Bruenger HC Rilling 1991 Quantitation of prenylcysteines by a selective cleavage reaction Proc Natl Acad Sci U S A 88 9668 1:CAS:528:DyaK38XksVeksb4%3D
68. M Hjertman J Wejde O Larsson 2001 Characterization of hydrophobic prenyl groups of isoprenylated proteins in human cancer cells Biochem Biophys Res Commun 288 736 1:CAS:528:DC%2BD3MXnslCrs70%3D
69. NMGM Appels H Rosing TC Stephens JHM Schellens JH Beijnen 2006 Quantification of farnesylmethylcysteine in lysates of peripheral blood mononuclear cells using liquid chromatography coupled with electrospray tandem mass spectrometry: pharmacodynamic assay for farnesyl transferase inhibitors Anal Chem 78 2617 1:CAS:528:DC%2BD28XitFGktr8%3D
70. HC Rilling E Bruenger WW Epstein PF Crain 1990 Prenylated proteins: the structure of the isoprenoid group Science 247 318 1:CAS:528:DyaK3cXhtlCktrc%3D
71. CC Farnsworth MH Gelb JA Glomset 1990 Identification of geranylgeranyl-modified proteins in HeLa cells Science 247 320 1:CAS:528:DyaK3cXhtlCkt74%3D
72. R Khosravi-Far RJ Lutz AD Cox L Conroy JR Bourne M Sinensky WE Balch JE Buss CJ Der 1991 Isoprenoid modification of Rab proteins terminating in CC or CXC motifs Proc Natl Acad Sci USA 88 6264 1:CAS:528:DyaK3MXkvV2lu74%3D
73. M Kawata CC Farnsworth Y Yoshida MH Gelb JA Glomset Y Takai 1990 Posttranslationally processed structure of the human platelet protein smg p21B: evidence for geranylgeranylation and carboxyl methylation of the C-terminal cysteine Proc Natl Acad Sci U S A 87 8960 1:CAS:528:DyaK3MXjvF2gsg%3D%3D
74. R Danesi CA McLellan CE Myers 1995 Specific labeling of isoprenylated proteins: application to study inhibitors of the post-translational farnesylation and geranylgeranylation Biochem Biophys Res Commun 206 637 1:CAS:528:DyaK2MXjtFejsbs%3D
75. SG Khan H Mukhtar R Agarwal 1995 A rapid and convenient filter-binding assay for ras p21 processing enzyme farnesyltransferase J Biochem Biophys Methods 30 133 1:CAS:528:DyaK2MXmvVCqu7c%3D
76. W Benetka M Koranda S Maurer-Stroh F Pittner F Eisenhaber 2006 Farnesylation or geranylgeranylation? Efficient assays for testing protein prenylation in vitro and in vivo BMC Biochem 7 6
77. UTT Nguyen Y Wu A Goodall K Alexandrov 2010 Analysis of protein prenylation in vitro and in vivo using functionalized phosphoisoprenoids Curr Protoc Protein Sci 14 14.3
78. B Dursina R Reents A Niculae A Veligodsky R Breitling K Pyatkov H Waldmann RS Goody K Alexandrov 2005 A genetically encodable microtag for chemo-enzymatic derivatization and purification of recombinant proteins Protein Expr Purif 39 71 1:CAS:528:DC%2BD2cXhtVKltbzE
79. B Dursina R Reents C Delon Y Wu M Kulharia M Thutewohl A Veligodsky A Kalinin V Evstifeev D Ciobanu SE Szedlacsek H Waldmann RS Goody K Alexandrov 2006 Identification and specificity profiling of protein prenyltransferase inhibitors using new fluorescent phosphoisoprenoids J Am Chem Soc 128 2822 1:CAS:528:DC%2BD28Xht1Cjsrw%3D
80. Y Wu H Waldmann R Reents FH Ebetino RS Goody K Alexandrov 2006 A protein fluorescence amplifier: continuous fluorometric assay for rab geranylgeranyltransferase ChemBioChem 7 1859 1:CAS:528:DC%2BD2sXkvFA%3D
81. Y Wu K Alexandrov L Brunsveld 2007 Synthesis of a fluorescent analogue of geranylgeranyl pyrophosphate and its use in a high-throughput fluorometric assay for Rab geranylgeranyltransferase Nat Protoc 2 2704 1:CAS:528: DC%2BD2sXhtlSlsr3P
82. TC Turek I Gaon MD Distefano CL Strickland 2001 Synthesis of farnesyl diphosphate analogues containing ether-linked photoactive benzophenones and their application in studies of protein prenyltransferases J Org Chem 66 3253 1:CAS:528:DC%2BD3MXis1yltLo%3D
83. X Liu GD Prestwich 2002 Didehydrogeranylgeranyl (ΔΔGG): a fluorescent probe for protein prenylation J Am Chem Soc 124 20 1:CAS:528:DC%2BD3MXoslygs70%3D
84. Y Kho SC Kim C Jiang D Barma SW Kwon J Cheng J Jaunbergs C Weinbaum F Tamanoi J Falck Y Zhao 2004 A tagging-via-substrate technology for detection and proteomics of farnesylated proteins Proc Natl Acad Sci U S A 101 12479 1:CAS:528:DC%2BD2cXnsVens7Y%3D
85. M Köhn R Breinbauer 2004 The Staudinger ligation-a gift to chemical biology Angew Chem Int Ed 43 3106
86. S Bräse C Gil K Knepper V Zimmermann 2005 Organic azides: an exploding diversity of a unique class of compounds Angew Chem Int Ed 44 5188
87. MW Rose ND Rose J Boggs S Lenevich J Xu G Barany MD Distefano 2005 Evaluation of geranylazide and farnesylazide diphosphate for incorporation of prenylazides into a CAAX box-containing peptide using protein farnesyltransferase J Peptide Res 65 529 1:CAS:528:DC%2BD2MXkslOmt7w%3D
88. BP Duckworth J Xu TA Taton A Guo MD Distefano 2006 Site-specific, covalent attachment of proteins to a solid surface Bioconjug Chem 17 967 1:CAS:528:DC%2BD28XmtF2rurg%3D
89. BP Duckworth Z Zhang A Hosokawa MD Distefano 2007 Selective labeling of proteins by using protein farnesyltransferase ChemBioChem 8 98 1:CAS:528:DC%2BD2sXhtFCmsrY%3D
90. LN Chan C Hart L Guo T Nyberg BSJ Davies LG Fong SG Young BJ Agnew F Tamanoi 2009 A novel approach to tag and identify geranylgeranylated proteins Electrophoresis 30 3598 1:CAS:528:DC%2BD1MXhtleqtb%2FO
91. AJ DeGraw C Palsuledesai JD Ochocki JK Dozier S Lenevich M Rashidian MD Distefano 2010 Evaluation of alkyne-modified isoprenoids as chemical reporters of protein prenylation Chem Biol Drug Des 76 460 1:CAS:528:DC%2BC3cXhsFaqsrnJ
92. HP Lin SC Hsu JC Wu IJ Sheen BS Yan WJ Syu 1999 Localization of isoprenylated antigen of hepatitis delta virus by anti-farnesyl antibodies J Gen Virol 80 91 1:CAS:528:DyaK1MXjs1Kjtg%3D%3D
93. X Liu D Suh J Call GD Prestwich 2004 Antigenic prenylated peptide conjugates and polyclonal antibodies to detect protein prenylation Bioconjug Chem 15 270 1:CAS:528:DC%2BD2cXht12hurg%3D
94. R Baron E Fourcade I Lajoie-Mazenc C Allal B Couderc R Barbaras G Favre JC Faye A Pradines 2000 RhoB prenylation is driven by the three carboxyl-terminal amino acids of the protein: evidenced in vivo by an anti-farnesyl cysteine antibody Proc Natl Acad Sci U S A 97 11626 1:CAS:528:DC%2BD3cXnsF2qsbc%3D
95. JM Troutman MJ Roberts DA Andres HP Spielmann 2005 Tools to analyze protein farnesylation in cells Bioconjug Chem 16 1209 1:CAS:528: DC%2BD2MXpsleqtro%3D
96. AA Tuinman DA Thomas KD Cook CB Xue F Naider JM Becker 1991 Mass spectrometric signature of S-prenylated cysteine peptides Anal Biochem 193 173 1:CAS:528:DyaK3MXlslynu7k%3D
97. H Kassai Y Satomi Y Fukada T Takao 2005 Top-down analysis of protein isoprenylation by electrospray ionization hybrid quadrupole time-of-flight tandem mass spectrometry; the mouse Tgamma protein Rapid Commun Mass Spectrom 19 269 1:CAS:528:DC%2BD2MXhtFCgsrw%3D
98. NMGM Appels K Tung H Rosing JHM Schellens JH Beijnen 2006 A rapid and simple HPLC-UV method for the determination of inhibition characteristics of farnesyl transferase inhibitors Biomed Chromatogr 20 161 1:CAS:528: DC%2BD28XhvFKmsbo%3D
99. NMGM Appels H Rosing TC Stephens A Hughes JHM Schellens JH Beijnen 2006 Absolute quantification of farnesylated Ras levels in complex samples using liquid chromatography fractionation combined with tryptic digestion and electrospray tandem mass spectrometry Anal Biochem 352 33 1:CAS:528: DC%2BD28XjvFSiurY%3D
100. CA Buser CJ Dinsmore C Fernandes I Greenberg K Hamilton SD Mosser ES Walsh TM Williams KS Koblan 2001 High-performance liquid chromatography/mass spectrometry characterization of Ki4B-Ras in PSN-1 cells treated with the prenyltransferase inhibitor L-778,123 Anal Biochem 290 126 1:CAS:528: DC%2BD3MXht1artbw%3D
101. UTT Nguyen Z Guo C Delon Y Wu C Deraeve B Fränzel RS Bon W Blankenfeldt RS Goody H Waldmann D Wolters K Alexandrov 2009 Analysis of the eukaryotic prenylome by isoprenoid affinity tagging Nat Chem Biol 5 227 1:CAS:528:DC%2BD1MXhvFKju7g%3D