LC-quadrupole/Orbitrap high-resolution mass spectrometry enables stable isotope-resolved simultaneous quantification and 13C-isotopic labeling of acyl-coenzyme A thioesters

Analytical and Bioanalytical Chemistry

Volumn 408, Issue 13, 2016, Pages 3651-3658

  Frey, Alexander J ^a   Feldman, Daniel R ^a   Trefely, Sophie ^a   Worth, Andrew J ^b   Basu, Sankha S ^c   Snyder, Nathaniel W ^a  

^a DREXEL UNIVERSITY   (United States)

^b BRISTOL MYERS SQUIBB   (United States)

^c BRIGHAM AND WOMEN S HOSPITAL   (United States)

Author keywords

Bioanalytical methods; Coenzyme A; Mass spectrometry; Metabolism; Stable isotope labeling

Indexed keywords

AMINO ACIDS; CARBON; COENZYMES; FATTY ACIDS; ISOTOPES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PHYSIOLOGY; SPECTROMETRY;

AMINO ACID DEGRADATIONS; BIOANALYTICAL METHODS; CHOLESTEROL METABOLISM; COENZYME A; HIGH RESOLUTION MASS SPECTROMETRY; STABLE ISOTOPE DILUTION; STABLE-ISOTOPE LABELING; TRICARBOXYLIC ACID CYCLE;

METABOLISM;

ACYL COENZYME A; CARBON; ESTER;

CHEMISTRY; HUMAN; ISOTOPE LABELING; LIQUID CHROMATOGRAPHY; PROCEDURES; TUMOR CELL LINE;

ACYL COENZYME A; CARBON ISOTOPES; CELL LINE, TUMOR; CHROMATOGRAPHY, LIQUID; ESTERS; HUMANS; ISOTOPE LABELING;

EID: 84960405794     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-016-9448-5     Document Type: Article

References (36)

1. Grevengoed TJ, Klett EL, Coleman RA. Acyl-CoA metabolism and partitioning. Annu Rev Nutr. 2014;34:1–30. doi:10.1146/annurev-nutr-071813-105541.
2. Gao S, Moran TH, Lopaschuk GD, Butler AA. Hypothalamic malonyl-CoA and the control of food intake. Physiol Behav. 2013;122:17–24. doi:10.1016/j.physbeh.2013.07.014.
3. Schulze A, Lindner M, Kohlmuller D, Olgemoller K, Mayatepek E, Hoffmann GF. Expanded newborn screening for inborn errors of metabolism by electrospray ionization-tandem mass spectrometry: results, outcome, and implications. Pediatrics. 2003;111(6 Pt 1):1399–406.
4. Bennett MJ, Rinaldo P, Strauss AW. Inborn errors of mitochondrial fatty acid oxidation. Crit Rev Clin Lab Sci. 2000;37(1):1–44. doi:10.1080/10408360091174169.
5. Lee JV, Carrer A, Shah S, Snyder NW, Wei S, Venneti S, et al. Akt-dependent metabolic reprogramming regulates tumor cell histone acetylation. Cell Metab. 2014;20(2):306–19. doi:10.1016/j.cmet.2014.06.004.
6. Pougovkina O, Te Brinke H, Wanders RJ, Houten SM, de Boer VC. Aberrant protein acylation is a common observation in inborn errors of acyl-CoA metabolism. J Inherit Metab Dis. 2014;37(5):709–14. doi:10.1007/s10545-014-9684-9.
7. Lee JV, Shah SA, Wellen KE. Obesity, cancer, and acetyl-CoA metabolism. Drug Discov Today Dis Mech. 2013;10(1–2):e55–61. doi:10.1016/j.ddmec.2013.03.005.
8. Schuetz R, Zamboni N, Zampieri M, Heinemann M, Sauer U. Multidimensional optimality of microbial metabolism. Science. 2012;336(6081):601–4. doi:10.1126/science.1216882.
9. Seitz LM, Ram MS. Metabolites of lesser grain borer in grains. J Agric Food Chem. 2004;52(4):898–908. doi:10.1021/jf035190m.
10. Brindle PA, Baker FC, Tsai LW, Reuter CC, Schooley DA. Sources of propionate for the biogenesis of ethyl-branched insect juvenile hormones: role of isoleucine and valine. Proc Natl Acad Sci U S A. 1987;84(22):7906–10.
11. Zamboni N, Saghatelian A, Patti GJ. Defining the metabolome: size, flux, and regulation. Mol Cell. 2015;58(4):699–706. doi:10.1016/j.molcel.2015.04.021.
12. Ciccimaro E, Blair IA. Stable-isotope dilution LC-MS for quantitative biomarker analysis. Bioanalysis. 2010;2(2):311–41. doi:10.4155/bio.09.185.
13. Basu SS, Mesaros C, Gelhaus SL, Blair IA. Stable isotope labeling by essential nutrients in cell culture for preparation of labeled coenzyme A and its thioesters. Anal Chem. 2011;83(4):1363–9. doi:10.1021/ac1027353.
14. Snyder NW, Basu SS, Zhou Z, Worth AJ, Blair IA. Stable isotope dilution liquid chromatography/mass spectrometry analysis of cellular and tissue medium- and long-chain acyl-coenzyme A thioesters. Rapid Commun Mass Spectrom. 2014;28(16):1840–8. doi:10.1002/rcm.6958.
15. Clasquin MF, Melamud E, Rabinowitz JD. LC-MS data processing with MAVEN: a metabolomic analysis and visualization engine. Curr Protoc Bioinform. 2012; Chapter 14: Unit 14 1. doi: 10.1002/0471250953.bi1411s37.
16. Huang X, Chen YJ, Cho K, Nikolskiy I, Crawford PA, Patti GJ. X13CMS: global tracking of isotopic labels in untargeted metabolomics. Anal Chem. 2014;86(3):1632–9. doi:10.1021/ac403384n.
17. Hellerstein MK, Neese RA. Mass isotopomer distribution analysis at eight years: theoretical, analytic, and experimental considerations. Am J Physiol. 1999;276(6 Pt 1):E1146–70.
18. Liu X, Ser Z, Locasale JW. Development and quantitative evaluation of a high-resolution metabolomics technology. Anal Chem. 2014;86(4):2175–84. doi:10.1021/ac403845u.
19. Rhoads TW, Rose CM, Bailey DJ, Riley NM, Molden RC, Nestler AJ, et al. Neutron-encoded mass signatures for quantitative top-down proteomics. Anal Chem. 2014;86(5):2314–9. doi:10.1021/ac403579s.
20. Basu SS, Blair IA. SILEC: a protocol for generating and using isotopically labeled coenzyme A mass spectrometry standards. Nat Protoc. 2012;7(1):1–12. doi:10.1038/nprot.2011.421.
21. Snyder NW, Tombline G, Worth AJ, Parry RC, Silvers JA, Gillespie KP, et al. Production of stable isotope-labeled acyl-coenzyme A thioesters by yeast stable isotope labeling by essential nutrients in cell culture. Anal Biochem. 2015;474:59–65. doi:10.1016/j.ab.2014.12.014.
22. Snyder NW, Basu SS, Worth AJ, Mesaros C, Blair IA. Metabolism of propionic acid to a novel acyl-coenzyme A thioester by mammalian cell lines and platelets. J Lipid Res. 2015;56(1):142–50. doi:10.1194/jlr.M055384.
23. Fernandez CA, Des Rosiers C, Previs SF, David F, Brunengraber H. Correction of 13C mass isotopomer distributions for natural stable isotope abundance. J Mass Spectrom. 1996;31(3):255–62. doi:10.1002/(SICI)1096-9888(199603)31:3<255::AID-JMS290>3.0.CO;2-3.
24. Dalluge JJ, Gort S, Hobson R, Selifonova O, Amore F, Gokarn R. Separation and identification of organic acid-coenzyme A thioesters using liquid chromatography/electrospray ionization-mass spectrometry. Anal Bioanal Chem. 2002;374(5):835–40. doi:10.1007/s00216-002-1554-x.
25. Gao L, Chiou W, Tang H, Cheng X, Camp HS, Burns DJ. Simultaneous quantification of malonyl-CoA and several other short-chain acyl-CoAs in animal tissues by ion-pairing reversed-phase HPLC/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2007;853(1–2):303–13. doi:10.1016/j.jchromb.2007.03.029.
26. Haynes CA, Allegood JC, Sims K, Wang EW, Sullards MC, Merrill Jr AH. Quantitation of fatty acyl-coenzyme As in mammalian cells by liquid chromatography-electrospray ionization tandem mass spectrometry. J Lipid Res. 2008;49(5):1113–25. doi:10.1194/jlr.D800001-JLR200.
27. Liu X, Sadhukhan S, Sun S, Wagner GR, Hirschey MD, Qi L, et al. High-resolution metabolomics with Acyl-CoA profiling reveals widespread remodeling in response to diet. Mol Cell Proteomics. 2015;14(6):1489–500. doi:10.1074/mcp.M114.044859.
28. Magnes C, Suppan M, Pieber TR, Moustafa T, Trauner M, Haemmerle G, et al. Validated comprehensive analytical method for quantification of coenzyme A activated compounds in biological tissues by online solid-phase extraction LC/MS/MS. Anal Chem. 2008;80(15):5736–42. doi:10.1021/ac800031u.
29. Minkler PE, Kerner J, Kasumov T, Parland W, Hoppel CL. Quantification of malonyl-coenzyme A in tissue specimens by high-performance liquid chromatography/mass spectrometry. Anal Biochem. 2006;352(1):24–32. doi:10.1016/j.ab.2006.02.015.
30. Worth AJ, Basu SS, Deutsch EC, Hwang WT, Snyder NW, Lynch DR, et al. Stable isotopes and LC-MS for monitoring metabolic disturbances in Friedreich’s ataxia platelets. Bioanalysis. 2015;7(15):1843–55. doi:10.4155/bio.15.118.
31. Zubarev RA, Makarov A. Orbitrap mass spectrometry. Anal Chem. 2013;85(11):5288–96. doi:10.1021/ac4001223.
32. Makarov A, Denisov E, Lange O. Performance evaluation of a high-field Orbitrap mass analyzer. J Am Soc Mass Spectrom. 2009;20(8):1391–6. doi:10.1016/j.jasms.2009.01.005.
33. Michalski A, Damoc E, Hauschild JP, Lange O, Wieghaus A, Makarov A. Mass spectrometry-based proteomics using Q Exactive, a high-performance benchtop quadrupole Orbitrap mass spectrometer. Mol Cell Proteomics. 2011;10(9):M111 011015. doi:10.1074/mcp.M111.011015.
34. Cummings JH, Pomare EW, Branch WJ, Naylor CP, Macfarlane GT. Short chain fatty acids in human large intestine, portal, hepatic and venous blood. Gut. 1987;28(10):1221–7.
35. Al-Lahham SH, Peppelenbosch MP, Roelofsen H, Vonk RJ, Venema K. Biological effects of propionic acid in humans; metabolism, potential applications and underlying mechanisms. Biochim Biophys Acta. 2010;1801(11):1175–83. doi:10.1016/j.bbalip.2010.07.007.
36. Neubauer S, Chu DB, Marx H, Sauer M, Hann S, Koellensperger G. LC-MS/MS-based analysis of coenzyme A and short-chain acyl-coenzyme A thioesters. Anal Bioanal Chem. 2015;407(22):6681–8. doi:10.1007/s00216-015-8825-9.