Abstract
Plants manufacture a vast array of secondary metabolites/natural products for protection against biotic or abiotic environmental challenges. These compounds provide increased fitness due to their antimicrobial, anti-herbivory, and/or alleopathic activities. Secondary metabolites also serve fundamental roles as key signaling compounds in mutualistic interactions and plant development. Metabolic profiling and integrated functional genomics are advancing the understanding of these intriguing biosynthetic pathways and the response of these pathways to environmental challenges. This chapter provides an overview of the basic methods, select applications, and future directions of metabolic profiling of secondary metabolism. The emphasis of the application section includes the combination of primary and secondary metabolic profiling. The future directions section describes the need for increased chromatographic and mass resolution, as well as the inevitable need and benefit of spatially and temporally resolved metabolic profiling.
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References
Field B, Cardon G, Traka M, Botterman J, Vancanneyt G, Mithen R (2004) Glucosinolate and amino acid biosynthesis in Arabidopsis. Plant Physiol 135: 828–839
Keller N, Turner G, Bennett J (2005) Fungal secondary metabolism — from biochemistry to genomics. Nat Rev Microbiol 3: 937–947
Muller WEG, Schroder HC, Wiens M, Perovic-Ottstadt S, Batel R, Muller IM (2004) Traditional and modern biomedical prospecting: Part II — The benefits: approaches for a sustainable exploitation of biodiversity (secondary metabolites and biomaterials from sponges). Evid Based Complement Altern Med 1: 133–144
Wink ME (1999) Biochemistry of plant secondary metabolism, vol. 2, CRC Press, Boca Raton
Dixon RA (2001) Natural products and disease resistance. Nature 411: 843–847
Dixon RA, Sumner LW (2003) Legume natural products: understanding and manipulating complex pathways for human and animal health. Plant Physiol 131: 878–885
Dixon RA (2004) Phytoestrogens. Ann Rev Plant Biol 55: 225–261
Goossens A, Hakkinen ST, Laakso I, Seppanen-Laakso T, Biondi S, De Sutter V, Lammertyn F, Nuutila AM, Soderlund H, Zabeau M et al. (2003) A functional genomics approach toward the understanding of secondary metabolism in plant cells. PNAS 100: 8595–8600
Wink ME (1999) Functions of plant secondary metabolites and their exploitation in biotechnology, vol. 3, CRC Press, Boca Raton
Firn R, Jones C (2003) Natural products-a simple model to explain chemical diversity. Nat Prod Rep 20: 382–391
Firn R, Jones C (1999) Secondary metabolism and the risks of GMOs. Nature 400: 13–14
Firn R, Jones C (2000) The evolution of secondary metabolism — a unifying model. Mol Microbiol 37: 989–994
Rohloff J, Bones A (2005) Volatile profiling of Arabidopsis thaliana — putative olfactory compounds in plant communication. Phytochemistry 66: 1941–1955
Verdonk J, Ric de Vos C, Verhoeven H, Haring M, van Tunen A, Schuurink R (2003) Regulation of floral scent production in petunia revealed by targeted metabolomics. Phytochemistry 62: 997–1008
Frydman A, Weisshaus O, Bar-Peled M, Huhman DV, Sumner LW, Marin FR, Lewinsohn E, Fluhr R, Gressel J, Eyal Y (2004) Citrus fruit bitter flavors: Isolation and functional characterization of the gene encoding a 1,2 rhamnosyltransferase, a key enzyme in the biosynthesis of the bitter flavonoids of citrus. Plant J 40: 88–100
D’Haeze W, Holsters M (2002) Nod factor structures, responses, and perception during initiation of nodule development. Glycobiology 12: 79R–105
Relic B, Perret X, Estrada-Garcia M, Kopcinska J, Golinowski W, Krishnan H, Pueppke S, Broughton W (1994) Nod factors of Rhizobium are a key to the legume door. Mol Microbiol 13: 171–178
Oldroyd GED (2001) Dissecting symbiosis: developments in Nod factor signal transduction. Ann Bot 87: 709–718
Deavours BE, Dixon RA (2005) Metabolic engineering of isoflavonoid biosynthesis in Alfalfa. Plant Physiol 138: 2245–2259
Aerts RJ, Barry TN, McNabb WC (1999) Polyphenols and agriculture: beneficial effects of proanthocyanidins in forages. Agriculture Ecosystems & Environment 75: 1–12
Bagchi D, Bagchi M, Stohs SJ, Das DK, Ray SD, Kuszynski CA, Joshi SS, Pruess HG (2000) Free radicals and grape seed proanthocyanidn extract: importance in human health and disease prevention. Toxicology 148: 187–197
Setchell KDR, Cassidy A (1999) Dietary isoflavones: Biological effects and relevance to human health. J Nutrition 129: 758S–767S
MerzDemlow BE, Duncan AM, Wangen KE, Xu X, Carr TP, Phipps WR, Kurzer MS (2000) Soy isoflavones improve plasma lipids in normocholesterolemic, premenopausal women. Am J Clin Nutr 71: 1462–1469
Manach C, Scalbert A, Morand C, Remesy C, Jimenez L (2004) Polyphenols: food sources and bioavailability. Am J Clin Nutr 79: 727–747
Gidley M (2004) Naturally functional foods — challenges and opportunities. Asia Pac J Clin Nutr 13: S31
Grabley S, Thiericke R (2000) Drug Discovery from Nature, 366, Springer-Verlag, New York
Rowinsky EK, Donehower RC (1995) Paclitaxel (Taxol). N Engl J Med 332: 1004–1014
Khayat D, Antoine E, Coeffic D (2000) Taxol in the management of cancers of the breast and the ovary. Cancer Invest 18: 242–260
Sriram D, Rao V, Chandrasekhara K, Yogeeswari P (2004) Progress in the research of artemisinin and its analogues as antimalarials: an update. Nat Prod Res 18: 503–527
Price R (2000) Artemisinin drugs: novel antimalarial agents. Expert Opin Investig Drugs 9: 1815–1827
Jung M, Lee K, Kim H, Park M (2004) Recent advances in artemisinin and its derivatives as antimalarial and antitumor agents. Curr Med Chem 11: 1265–1284
Botta B, Vitali A, Menendez P, Misiti D, Delle Monache G (2005) Prenylated flavonoids: pharmacology and biotechnology. Curr Med Chem 12: 717–739
Stevens J, Page J (2004) Xanthohumol and related prenylflavonoids from hops and beer: to your good health! Phytochemistry 65: 1317–1330
Cos P, De Bruyne T, Apers S, Vanden Berghe D, Pieters L, Vlietinck A (2003) Phytoestrogens: recent developments. Planta Med 69: 589–599
Sumner L, Mendes P, Dixon R (2003) Plant metabolomics: large-scale phytochemistry in the functional genomics era. Phytochemistry 62: 817–836
Kopka J, Fernie A, Weckwerth W, Gibon Y, Stitt M (2004) Metabolite profiling in plant biology: platforms and destinations. Genome Biol 5: 109
Trethewey R (2004) Metabolite profiling as an aid to metabolic engineering in plants. Curr Opin Plant Biol 7: 196–201
Lange BM, Ketchum REB, Croteau RB (2001) Isoprenoid biosynthesis. Metabolite profiling of peppermint oil gland secretory cells and application to herbicide target analysis. Plant Physiol 127: 305–314
Broeckling CD, Huhman DV, Farag MA, Smith JT, May GD, Mendes P, Dixon RA, Sumner LW (2005) Metabolic profiling of Medicago truncatula cell cultures reveals the effects of biotic and abiotic elicitors on metabolism. J Exp Bot 56: 323–336
Huhman D, Sumner L (2002) Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer. Phytochemistry 59: 347–360
Achnine L, Huhman D, Farag M, Sumner L, Blount J, Dixon R (2005) Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula. Plant J 41: 875–887
Hirai MY, Klein M, Fujikawa Y, Yano M, Goodenowe DB, Yamazaki Y, Kanaya S, Nakamura Y, Kitayama M, Suzuki H et al. (2005) Elucidation of gene-to-gene and metabolite-to-gene networks in Arabidopsis by integration of metabolomics and transcriptomics. J Biol Chem 280: 25590–25595
Soga T, Ohashi Y, Ueno Y, Naraoka H, Tomita M, Nishioka T (2003) Quantitative metabolome analysis using capillary electrophoresis mass spectrometry. J Proteome Res 2: 488–494
Sato S, Soga T, Nishioka T, Tomita M (2004) Simultaneous determination of the main metabolites in rice leaves using capillary electrophoresis mass spectrometry and capillary electrophoresis diode array detection. Plant J 40: 151–163
Mesnard F, Ratcliffe R (2005) NMR analysis of plant nitrogen metabolism. Photosynth Res 83: 163–180
Wolfender J, Queiroz E, Hostettmann K (2005) Phytochemistry in the microgram domain — a LC-NMR perspective. Magn Reson Chem 43: 697–709
Zanolari B, Wolfender J, Guilet D, Marston A, Queiroz E, Paulo M, Hostettmann K (2003) On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography-UV detection-multiple mass spectrometry and liquid chromatographynuclear magnetic resonance spectrometry. J Chromatogr A 1020: 75–89
Wolfender J, Ndjoko K, Hostettmann K (2003) Liquid chromatography with ultraviolet absorbance-mass spectrometric detection and with nuclear magnetic resonance spectroscopy: a powerful combination for the on-line structural investigation of plant metabolites. J Chromatogr A 1000: 437–455
Exarchou V, Krucker M, van Beek T, Vervoort J, Gerothanassis I, Albert K (2005) LCNMR coupling technology: recent advancements and applications in natural products analysis. Magn Reson Chem 43: 681–687
Kaplan F, Kopka J, Haskell DW, Zhao W, Schiller KC, Gatzke N, Sung DY, Guy CL (2004) Exploring the temperature-stress metabolome of Arabidopsis. Plant Physiol 136: 4159–4168
Fiehn O, Kopka J, Dormann P, Altmann T, Trethewey RN, Willmitzer L (2000) Metabolite profiling for plant fuctional genomics. Nat Biotechnol 18: 1142–1161
Steinhauser D, Usadel B, Luedemann A, Thimm O, Kopka J (2004) CSB.DB: a comprehensive systems-biology database. Bioinformatics 20: 3647–3651
Taylor J, King RD, Altmann T, Fiehn O (2002) Application of metabolomics to plant genotype discrimination using statistics and machine learning. Bioinformatics 18: 241S–248
Cook D, Fowler S, Fiehn O, Thomashow MF (2004) A prominent role for the CBF cold response pathway in configuring the low-temperature metabolome of Arabidopsis. PNAS 101: 15243–15248
Roessner U, Wagner C, Kopka J, Trethewey RN, Willmitzer L (2000) Simultaneous analysis of metabolites in potato tuber by gas chromatography-mass spectrometry. Plant J 23: 131–142
Roessner U, Luedemann A, Brust D, Fiehn O, Linke T, Willmitzer L, Fernie AR (2001) Metabolic profiling allows comprehensive phenotyping of genetically or environmentally modified plant systems. Plant Cell 13: 11–29
Roessner-Tunali U, Urbanczyk-Wochniak E, Czechowski T, Kolbe A, Willmitzer L, Fernie AR (2003) De novo amino acid biosynthesis in potato tubers is regulated by sucrose levels. Plant Physiol 133: 683–692
Urbanczyk-Wochniak E, Baxter C, Kolbe A, Kopka J, Sweetlove L, Fernie A (2005) Profiling of diurnal patterns of metabolite and transcript abundance in potato (Solanum tuberosum) leaves. Planta 221: 891–903
Urbanczyk-Wochniak E, Fernie AR (2005) Metabolic profiling reveals altered nitrogen nutrient regimes have diverse effects on the metabolism of hydroponically-grown tomato (Solanum lycopersicum) plants. J Exp Bot 56: 309–321
Fiehn O (2003) Metabolic networks of Cucurbita maxima phloem. Phytochem 62: 875–886
D’Auria J, Gershenzon J (2005) The secondary metabolism of Arabidopsis thaliana: growing like a weed. Curr Opin Plant Biol 8: 308–316
Romeo JT (2004) Secondary metabolism in model systems, volume 38: recent advances in phytochemistry, vol. 38, Elsevier Science, San Diego, CA
Blount J, Masoud S, Sumner L, Huhman D, Dixon R (2002) Over-expression of cinnamate 4-hydroxylase leads to increased accumulation of acetosyringone in elicited tobacco cellsuspension cultures. Planta 214: 902–910
Liu C, Huhman D, Sumner L, Dixon R (2003) Regiospecific hydroxylation of isoflavones by cytochrome p450 81E enzymes from Medicago truncatula. Plant J 36: 471–484
Frydman A, Weisshaus O, Huhman D, Sumner L, Bar-Peled M, Lewinsohn E, Fluhr R, Gressel J, Eyal Y (2005) Metabolic engineering of plant cells for biotransformation of hesperedin into neohesperidin, a substrate for production of the low-calorie sweetener and flavor enhancer NHDC. J Agric Food Chem 53: 9708–9712
Hirai MY, Klein M, Fujikawa Y, Yano M, Goodenowe DB, Yamazaki Y, Kanaya S, Nakamura Y, Kitayama M, Suzuki H et al. (2005) Elucidation of gene-to-gene and metabolite-to-gene networks in Arabidopsis by integration of metabolomics and transcriptomics. J Biol Chem 280: 25590–25595
Chen F, Duran AL, Blount JW, Sumner LW, Dixon RA (2003) Profiling phenolic metabolites in transgenic alfalfa modified in lignin biosynthesis. Phytochem 64: 1013–1021
von Roepenack-Lahaye E, Degenkolb T, Zerjeski M, Franz M, Roth U, Wessjohann L, Schmidt J, Scheel D, Clemens S (2004) Profiling of Arabidopsis secondary metabolites by capillary liquid chromatography coupled to electrospray ionization quadrupole time-of-flight mass spectrometry. Plant Physiol 134: 548–559
Hirai MY, Saito K (2004) Post-genomics approaches for the elucidation of plant adaptive mechanisms to sulphur deficiency. J Exp Bot 55: 1871–1879
Hirai MY, Yano M, Goodenowe DB, Kanaya S, Kimura T, Awazuhara M, Arita M, Fujiwara T, Saito K (2004) Integration of transcriptomics and metabolomics for understanding of global responses to nutritional stresses in Arabidopsis thaliana. PNAS 101: 10205–10210
Nikiforova VJ, Kopka J, Tolstikov V, Fiehn O, Hopkins L, Hawkesford MJ, Hesse H, Hoefgen R (2005) Systems rebalancing of metabolism in response to sulfur deprivation, as revealed by metabolome analysis of Arabidopsis plants. Plant Physiol 138: 1887–1896
Suzuki H, Reddy MS, Naoumkina M, Aziz N, May GD, Huhman DV, Sumner LW, Blount JW, Mendes P, Dixon RA (2005) Methyl jasmonate and yeast elicitor induce differential transcriptional and metabolic re-programming in cell suspension cultures of the model legume Medicago truncatula. Planta 220: 696–707
Sumner LW (2006) Current status and forward looking thoughts on LC/MS metabolomics, In Saito K, Dixon RA, Willmitzer L (ed.) Biotechnology in Agriculture and Forestry, vol. 57 Springer-Verlag, Berlin, 21–32
Huhman DV, Berhow M, Sumner LW (2005) Quantification of saponins in aerial and subterranean tissues of Medicago truncatula. J Ag Food Chem 53: 1914–1920
Mondello L, Lewis AC, Bartle KD (2002) Multidimensional chromatography, John Wiley & Sons Ltd, Chichester, UK
Evans C, Jorgenson J (2004) Multidimensional LC-LC and LC-CE for high-resolution separations of biological molecules. Anal Bioanal Chem 378: 1952–1961
Washburn M, Wolters D, Yates J (2001) Large-scale analysis of the yeast proteome by multidimensional protein identification technology. Nat Biotechnol 19: 242–247
Wolters D, Washburn M, Yates J (2001) An automated multidimensional protein identification technology for shotgun proteomics. Anal Chem 73: 5683–5690
Welthagen W, Shellie RA, Spranger J, Ristow M, Zimmermannn R, Fiehn O (2005) Comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry (GC x GC-TOF) for high resolution metabolomics: biomarker discovery on spleen tissue extracts of obese NZO compared to lean C57BL/6 mice. Metabolomics 1: 65–73
Aziz N, Paiva NL, May GD, Dixon RA (2005) Transcriptome analysis of alfalfa glandular trichomes. Planta 221: 28–38
Asano T, Masumura T, Kusano H, Kurita S, Shimada H, Kadowaki KI (2002) Construction of a specialized cDNA library from plant cells isolated by laser capture microdissection: toward comprehensive analysis of the genes expressed in the rice phloem. Plant J 32: 401–408
Nakazono M, Qiu F, Borsuk LA, Schnable PS (2003) Laser-capture microdissection, a tool for the global analysis of gene expression in specific plant cell types: identification of genes expressed differentially in epidermal cells of vascular tissues of maize. Plant Cell 15: 583–596
Birnbaum K, Shasha DE, Wang JY, Jung JW, Lambert GM, Galbraith DW, Benfey PN (2003) A gene expression map of the Arabidopsis root. Science 302: 1956–1960
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Sumner, L.W., Huhman, D.V., Urbanczyk-Wochniak, E., Lei, Z. (2007). Methods, applications and concepts of metabolite profiling: Secondary metabolism. In: Baginsky, S., Fernie, A.R. (eds) Plant Systems Biology. Experientia Supplementum, vol 97. Birkhäuser Basel. https://doi.org/10.1007/978-3-7643-7439-6_9
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DOI: https://doi.org/10.1007/978-3-7643-7439-6_9
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