Abstract
Carrot is considered one of the leading horticultural crops in the world in terms of its nutritional value, health benefits, and unique flavor based on its high content of carotenoids and volatile aroma compounds. Terpenes such as monoterpenes and sesquiterpenes represent some of the predominant volatile compounds that contribute to carrot aroma and flavor. Variation of terpene composition based on genotypic differences or environmental factors has significant effects on taste perception by consumers and, therefore, is a critical quality attribute for carrot breeders and growers. Surprisingly, little is known about the biosynthesis of volatile terpenes in carrots and the various enzymes involved in their formation. In this chapter, we provide an overview of volatile terpene sampling and terpene diversity in different D. carota genotypes. Facilitated by the recent elucidation of the carrot genome, we further describe and discuss latest findings of the function of genes and enzymes in the terpene synthase family involved in the biosynthesis of carrot terpene volatiles.
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Abbreviations
- DMAPP:
-
Dimethylallyl diphosphate
- FPP:
-
Farnesyl diphosphate
- GC/MS:
-
Gas chromatography-mass spectrometry
- GGPP:
-
Geranylgeranyl diphosphate
- GPP:
-
Geranyl diphosphate
- HS:
-
Headspace
- IDS:
-
Isoprenyl diphosphate synthases
- MEP:
-
Methylerythritol phosphate
- MVA:
-
Mevalonate
- SPME:
-
Solid-phase micro-extraction
- TPS:
-
Terpene synthase
- VOC:
-
Volatile organic compound
References
Aćimović M, Stanković J, Cvetković M, Ignjatov M, NIKOLIĆ L (2016) Chemical characterization of essential oil from seeds of wild and cultivated carrots from Serbia. Bot Serb 40:44–60
Akhtar TA, Matsuba Y, Schauvinhold I, Yu G, Lees HA, Klein SE, Pichersky E (2013) The tomato cis–prenyltransferase gene family. Plant J 73:640–652
Alasalvar C, Grigor J, Quantick P (1999) Method for the static headspace analysis of carrot volatiles. Food Chem 65:391–397
Alasalvar C, Grigor JM, Zhang D, Quantick PC, Shahidi F (2001) Comparison of volatiles, phenolics, sugars, antioxidant vitamins, and sensory quality of different colored carrot varieties. J Agric Food Chem 49:1410–1416
Aubourg S, Lecharny A, Bohlmann J (2002) Genomic analysis of the terpenoid synthase (AtTPS) gene family of Arabidopsis thaliana. Mol Genet Genomics 267:730–745
Benecke R, Reichold K, Kessel M, Schmidt W (1987) Essential oil content and composition of the seeds of variuos cultivars of Daucus carota L. ssp. sativus (Hoffm.) Arcang. Pharmazie 42:256–259
Bohlmann J, Meyer-Gauen G, Croteau R (1998) Plant terpenoid synthases: molecular biology and phylogenetic analysis. PNAS 95:4126–4133
Cao R, Zhang Y, Mann FM, Huang C, Mukkamala D, Hudock MP, Mead ME, Prisic S, Wang K, Lin FY (2010) Diterpene cyclases and the nature of the isoprene fold. Proteins 78:2417–2432
Chen F, Tholl D, Bohlmann J, Pichersky E (2011) The family of terpene synthases in plants: amid-size family of genes for specialized metabolism that is highly diversified throughout the kingdom. Plant J 66:212–229
Chizzola R (2010) Composition of the essential oil from Daucus carota ssp. carota growing wild in Vienna. J Essent Oil Bearing Plants 13:12–19
Cunningham FXJ, Gantt E (1998) Genes and enzymes of carotenoid biosynthesis in plants. Annu Rev Plant Physiol Plant Mol Biol 49:557–583
Degenhardt J, Köllner TG, Gershenzon J (2009) Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants. Phytochemistry 70:1621–1637
Dib MEA, Djabou N, Desjobert J-M, Allali H, Tabti B, Muselli A, Costa J (2010) Characterization of volatile compounds of Daucus crinitus Desf. Headspace Solid Phase Microextraction as alternative technique to Hydrodistillation. Chem Cent J 4:16
Ekundayo O, Laakso I, Hiltunen R (1988) Composition of ginger (Zingiber officinale Roscoe) volatile oils from Nigeria. Flavour Frag J 3:85–90
El Hadi MAM, Zhang F-J, Wu F-F, Zhou C-H, Tao J (2013) Advances in fruit aroma volatile research. Molecules 18:8200–8229
Falara V, Akhtar TA, Nguyen TTH, Spyropoulou EA, Bleeker PM, Schauvinhold I, Matsuba Y, Bonini ME, Schilmiller AL, Last RL, Schuurink RC, Pichersky E (2011) The tomato terpene synthase gene family. Plant Physiol 157:770–789
Flamini G, Cosimi E, Cioni PL, Molfetta I, Braca A (2014) Essential oil composition of Daucus carota ssp. major (Pastinocello Carrot) and nine different commercial varieties of Daucus carota ssp. sativus fruits. Chem Biodivers 11:1022–1033
Fukuda T, Okazaki K, Shinano T (2013) Aroma characteristic and volatile profiling of carrot varieties and quantitative role of terpenoid compounds for carrot sensory attributes. J Food Sci 78:S1800–S1806
Grzebelus D, Baranski R, Spalik K, Allender C, Simon PW (2011) Daucus. In: Kole Ch (ed) Wild crop relatives: genomic and breeding resources. Vegetables. Springer-Berlin, Berlin, Heidelberg, pp 91–113
Habegger R, Schnitzler WH (2000) Aroma compounds in essential oils of carrots (Daucus carota L. ssp. sativus) leaves in comparison with roots. J Appl Bot 74:220–223
Hampel D, Mosandl A, Wust M (2005) Biosynthesis of mono- and sesquiterpenes in carrot roots and leaves (Daucus carota L.): metabolic cross talk of cytosolic mevalonate and plastidial methylerythritol phosphate pathways. Phytochemistry 66:305–311
Hong GJ, Xue XY, Mao YB, Wang LJ, Chen XY (2012) Arabidopsis MYC2 interacts with DELLA proteins in regulating sesquiterpene synthase gene expression. Plant Cell 24:2635–2648
Iorizzo M, Senalik DA, Grzebelus D, Bowman M, Cavagnaro PF, Matvienko M, Ashrafi H, Van Deynze A, Simon PW (2011) De novo assembly and characterization of the carrot transcriptome reveals novel genes, new markers, and genetic diversity. BMC Genom 12:389
Iorizzo M, Ellison S, Senalik D, Zeng P, Satapoomin P, Huang J, Bowman M, Iovene M, Sanseverino W, Cavagnaro P (2016) A high-quality carrot genome assembly provides new insights into carotenoid accumulation and asterid genome evolution. Nat Genet 48:657
Jia Q, Li G, Köllner TG, Fu J, Chen X, Xiong W, Crandall-Stotler BJ, Bowman JL, Weston DJ, Zhang Y (2016) Microbial-type terpene synthase genes occur widely in nonseed land plants, but not in seed plants. PNAS 113:12328–12333
Keilwagen J, Lehnert H, Berner T, Budahn H, Nothnagel T, Ulrich D, Dunemann F (2017) The terpene synthase gene family of carrot (Daucus carota L.): identification of QTLs and candidate genes associated with terpenoid volatile compounds. Front Plant Sci 8
Kilibarda V, Nanusević N, Dogović N, Ivanić R, Savin K (1996) Content of the essential oil of the carrot and its antibacterial activity. Die Pharmazie 51:777–778
Kjeldsen F, Christensen LP, Edelenbos M (2001) Quantitative analysis of aroma compounds in carrot (Daucus carota L.) cultivars by capillary gas chromatography using large-volume injection technique. J Agric Food Chem 49:4342–4348
Kjeldsen F, Christensen LP, Edelenbos M (2003) Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage. J Agric Food Chem 51:5400–5407
Klimek-Chodacka M, Oleszkiewicz T, Lowder LG, Qi Y, Baranski R (2018) Efficient CRISPR/Cas9-based genome editing in carrot cells. Plant Cell Rep 37:575–586
Kreutzmann S, Thybo AK, Edelenbos M, Christensen LP (2008) The role of volatile compounds on aroma and flavour perception in coloured raw carrot genotypes. Int J Food Sci Technol 43:1619–1627
Külheim C, Padovan A, Hefer C, Krause ST, Köllner TG, Myburg AA, Degenhardt J, Foley WJ (2015) The Eucalyptus terpene synthase gene family. BMC Genom 16:450
Mamede AM, Soares AG, Oliveira EJ, Farah A (2017) Volatile composition of sweet passion fruit (Passiflora alata Curtis). J Chem
Mansour E-SS, Maatooq GT, Khalil AT, Marwan E-SM, Sallam AA (2004) Essential oil of Daucus glaber Forssk. Z Naturforsch C 59:373–378
Marais J (2017) Terpenes in the aroma of grapes and wines: a review. S Afr J Enol Vitic 4:49–58
Martin DM, Aubourg S, Schouwey MB, Daviet L, Schalk M, Toub O, Lund ST, Bohlmann J (2010) Functional annotation, genome organization and phylogeny of the grapevine (Vitis vinifera) terpene synthase gene family based on genome assembly, FLcDNA cloning, and enzyme assays. BMC Plant Biol 10:226
Matsumoto T, Wu J, Kanamori H, Katayose Y (2005) The map-based sequence of the rice genome. Nature 436:793
Maxia A, Marongiu B, Piras A, Porcedda S, Tuveri E, Gonçalves MJ, Cavaleiro C, Salgueiro L (2009) Chemical characterization and biological activity of essential oils from Daucus carota L. subsp. carota growing wild on the Mediterranean coast and on the Atlantic coast. Fitoterapia 80:57–61
Mockute D, Nivinskiene O (2004) The sabinene chemotype of essential oil of seeds of Daucus carota L. ssp. carota growing wild in Lithuania. J Essent Oil Res 16:277–281
Nieuwenhuizen NJ, Green SA, Chen X, Bailleul EJ, Matich AJ, Wang MY, Atkinson RG (2013) Functional genomics reveals that a compact terpene synthase gene family can account for terpene volatile production in apple. Plant Physiol 161:787–804
Pang X, Cao J, Wang D, Qiu J, Kong F (2017) Identification of ginger (Zingiber officinale Roscoe) volatiles and localization of aroma-active constituents by GC–olfactometry. J Agric Food Chem 65:4140–4145
Paterson AH, Bowers JE, Bruggmann R et al (2009) The sorghum bicolor genome and the diversification of grasses. Nature 457(7229):551–556
Pelot KA, Chen R, Hagelthorn DM, Young CA, Addison JB, Muchlinski A, Tholl D, Zerbe P (2018) Functional diversity of diterpene synthases in the biofuel crop switchgrass. Plant Physiol 178:54–71
Pichersky E, Raguso RA (2016) Why do plants produce so many terpenoid compounds? New Phytol 220:692–702
Rausch T (2009) Influence of extrusion parameters and recipe compounds on flavor formation and its quantification. Doctoral Thesis at the Technische Universität Berlin, Fakultät III, Prozesswissenschaften
Rokbeni N, M’rabet Y, Dziri S, Chaabane H, Jemli M, Fernandez X, Boulila A (2013) Variation of the chemical composition and antimicrobial activity of the essential oils of natural populations of Tunisian Daucus carota L. (Apiaceae). Chem Biodivers 10:2278–2290
Rosenfeld HJ, Knut S, Dalen KS, Haffner K (2002) The growth and development of carrot roots. Gartenbauwissenschaft 67:11–16
Sallaud C, Rontein D, Onillon S, Jabès F, Duffé P, Giacalone C, Thoraval S, Escoffier C, Herbette G, Leonhardt N (2009) A novel pathway for sesquiterpene biosynthesis from Z, Z-farnesyl pyrophosphate in the wild tomato Solanum habrochaites. Plant Cell 21:301–317
Senalik DA, Simon PW (1986) Relationship between oil ducts and volatile terpenoid content in carrot roots. Am J Bot 73:60–63
Simon PW (1982) Genetic variation for volatile terpenoids in roots of carrot, Daucus carota, backcrosses and F2 generations. Phytochemistry 21:875–879
Simon PW, Peterson CE, Lindsay RC (1982) Genotype, soil, and climate effects on sensory and objective components of carrot flavor. J Am Soc Hort Sci 107:644–648
Soria AC, Sanz J, Villamiel M (2008) Analysis of volatiles in dehydrated carrot samples by solid-phase microextraction followed by GC-MS. J Sep Sci 31:3548–3555
Staniszewska M, Kula J (2001) Composition of the essential oil from wild carrot umbels (Daucus carota L. ssp. carota) growing in Poland. J Essent Oil Res 13:439–441
Tholl D (2006) Terpene synthases and the regulation, diversity and biological roles of terpene metabolism. Curr Opin Plant Biol 9:297–304
Tholl D, Lee S (2011) Terpene specialized metabolism in Arabidopsis thaliana. Arabidopsis Book 9:e0143. https://doi.org/10.1199/tab.0143
Tholl D, Chen F, Petri J, Gershenzon J, Pichersky E (2005) Two sesquiterpene synthases are responsible for the complex mixture of sesquiterpenes emitted from Arabidopsis flowers. Plant J 42:757–771
Tuskan GA, Difazio S, Jansson S, Bohlmann J, Grigoriev I, Hellsten U, Putnam N, Ralph S, Rombauts S, Salamov A (2006) The genome of black cottonwood, Populus trichocarpa (Torr. & Gray). Science 313:1596–1604
Ulrich D, Nothnagel T, Schulz H (2015) Influence of cultivar and harvest year on the volatile profiles of leaves and roots of carrots (Daucus carota spp. sativus Hoffm.). J Agric Food Chem 63:3348–3356
Yahyaa M, Matsuba Y, Brandt W, Doron-Faigenboim A, Bar E, McClain A, Davidovich-Rikanati R, Lewinsohn E, Pichersky E, Ibdah M (2015a) Identification, functional characterization, and evolution of terpene synthases from a basal dicot. Plant Physiol 169:1683–1697
Yahyaa M, Tholl D, Cormier G, Jensen R, Simon PW, Ibdah M (2015b) Identification and characterization of terpene synthases potentially involved in the formation of volatile terpenes in carrot (Daucus carota L.) roots. J Agric Food Chem 63:4870–4878
Yahyaa M, Ibdah M, Marzouk S, Ibdah M (2016) Profiling of the terpene metabolome in carrot fruits of wild (Daucus carota L. ssp. carota) accessions and characterization of a geraniol synthase. J Agric Food Chem 66:2378–2386
Zi J, Mafu S, Peters RJ (2014) To gibberellins and beyond! Surveying the evolution of (di) terpenoid metabolism. Annu Rev Plant 65:259–286
Acknowledgements
This work was supported by grant IS-4745-14R from the US-Israel Binational Agricultural Research and Development Fund (to M.I. and D.T.).
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Ibdah, M., Muchlinski, A., Yahyaa, M., Nawade, B., Tholl, D. (2019). Carrot Volatile Terpene Metabolism: Terpene Diversity and Biosynthetic Genes. In: Simon, P., Iorizzo, M., Grzebelus, D., Baranski, R. (eds) The Carrot Genome. Compendium of Plant Genomes. Springer, Cham. https://doi.org/10.1007/978-3-030-03389-7_16
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