Synthesis and Use of Stable-Isotope-Labeled Internal Standards for Quantification of Phosphorylated Metabolites by LC-MS/MS

Analytical Chemistry

Volumn 87, Issue 13, 2015, Pages 6896-6904

  Arrivault, Stéphanie ^a   Guenther, Manuela ^a   Fry, Stephen C ^b   Fuenfgeld, Maximilian M F F ^a   Veyel, Daniel ^a   Mettler Altmann, Tabea ^a,c   Stitt, Mark ^a   Lunn, John E ^a  

^a MAX PLANCK INSTITUTE OF MOLECULAR PLANT PHYSIOLOGY   (Germany)

^b UNIVERSITY OF EDINBURGH   (United Kingdom)

^c Heinrich Heine Universität and Cluster of Excellence on Plant Sciences   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ESCHERICHIA COLI; ISOTOPES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLITES; PLANTS (BOTANY); TISSUE; TISSUE ENGINEERING; YEAST;

ADENOSINE MONOPHOSPHATE; CHLAMYDOMONAS REINHARDTII; ENZYMATIC SYNTHESIS; LIQUID CHROMATOGRAPHY COUPLED TO TANDEM MASS SPECTROMETRY; METABOLITE CONCENTRATIONS; REPRODUCIBILITIES; SENSITIVE TECHNIQUES; STABLE ISOTOPE LABELED INTERNAL STANDARDS;

BIOMOLECULES;

ISOTOPE LABELING; LIQUID CHROMATOGRAPHY; PHOSPHORYLATION; PROCEDURES; STANDARD; TANDEM MASS SPECTROMETRY;

CHROMATOGRAPHY, LIQUID; ISOTOPE LABELING; PHOSPHORYLATION; REFERENCE STANDARDS; TANDEM MASS SPECTROMETRY;

EID: 84936746107     PISSN: 00032700     EISSN: 15206882     Source Type: Journal    
DOI: 10.1021/acs.analchem.5b01387     Document Type: Article

References (44)

1. Grebe, S. K.; Singh, R. J. Clin. Biochem. Rev. 2011, 32, 5-31
2. Lunn, J. E.; Feil, R.; Hendriks, J. H.; Gibon, Y.; Morcuende, R.; Osuna, D.; Scheible, W. R.; Carillo, P.; Hajirezaei, M. R.; Stitt, M. Biochem. J. 2006, 397, 139-148
3. Arrivault, S.; Guenther, M.; Ivakov, A.; Feil, R.; Vosloh, D.; van Dongen, J. T.; Sulpice, R.; Stitt, M. Plant J. 2009, 59, 824-839
4. Buescher, J. M.; Moco, S.; Sauer, U.; Zamboni, N. Anal. Chem. 2010, 82, 4403-4412
5. Burgos, A.; Szymanski, J.; Seiwert, B.; Degenkolbe, T.; Hannah, M. A.; Giavalisco, P.; Willmitzer, L. Plant J. 2011, 66, 656-668
6. Broeckling, C. D.; Huhman, D. V.; Farag, M. A.; Smith, J. T.; May, G. D.; Mendes, P.; Dixon, R. A.; Sumner, L. W. J. Exp. Bot. 2005, 56, 323-336
7. Yonekura-Sakakibara, K.; Tohge, T.; Matsuda, F.; Nakabayashi, R.; Takayama, H.; Niida, R.; Watanabe-Takahashi, A.; Inoue, E.; Saito, K. Plant Cell 2008, 20, 2160-2176
8. Giavalisco, P.; Li, Y.; Matthes, A.; Eckhardt, A.; Hubberten, H.-M.; Hesse, H.; Segu, S.; Hummel, J.; Köhl, K.; Willmitzer, L. Plant J. 2011, 68, 364-376
9. Liebeke, M.; Dörries, K.; Meyer, H.; Lalk, M. In Functional Genomics; Kaufmann, M.; Klinger, C., Eds.; Springer: New York, 2012; Vol. 815, pp 377-398.
10. Crutchfield, C. A.; Lu, W.; Melamud, E.; Rabinowitz, J. D. In Methods in Enzymology; Weissman, J.; Guthrie, C.; Fink, G. R., Eds.; Academic Press: New York, 2010; Vol. 470, pp 393-426.
11. Kebarle, P.; Tang, L. Anal. Chem. 1993, 65, 972A-986A
12. Tang, L.; Kebarle, P. Anal. Chem. 1993, 65, 3654-3668
13. Bonfiglio, R.; King, R. C.; Olah, T. V.; Merkle, K. Rapid Commun. Mass Spectrom. 1999, 13, 1175-1185
14. King, R.; Bonfiglio, R.; Fernandez-Metzler, C.; Miller-Stein, C.; Olah, T. J. Am. Soc. Mass Spectrom. 2000, 11, 942-950
15. Trufelli, H.; Palma, P.; Famiglini, G.; Cappiello, A. Mass Spectrom. Rev. 2011, 30, 491-509
16. Tohge, T.; Mettler, T.; Arrivault, S.; Carroll, A. J.; Stitt, M.; Fernie, A. R. Front. Plant Sci. 2011, 2, article 61
17. Chambers, E.; Wagrowski-Diehl, D. M.; Lu, Z.; Mazzeo, J. R. J. Chromatogr., B 2007, 852, 22-34
18. Hall, T. G.; Smukste, I.; Bresciano, K. R.; Wang, Y.; McKearn, D.; Savage, R. E. In Tandem Mass Spectrometry-Applications and Principles; Prasain, J. K.; Intech: Rijeka, Croatia, 2012.
19. Chen, J.; Yang, L.; Kapron, J. T.; Ma, L.; Pace, E.; Van Pelt, C. K.; Rudewicz, P. J. J. Chromatogr., B 2004, 809, 205-210
20. Sancho, J. V.; Pozo, O. J.; Lopez, F. J.; Hernandez, F. Rapid Commun. Mass Spectrom. 2002, 16, 639-645
21. Schuhmacher, J.; Zimmer, D.; Tesche, F.; Pickard, V. Rapid Commun. Mass Spectrom. 2003, 17, 1950-1957
22. Buhrman, D. L.; Price, P. I.; Rudewiczcor, P. J. J. Am. Soc. Mass Spectrom. 1996, 7, 1099-1105
23. Matuszewski, B. K.; Constanzer, M. L.; Chavez-Eng, C. M. Anal. Chem. 2003, 75, 3019-3030
24. Xu, R. N.; Fan, L.; Rieser, M. J.; El-Shourbagy, T. A. J. Pharm. Biomed. Anal. 2007, 44, 342-355
25. Cuadros-Rodríguez, L.; Bagur-González, M. G.; Sánchez-Viñas, M.; González-Casado, A.; Gómez-Sáez, A. M. J. Chromatogr., A 2007, 1158, 33-46
26. Berg, T.; Karlsen, M.; Øiestad, Å. M. L.; Johansen, J. E.; Liu, H.; Strand, D. H. J. Chromatogr. A 2014, 1344, 83-90
27. Olsson, A. O.; Baker, S. E.; Nguyen, J. V.; Romanoff, L. C.; Udunka, S. O.; Walker, R. D.; Flemmen, K. L.; Barr, D. B. Anal. Chem. 2004, 76, 2453-2461
28. Chuvikovsky, D. V.; Esipov, R. S.; Skoblov, Y. S.; Chupova, L. A.; Muravyova, T. I.; Miroshnikov, A. I.; Lapinjoki, S.; Mikhailopulo, I. A. Bioorg. Med. Chem. 2006, 14, 6327-6332
29. Fry, S. C. Growing Plant Cell Wall: Chemical and Metabolic Analysis; Blackburn Press: Caldwell, NJ, 2000.
30. Fry, S. C. In Plant Cell Wall: Methods and Protocols, Methods in Molecular Biology; Popper, Z. A., Ed.; Springer: New York, 2011; Vol. 715, pp 55-80.
31. Mettler, T.; Muhlhaus, T.; Hemme, D.; Schottler, M. A.; Rupprecht, J.; Idoine, A.; Veyel, D.; Pal, S. K.; Yaneva-Roder, L.; Winck, F. V.; Sommer, F.; Vosloh, D.; Seiwert, B.; Erban, A.; Burgos, A.; Arvidsson, S.; Schonfelder, S.; Arnold, A.; Gunther, M.; Krause, U.; Lohse, M.; Kopka, J.; Nikoloski, Z.; Mueller-Roeber, B.; Willmitzer, L.; Bock, R.; Schroda, M.; Stitt, M. Plant Cell 2014, 26, 2310-2350
32. Blaby, I. K.; Glaesener, A. G.; Mettler, T.; Fitz-Gibbon, S. T.; Gallaher, S. D.; Liu, B.; Boyle, N. R.; Kropat, J.; Stitt, M.; Johnson, S.; Benning, C.; Pellegrini, M.; Casero, D.; Merchant, S. S. Plant Cell 2013, 25, 4305-4323
33. Merlo, L.; Geigenberger, P.; Hajirezaei, M.; Stitt, M. J. Plant Physiol. 1993, 142, 392-402
34. Rosman, K. J. R.; Taylor, P. D. P. Pure Appl. Chem. 1998, 70, 217-235
35. Patiny, L.; Borel, A. J. Chem. Inf. Model. 2013, 53, 1223-1228
36. Gu, H.; Wang, J.; Aubry, A. F.; Jiang, H.; Zeng, J.; Easter, J.; Wang, J. S.; Dockens, R.; Bifano, M.; Burrell, R.; Arnold, M. E. Anal. Chem. 2012, 84, 4844-4850
37. Mieyal, J. J.; Abeles, R. H. In The Enzymes; Boyer, P. D., Ed.; Academic Press: New York, 1972; pp 515-532.
38. Kim, H.; Choi, J.; Kim, T.; Lokanath, N. K.; Ha, S. C.; Suh, S. W.; Hwang, H. Y.; Kim, K. K. Mol. Cells 2010, 29, 397-405
39. Agranoff, B. W.; Brady, R. O. J. Biol. Chem. 1956, 219, 221-229
40. Zhang, R.; Andersson, C. E.; Savchenko, A.; Skarina, T.; Evdokimova, E.; Beasley, S.; Arrowsmith, C. H.; Edwards, A. M.; Joachimiak, A.; Mowbray, S. L. Structure 2003, 11, 31-42
41. Lee, L. V.; Vu, M. V.; Cleland, W. W. Biochemistry (Moscow) 2000, 39, 4808-4820
42. Veech, R. L.; Raijman, L.; Dalziel, K.; Krebs, H. A. Biochem. J. 1969, 115, 837-842
43. Kettlun, A. M.; Uribe, L.; Calvo, V.; Silva, S.; Rivera, J.; Mancilla, M.; Antonieta, M.; Valenzuela; Traverso-Cori, A. Phytochemistry 1982, 21, 551-558
44. Rule, G. S.; Clark, Z. D.; Yue, B.; Rockwood, A. L. Anal. Chem. 2013, 85, 3879-3885.