Search for low-molecular-weight biomarkers in plant tissues and seeds using metabolomics: Tools, strategies, and applications

Seed Development: OMICS Technologies Toward Improvement of Seed Quality and Crop Yield: OMICS in Seed Biology

Volumn , Issue , 2012, Pages 305-341

  Marti, Guillaume ^a   Erb, Matthias ^b   Rudaz, Serge ^a   Turlings, Ted ^c   Wolfender, Jean Luc ^a  

^a UNIVERSITY OF GENEVA   (Switzerland)

^b MAX PLANCK INSTITUTE FOR CHEMICAL ECOLOGY   (Germany)

^c UNIVERSITY OF NEUCHÂTEL   (Switzerland)

Author keywords

Biomarker identification; Crop plants; Liquid chromatography; Mass spectrometry; Metabolomics; Nuclear magnetic resonance

Indexed keywords

CROPS; HISTOLOGY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; SEED; TISSUE;

ANALYTICAL STRATEGY; BIOMARKER IDENTIFICATION; CROP PLANTS; IDENTIFICATION OF UNKNOWNS; LOW MOLECULAR WEIGHT; METABOLITE PROFILING; METABOLOMIC STUDY; METABOLOMICS;

BIOMARKERS;

EID: 84907090757     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-94-007-4749-4_16     Document Type: Chapter

References (120)

1. Alborn HT, Turlings TCJ, Jones TH, Stenhagen G, Loughrin JH, Tumlinson JH (1997) An elicitor of plant volatiles from beet armyworm oral secretion. Science 276:945-949
2. Allwood JW, Ellis DI, Goodacre R (2008) Metabolomic technologies and their application to the study of plants and plant-host interactions. Physiol Plant 132:117-135
3. Barros E, Lezar S, Anttonen MJ, Van Dijk JP, Röhlig RM, Kok EJ, Engel KH (2010) Comparison of two GM maize varieties with a near-isogenic non-GM variety using transcriptomics, pro-teomics and metabolomics. Plant Biotechnol J 8:436-451
4. Boccard J, Veuthey JL, Rudaz S (2010) Knowledge discovery in metabolomics: an overview of MS data handling. J Sep Sci 33:290-304
5. Bonnington LS, Barcelo D, Knepper TP (2003) Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives. J Mass Spectrom 38:1054-1066
6. Boroczky K, Laatsch H, Wagner-Dobler I, Stritzke K, Schulz S (2006) Cluster analysis as selection and dereplication tool for the identification of new natural compounds from large sample sets. Chem Biodiversity 3:622-634
7. Böttcher C, von Roepenack-Lahaye E, Schmidt J, Schmotz C, Neumann S, Scheel D, Clemens S (2008) Metabolome analysis of biosynthetic mutants reveals a diversity of metabolic changes and allows identification of a large number of new compounds in Arabidopsis. Plant Physiol 147:2107-2120
8. Brechenmacher L, Lei Z, Libault M, Findley S, Sugawara M, Sadowsky MJ, Sumner LW, Stacey G (2010) Soybean metabolites regulated in root hairs in response to the symbiotic bacterium Bradyrhizobiumjaponicum. Plant Physiol 153:1808-1822
9. Brown WV (1960) The morphology of the grass embryo. Phytomorphology 10:215-223
10. Loss-of-function variants in the filaggrin gene are a significant risk factor for peanut allergy. J Allergy Clin Immunol 127:661-667
11. Browne RA, Brindle KM (2007) H NMR-based metabolite profiling as a potential selection tool for breeding passive resistance against Fusarium head blight (FHB) in wheat. Mol Plant Pathol 8:401-410
12. Byrne PF, McMullen MD, Snook ME, Musket TA, Theuri JM, Widstrom NW, Wiseman BR, Coe EH (1996) Quantitative trait loci and metabolic pathways: genetic control of the concentration of maysin, a corn earworm resistance factor, in maize silks. Proc Natl Acad Sci U S A 93:8820-8825
13. Chan ECY, Yap SL, Lau AJ, Leow PC, Toh DF, Koh HL (2007) Ultra-performance liquid chro-matography/time-of-flight mass spectrometry based metabolomics of raw and steamed Panax notoginseng. Rapid Commun Mass Spectrom 21:519-528
14. Charlton A, Donarski J, Harrison M, Jones S, Godward J, Oehlschlager S, Arques J, Ambrose M, Chinoy C, Mullineaux P, Domoney C (2008) Responses of the pea (Pisum sativum L.) leaf metabolome to drought stress assessed by nuclear magnetic resonance spectroscopy. Metabo-lomics 4:312-327
15. Choi YH, Kim HK, Linthorst HJM, Hollander JG, Lefeber AWM, Erkelens C, Nuzillard JM, Ver-poorte R (2006) NMR metabolomics to revisit the tobacco mosaic virus infection in Nicotiana tabacum leaves. J Nat Prod 69:742-748
16. Colquhoun IJ (2007) Use of NMR for metabolic profiling in plant systems. J Pest Sci 32:200-212
17. Crockford DJ, Maher AD, Ahmadi KR, Barrett A, Plumb RS, Wilson ID, Nicholson JK (2008) H NMR and UPLC-MSE statistical heterospectroscopy: characterization of drug metabolites (Xenometabolome) in epidemiological studies. Anal Chem 80:6835-6844
18. David F, Vanhoenacker G, Tienpont B, Francois I, Sandra P (2007) Coupling columns and multidimensional configurations to increase peak capacity in liquid chromatography. LCGC Europe 20:154-158
19. Davies HV, Shepherd LVT, Stewart D, Frank T, Röhlig RM, Engel KH (2010) Metabolome variability in crop plant species—when, where, how much and so what? Regul Toxicol Pharmacol 58:S54-S61
20. De Vos RCH, Moco S, Lommen A, Keurentjes JJB, Bino RJ, Hall RD (2007) Untargeted large-scale plant metabolomics using liquid chromatography coupled to mass spectrometry. Nat Protoc 2:778-791
21. Dettmer K, Aronov PA, Hammock BD (2007) Mass spectrometry-based metabolomics. Mass Spectrom Rev 26:51-78
22. Dinelli G, Segura Carretero A, Di Silvestro R, Marotti I, Fu S, Benedettelli S, Ghiselli L, Fernandez Gutiérrez A (2009) Determination of phenolic compounds in modern and old varieties of durum wheat using liquid chromatography coupled with time-of-flight mass spectrometry. J Chromatogr A 1216:7229-7240
23. Doerrer N, Ladics G, McClain S, Herouet-Guicheney C, Poulsen LK, Privalle L, Stagg N (2010) Evaluating biological variation in non-transgenic crops: executive summary from the ILSI Health and Environmental Sciences Institute workshop, November 16-17, 2009, Paris, France. Regul Toxicol Pharmacol 58:S2-S7
24. Draper J, Enot DP, Parker D, Beckmann M, Snowdon S, Lin W, Zubair H (2009) Metabolite signal identification in accurate mass metabolomics data with MZedDB, an interactive m/z annotation tool utilising predicted ionisation behaviour ‘rules’. BMC Bioinformatics 10:227
25. Dubey S, Misra P, Dwivedi S, Chatterjee S, Bag S, Mantri S, Asif M, Rai A, Kumar S, Shri M, Tripathi P, Tripathi R, Trivedi P, Chakrabarty D, Tuli R (2010) Transcriptomic and metabolo-mic shifts in rice roots in response to Cr (VI) stress. BMC Genomics 11:648
26. Ducruix C, Vailhen D, Werner E, Fievet JB, Bourguignon J, Tabet JC, Ezan E, Junot C (2008) Metabolomic investigation of the response of the model plant Arabidopsis thaliana to cadmium exposure: evaluation of data pretreatment methods for further statistical analyses. Chemom Intell Lab Syst 91:67-77
27. Dunn WB (2008) Current trends and future requirements for the mass spectrometric investigation of microbial, mammalian and plant metabolomes. Phys Biol 5:011001
28. Dunn WB, Broadhurst DI, Atherton HJ, Goodacre R, Griffin JL (2011) Systems level studies of mammalian metabolomes: the roles of mass spectrometry and nuclear magnetic resonance spectroscopy. Chem Soc Rev 40:387-426
29. Enfissi EMA, Barneche F, Ahmed I, Lichtlé C, Gerrish C, McQuinn RP, Giovannoni JJ, Lo-pez-Juez E, Bowler C, Bramley PM, Fraser PD (2010) Integrative transcript and metabolite analysis of nutritionally enhanced DE-ETIOLATED1 downregulated tomato fruit. Plant Cell 22:1190-1215
30. Erb M, Flors V, Karlen D, de Lange E, Planchamp C, D’Alessandro M, Turlings TCJ, Ton J (2009) Signal signature of above ground-induced resistance upon below ground herbivory in maize. Plant J 59:292-302
31. Erb M, Balmer D, De Lange ES, Von Merey G, Planchamp C, Robert CAM, Röder G, Sobhy I, Zwahlen C, Mauch-Mani B, Turlings TCJ (2011) Synergies and trade-offs between insect and pathogen resistance in maize leaves and roots. Plant Cell Environ 34:1088-1103
32. Eugster PJ, Guillarme D, Rudaz S, Veuthey JL, Carrupt PA, Wolfender JL (2011) Ultra high pressure liquid chromatography for crude plant extracts profiling. J AOAC Int 94:51-70
33. Fait A, Hanhineva K, Beleggia R, Dai N, Rogachev I, Nikiforova VJ, Fernie AR, Aharoni A (2008) Reconfiguration of the achene and receptacle networks during strawberry fruit development. Plant Physiol 148:730-750
34. Feng X, Siegel MM (2007) FTICR-MS applications for the structure determination of natural products. Anal Bioanal Chem 389:1341-1363
35. Fernie AR, Schauer N (2009) Metabolomics-assisted breeding: a viable option for crop improvement? Trends Genet 25:39-48
36. Fiehn O (2008) Extending the breadth of metabolite profiling by gas chromatography coupled to mass spectrometry. Trends Analyt Chem 27:261-269
37. Fiehn O, Kopka J, Dörmann P, Altmann T, Trethewey RN (2000) Metabolite profiling for plant functional genomics. Nat Biotechnol 18:1157-1161
38. Fiehn O, Sumner LW, Rhee SY, Ward J, Dickerson J, Lange BM, Lane G, Roessner U, Last R, Nikolau B (2007) Minimum reporting standards for plant biology context information in me-tabolomic studies. Metabolomics 3:195-201
39. Frank T, Nörenberg S, Engel KH (2009) Metabolite profiling of two novel low phytic acid (lpa) soybean mutants. J Agric Food Chem 57:6408-6416
40. Frey M, Chomet P, Glawischnig E, Stettner C, Grun S, Winklmair A, Eisenreich W, Bacher A, Meeley RB, Briggs SP, Simcox K, Gierl A (1997) Analysis of a chemical plant defense mechanism in grasses. Science 277:696-699
41. Fumagalli E, Baldoni E, Abbruscato P, Piffanelli P, Genga A, Lamanna R, Consonni R (2009) NMR techniques coupled with multivariate statistical analysis: tools to analyse Oryza sativa metabolic content under stress conditions. J Agr Crop Sci 195:77-88
42. Garda-Villalba R, Leon C, Dinelli G, Segura-Carretero A, Fernândez-Gutiérrez A, Garcia-Canas V, Cifuentes A (2008) Comparative metabolomic study of transgenic versus conventional soybean using capillary electrophoresis-time-of-flight spectrometry. J Chromatogr A 1195:164-173
43. Gavaghan CL, Li JV, Hadfield ST, Hole S, Nicholson JK, Wilson ID, Howe PWA, Stanley PD, Holmes E (2011) Application of NMR-based metabolomics to the investigation of salt stress in maize (Zea mays). Phytochem Anal 22:214-224
44. Gavaghan CL, Li JV, Hadfield ST, Hole S, Nicholson JK, Wilson ID, Howe PWA, Stanley PD, Holmes E (2011) Application of NMR-based metabolomics to the investigation of salt stress in maize (Zea mays). Phytochem Anal 22:214-224
45. Glauser G, Guillarme D, Grata E, Boccard J, Thiocone A, Carrupt PA, Veuthey JL, Rudaz S, Wolfender JL (2008) Optimized liquid chromatography-mass spectrometry approach for the isolation of minor stress biomarkers in plant extracts and their identification by capillary nuclear magnetic resonance. J Chromatogr A 1180:90-98
46. Goga-Remont S, Heinisch S, Rocca JL (2000) Use of optimization software to determine rugged analysis conditions in high-performance liquid chromatography. J Chromatogr A 868:13-29
47. Goodacre R (2005) Making sense of the metabolome using evolutionary computation: seeing the wood with the trees. J Exp Bot 56:245-254
48. Grata E, Boccard J, Guillarme D, Glauser G, Carrupt PA, Farmer E, Wolfender JL, Rudaz S (2008) UPLC-TOF-MS for plant metabolomics: a sequential approach for wound marker analysis in Arabidopsis thaliana. J Chromatogr B 871 261-270
49. Grata E, Guillarme D, Glauser G, Boccard J, Carrupt PA, Veuthey JL, Rudaz S, Wolfender JL (2009) Metabolite profiling of plant extracts by ultra-high-pressure liquid chromatography at elevated temperature coupled to time-of-flight mass spectrometry. J Chromatogr A 1216:5660-5668
50. Guillarme D, Schappler J, Rudaz S, Veuthey JL (2010) Coupling ultra-high-pressure liquid chromatography with mass spectrometry. Trends Analyt Chem 29:15-27
51. Guy C, Kaplan F, Kopka J, Selbig J, Hincha DK (2008a) Metabolomics of temperature stress. Physiol Plant 132:220-235
52. Guy C, Kopka J, Moritz T (2008b) Plant metabolomics coming of age. Physiol Plant 132:113-116
53. Hall RD (2006) Plant metabolomics: from holistic hope, to hype, to hot topic. New Phytol 169:453-468
54. Hall RD, Brouwer ID, Fitzgerald MA (2008) Plant metabolomics and its potential application for human nutrition. Physiol Plant 132:162-175
55. Harrigan GG, Glenn KC, Ridley WP (2010) Assessing the natural variability in crop composition. Regul Toxicol Pharmacol 58:S13-S20
56. Hegeman AD (2010) Plant metabolomics-meeting the analytical challenges of comprehensive metabolite analysis. Brief Funct Genomics 9:139-148
57. Ioset JR, Urbaniak B, Ndjoko-Ioset K, Wirth J, Martin F, Gruissem W, Hostettmann K, Sautter C (2007) Flavonoid profiling among wild type and related GM wheat varieties. Plant Mol Biol 65:645-654
58. Issaq HJ, Van QN, Waybright TJ, Muschik GM, Veenstra TD (2009) Analytical and statistical approaches to metabolomics research. J Sep Sci 32:2183-2199
59. James C (2009) Global status of commercialized biotech/GM crops: 2009. ISAAA Brief No. 41. ISAAA, Ithaca
60. Jansen JJ, Allwood JW, Marsden-Edwards E, Van Der Putten WH, Goodacre R, van Dam NM (2009) Metabolomic analysis of the interaction between plants and herbivores. Metabolomics 5:150-161
61. Jiao Z, Si XX, Li GK, Zhang ZM, Xu XP (2010) Unintended compositional changes in transgenic rice seeds (Oryza sativa L.) studied by spectral and chromatographic analysis coupled with chemometrics methods. J Agric Food Chem 58:1746-1754
62. Jom KN, Frank T, Engel KH (2011) A metabolite profiling approach to follow the sprouting process of mung beans (Vigna radiata). Metabolomics 7:102-117
63. Katajamaa M, Oresic M (2007) Data processing for mass spectrometry-based metabolomics. J Chromatogr A 1158:318-328
64. Keymanesh K, Darvishi MH, Sardari S (2009) Metabolome comparison of transgenic and nontransgenic rice by statistical analysis of FTIR and NMR Spectra. Rice Science 16:119-123
65. Kim HK, Choi YH, Verpoorte R (2010) NMR-based metabolomic analysis of plants. Nat Protoc 5:536-549
66. Kim HK, Choi YH, Verpoorte R (2011) NMR-based plant metabolomics: where do we stand, where do we go? Trends Biotechnol 29:267-275
67. Kind T, Fiehn O (2007) Seven golden rules for heuristic filtering of molecular formulas obtained by accurate mass spectrometry. BMC Bioinformatics 8:105
68. Kind T, Scholz M, Fiehn O (2009) How large is the metabolome? A critical analysis of data exchange practices in chemistry. PLoS One 4:e5440
69. Kogel KH, Voll LM, Schäfer P, Jansen C, Wu Y, Langen G, Imani J, Hofmann J, Schmiedl A, Sonnewald S, von Wettstein D, Cook RJ, Sonnewald U (2010) Transcriptome and metabolome profiling of field-grown transgenic barley lack induced differences but show cultivar-specific variances. Proc Nat Acad Sci USA 107:6198-6203
70. Korfmacher WA (2005) Principles and applications of LC-MS in new drug discovery. Drug Discov Today 10:1357-1367
71. Kusano M, Redestig H, Hirai T, Oikawa A, Matsuda F, Fukushima A, Arita M, Watanabe S, Yano M, Hiwasa-Tanase K, Ezura H, Saito K (2011) Covering chemical diversity of genetically-modified tomatoes using metabolomics for objective substantial equivalence assessment. PLoS One 6:e16989
72. Leon C, Rodriguez-Meizoso I, Lucio M, Garcia-Canas V, Ibanez E, Schmitt-Kopplin P, Cifuentes A (2009) Metabolomics of transgenic maize combining Fourier transform-ion cyclotron resonance-mass spectrometry, capillary electrophoresis-mass spectrometry and pressurized liquid extraction. J Chromatogr A 1216:7314-7323
73. Levandi T, Leon C, Kaljurand M, Garcia-Canas V, Cifuentes A (2008) Capillary electrophoresis time-of-flight mass spectrometry for comparative metabolomics of transgenic versus conventional maize. Anal Chem 80:6329-6335
74. Li B, Morris AJ, Martin EB (2002) Orthogonal signal correction: algorithmic aspects and properties. J Chemometrics 16:556-561
75. Moing A, Aharoni A, Biais B, Rogachev I, Meir S, Brodsky L, Allwood JW, Erban A, Dunn WB, Kay L, de Koning S, de Vos RCH, Jonker H, Mumm R, Deborde C, Maucourt M, Bernillon S, Gibon Y, Hansen TH, Husted S, Goodacre R, Kopka J, Schjoerring JK, Rolin D, Hall RD (2011) Extensive metabolic cross-talk in melon fruit revealed by spatial and developmental combinatorial metabolomics. New Phytol 190:683-696
76. Nguyen DTT, Guillarme D, Rudaz S, Veuthey JL (2006) Fast analysis in liquid chromatography using small particle size and high pressure. J Sep Sci 29:1836-1848
77. Novâkovâ L, Matysovâ L, Solich P (2006) Advantages of application of UPLC in pharmaceutical analysis. Talanta 68:908-918
78. Nuessly GS, Scully BT, Hentz MG, Beiriger R, Snook ME, Widstrom NW (2007) Resistance to Spodoptera frugiperda (Lepidoptera: Noctuidae) and Euxesta stigmatias (Diptera: Ulidi-idae) in sweet corn derived from exogenous and endogenous genetic systems. J Econ Entomol 100:1887-1895
79. Okuda S, Yamada T, Hamajima M, Itoh M, Katayama T, Bork P, Goto S, Kanehisa M (2008) KEGG Atlas mapping for global analysis of metabolic pathways. Nucl Acids Res 36:W423-W426
80. Rochfort S (2005) Metabolomics reviewed: a new “Omics” platform technology for systems biology and implications for natural products research. J Nat Prod 68:1813-1820
81. Roessner-Tunali U, Hegemann B, Lytovchenko A, Carrari F, Bruedigam C, Granot D, Fernie AR (2003) Metabolic profiling of transgenic tomato plants overexpressing hexokinase reveals that the influence of hexose phosphorylation diminishes during fruit development. Plant Physiol 133:84-99
82. Rohlig RM, Eder J, Engel KH (2009) Metabolite profiling of maize grain: differentiation due to genetics and environment. Metabolomics 5:459-477
83. Saito K, Matsuda F (2010) Metabolomics for functional genomics, systems biology, and biotechnology. Annu Rev Plant Biol 61:463-489
84. Sana TR, Fischer S, Wohlgemuth G, Katrekar A, Jung KH, Ronald PC, Fiehn O (2010) Metabo-lomic and transcriptomic analysis of the rice response to the bacterial blight pathogen Xan-thomonas oryzae pv. oryzae. Metabolomics 6:451-465
85. Sanchez DH, Pieckenstain FL, Escaray F, Erban A, Kraemer U, Udvardi MK, Kopka J (2011) Comparative ionomics and metabolomics in extremophile and glycophytic Lotus species under salt stress challenge the metabolic pre-adaptation hypothesis. Plant Cell Environ 34:605-617
86. Sawada Y, Akiyama K, Sakata A, Kuwahara A, Otsuki H, Sakurai T, Saito K, Hirai MY (2009) Widely targeted metabolomics based on large-scale MS/MS data for elucidating metabolite accumulation patterns in plants. Plant Cell Physiol 50:37-47
87. Schauer N, Steinhauser D, Strelkov S, Schomburg D, Allison G, Moritz T, Lundgren K, Roessner-Tunali U, Forbes MG, Willmitzer L, Fernie AR, Kopka J (2005) GC-MS libraries for the rapid identification of metabolites in complex biological samples. FEBS Lett 579:1332-1337
88. Shepherd L, Alexander C, Sungurtas J, McNicol J, Stewart D, Davies H (2010) Metabolomic analysis of the potato tuber life cycle. Metabolomics 6:274-291
89. Shu XL, Frank T, Shu QY, Engel KR (2008) Metabolite profiling of germinating rice seeds. J Agric Food Chem 56:11612-11620
90. Shulaev V, Cortes D, Miller G, Mittler R (2008) Metabolomics for plant stress response. Physiol Plant 132:199-208
91. Sicker D, Schulz M (2002) Benzoxazinones in plants: occurrence, synthetic access, and biological activity. In: Rahman Au (ed) Studies in natural products chemistry 27. Elsevier, Amsterdam, pp 185-232
92. Son HS, Hwang GS, Kim KM, Ahn HJ, Park WM, Van Den Berg F, Hong YS, Lee CH (2009) Metabolomic studies on geographical grapes and their wines using H-1 NMR analysis coupled with multivariate statistics. J Agric Food Chem 57:1481-1490
93. Stamova B, Roessner U, Suren S, Laudencia-Chingcuanco D, Bacic A, Beckles D (2009) Metabolic profiling of transgenic wheat over-expressing the high-molecular-weight Dx5 glutenin subunit. Metabolomics 5:239-252
94. Sumner LW, Mendes P, Dixon RA (2003) Plant metabolomics:large-scale phytochemistry in the functional genomics era. Phytochemistry 62:817-836
95. t’Kindt R, Morreel K, Deforce D, Boerjan W, Van Bocxlaer J (2009) Joint GC-MS and LC-MS platforms for comprehensive plant metabolomics: repeatability and sample pre-treatment. J Chromatogr B 877:3572-3580
96. Thissen U, Coulier L, Overkamp KM, Jetten J, Van Der Werff BJC, van de Ven T, Van Der Werf MJ (2011) A proper metabolomics strategy supports efficient food quality improvement: a case study on tomato sensory properties. Food Qual Prefer 22:499-506
97. Thompson R, Burstin J, Gallardo K (2009) Post-genomics studies of developmental processes in legume seeds. Plant Physiol 151:1023-1029
98. Tiziani S, Lodi A, Ludwig C, Parsons HM, Viant MR (2008) Effects of the application of different window functions and projection methods on processing of 1H J-resolved nuclear magnetic resonance spectra for metabolomics. Anal Chim Acta 610:80-88
99. Trygg J, Holmes E, Lundstedt T (2007) Chemometrics in metabonomics. J Proteome Res 6:469-479
100. Turlings TCJ, Tumlinson JH (1992) Systemic release of chemical signals by herbivore-injured corn. Proc Natl Acad Sci USA 89:8399-8402
101. Urich-Merzenich G, Zeitler H, Jobst D, Panek D, Vetter H, Wagner H (2007) Application of the “-omic-” technologies in phytomedicine. Phytomedicine 14:70-82
102. Van Der Hooft JJJ, Vervoort J, Bino RJ, Beekwilder J, de Vos RCH (2011) Polyphenol identification based on systematic and robust high-resolution accurate mass spectrometry fragmentation. Anal Chem 83:409-416
103. Van Der Kooy F, Maltese F, Hae Choi Y, Kyong Kim H, Verpoorte R (2009) Quality control of herbal material and phytopharmaceuticals with MS and NMR based metabolic fingerprinting. Planta Med 75:763-775
104. Verpoorte R, Choi Y, Kim H 2007 NMR-based metabolomics at work in phytochemistry. Phyto-chem Rev 6:3-14
105. Vigeolas H, Chinoy C, Zuther E, Blessington B, Geigenberger P, Domoney C 2008 Combined me-tabolomic and genetic approaches reveal a link between the polyamine pathway and albumin 2 in developing pea seeds. Plant Physiol 146:74-82
106. Vinale F, Sivasithamparam K, Ghisalberti EL, Marra R, Woo SL, Lorito M. 2008 Trichoderma-plant-pathogen interactions. Soil Biol Biochem 40:1-10
107. Vlahov G, Del Re P, Simone N (2003) Determination of geographical origin of olive oils using 13C nuclear magnetic resonance spectroscopy. I—Classification of olive oils of the Puglia region with denomination of protected origin. J Agric Food Chem 51:5612-5615
108. Wahyuni Y, Ballester AR, Sudarmonowati E, Bino RJ, Bovy AG (2011) Metabolite biodiversity in pepper (Capsicum) fruits of thirty-two diverse accessions: variation in health-related compounds and implications for breeding. Phytochemistry 72:1358-1370
109. Waridel P, Wolfender J-L, Ndjoko K, Hobby KR, Major HJ, Hostettmann K (2001) Evaluation of quadrupole time-of-flight tandem mass spectrometry and ion-trap multiple-stage mass spectrometry for the differentiation of C-glycosidic flavonoid isomers. J Chromatogr A 926:29-41
110. Webb AG (2005) Microcoil nuclear magnetic resonance spectroscopy. J Pharm Biomed Anal 38:892-903
111. Widodo, Patterson JH, Newbigin E, Tester M, Bacic A, Roessner U (2009) Metabolic responses to salt stress of barley (Hordeum vulgare L.) cultivars, Sahara and Clipper, which differ in salinity tolerance. J Exp Bot 60:4089-4103
112. Wilson ID, Nicholson JK, Castro-Perez J, Granger JH, Johnson KA, Smith BW, Plumb RS (2005) High resolution “ultra performance" liquid chromatography coupled to TOF mass spectrometry as a tool for differential metabolic pathway profiling in functional genomic studies. J Proteome Res 4:591-598
113. Wishart DS. (2008) Quantitative metabolomics using NMR. Trends Analyt Chem 27:228-237
114. Wolfender JL (2010) LC-NMR and related techniques for the rapid identification of plant metabolites. In: Waksmundzka-Hajnos M, Sherma J (eds) High performance liquid chromatography in phytochemical analysis. CRC Press, Taylor and Francis, Boca Raton, pp 287-330
115. Wolfender JL, Queiroz EF, Hostettmann K (2005) Phytochemistry in the microgram domain—a LC-NMR perspective. Magn Reson Chem 43:697-709
116. Wolfender JL, Marti G, Queiroz EF (2010) Advances in techniques for profiling crude extracts and for the rapid identification of natural products: dereplication, quality control and metabo-lomics. Curr Org Chem 14:1808-1832
117. Wolfender JL, Eugster PJ, Bohni N, Cuendet M (2011) Advanced methods for natural product drug discovery in the field of nutraceuticals. CHIMIA Intl J Chem 65:400-406
118. Wren SAC, Tchelitcheff P (2006) Use of ultra-performance liquid chromatography in pharmaceutical development. J Chromatogr A 1119:140-146
119. Yonekura-Sakakibara K, Saito K (2009) Functional genomics for plant natural product biosynthesis. Nat Prod Rep 26:1466-1487
120. Zhou J, Ma C, Xu H, Yuan K, Lu X, Zhu Z, Wu Y, Xu G (2009) Metabolic profiling of transgenic rice with crylAc and sck genes: an evaluation of unintended effects at metabolic level by using GC-FID and GC-MS. J Chromatogr B 877:725-732