Biosynthèse des glucosinolates indoliques et rôle écologique de leurs modifications secondaires
Tài liệu tham khảo
Zhao, 2013, Studying plant secondary metabolism in the age of genomics, Crit. Rev. Plant Sci., 32, 369, 10.1080/07352689.2013.789648
Croteau, 2000, Natural products (secondary metabolites), 1250
Wink, 2013, Evolution of secondary metabolites in legumes (Fabaceae), S. Afr. J. Bot., 89, 164, 10.1016/j.sajb.2013.06.006
Wink, 2003, Evolution of secondary metabolites from an ecological and molecular phylogenetic perspective, Phytochemistry, 64, 3, 10.1016/S0031-9422(03)00300-5
Hartmann, 2007, From waste products to ecochemicals: fifty years research of plant secondary metabolism, Phytochemistry, 68, 2831, 10.1016/j.phytochem.2007.09.017
Taiz, 2015
Rollin, 2011, Glucosinolates: the synthetic approach, C.R. Chim., 14, 194, 10.1016/j.crci.2010.05.002
Halkier, 2006, Biology and biochemistry of glucosinolates, Annu. Rev. Plant Biol., 57, 303, 10.1146/annurev.arplant.57.032905.105228
Sonderby, 2010, Biosynthesis of glucosinolates–gene discovery and beyond, Trends Plant Sci., 15, 283, 10.1016/j.tplants.2010.02.005
Singh, 2013, Update on the current understanding of biosynthesis, biology and transport of glucosinolates in Brassica plants, Int. J. Agric. Food Sci. Technol., 4, 37
Agerbirk, 2012, Glucosinolates structures in evolution, Phytochemistry, 77, 16, 10.1016/j.phytochem.2012.02.005
Agerbirk, 2015, Glucosinolate hydrolysis products in the crucifer Barbarea vulgaris include a thiazolidine-2-one from a specific phenolic isomer as well as oxazolidine-2-thiones, Phytochemistry, 115, 143, 10.1016/j.phytochem.2014.11.002
Nintemann, 2018, Localization of the glucosinolate biosynthetic enzymes reveals distinct spatial patterns for the biosynthesis of indole and aliphatic glucosinolates, Physiol. Plant., 163, 138, 10.1111/ppl.12672
Piasecka, 2015, Secondary metabolites in plant innate immunity: conserved function of divergent chemicals, New Phytol., 206, 948, 10.1111/nph.13325
Boutron, 1831, Nouvelles expériences sur la semence de moutarde, J. Pharm. Sci. Accessoires, 17, 279
Brader, 2001, Jasmonate-dependent induction of indole glucosinolates in Arabidopsis by culture filtrates of the nonspecific pathogen Erwinia carotovora, Plant Physiol, 126, 849, 10.1104/pp.126.2.849
Buxdorf, 2013, The effects of glucosinolates and their breakdown products on necrotrophic fungi, PLOS One, 8, e70771, 10.1371/journal.pone.0070771
van Dam, 2009, Root and shoot glucosinolates: a comparison of their diversity, function and interactions in natural and managed ecosystems, Phytochem. Rev., 8, 171, 10.1007/s11101-008-9101-9
Textor, 2009, Herbivore induction of the glucosinolate–myrosinase defense system: major trends, biochemical bases and ecological significance, Phytochem. Rev., 8, 149, 10.1007/s11101-008-9117-1
Renwick, 1992, Leaf surface chemicals stimulating oviposition by Pieris rapae (Lepidoptera: Pieridae) on cabbage, Chemoecology, 3, 33, 10.1007/BF01261454
van Loon, 1992, Leaf surface compound from Brassica oleracea (Cruciferae) induces oviposition by Pieris brassicae (Lepidoptera: Pieridae), Chemoecology, 3, 39, 10.1007/BF01261455
Sun, 2009, Non-volatile intact indole glucosinolates are host recognition cues for ovipositing Plutella xylostella, J. Chem. Ecol., 35, 1427, 10.1007/s10886-009-9723-4
Ratzka, 2002, Disarming the mustard oil bomb, Proc. Natl. Acad. Sci. USA, 99, 11223, 10.1073/pnas.172112899
Wittstock, 2004, Successful herbivore attack due to metabolic diversion of a plant chemical defense, Proc. Natl. Acad. Sci. USA, 101, 4859, 10.1073/pnas.0308007101
Stotz, 2015, Glucosinolate biosynthesis from amino acids, 436
Strelkov, 2014, Culbroot (Plasmodiophora brassicae) on canola and other Brassica species–disease development, epidemiology and management, Can. J. Plant Pathol., 36, 1, 10.1080/07060661.2013.875338
Lee, 2017, Chemopreventive glucosinolate accumulation in various broccoli and collard tissues: microfluidic-based targeted transcriptomics for by-product valorization, PLOS One, 12, e0185112, 10.1371/journal.pone.0185112
Rodman, 1996, Molecules, morphology, and Dahlgren's expanded order Capparales, Syst. Bot., 21, 289, 10.2307/2419660
Stevens, 2017
Edger, 2018, Brassicales phylogeny inferred from 72 plastid genes: a reanalysis of the phylogenetic localization of two paleopolyploid events and origin of novel chemical defenses, Am. J. Bot., 105, 463, 10.1002/ajb2.1040
Clarke, 2010, Glucosinolates, structures and analysis in food, Anal. Methods, 2, 310, 10.1039/b9ay00280d
Leite, 2017, Chemosystematics of Brassicales, Biochem. Syst. Ecol., 71, 205, 10.1016/j.bse.2017.02.011
Rodman, 1998, Parallel evolution of glucosinolate biosynthesis inferred from congruent nuclear and plastid gene phylogenies, Am. J. Bot., 85, 997, 10.2307/2446366
Hofberger, 2013, Whole genome and tandem duplicate retention facilitated glucosinolate pathway diversification in the mustard family, Genome Biol. Evol., 5, 2155, 10.1093/gbe/evt162
Edger, 2015, The butterfly plant arms-race escalated by gene and genome duplications, Proc. Natl. Acad. Sci. USA, 112, 8362, 10.1073/pnas.1503926112
Vierheilig, 2000, Differences in glucosinolate patterns and arbuscular mycorrhizal status of glucosinolate-containing plant species, New Phytol., 146, 343, 10.1046/j.1469-8137.2000.00642.x
Griffiths, 2001, Identification of glucosinolates on the leaf surface of plants from the Cruciferae and other closely related species, Phytochemistry, 57, 693, 10.1016/S0031-9422(01)00138-8
Ludwig-Müller, 2002, Reduced arbuscular mycorrhizal root colonization in Tropaeolum majus and Carica papaya after jasmonic acid application can not be attributed to increased glucosinolate levels, J. Plant Physiol., 159, 517, 10.1078/0176-1617-00731
Mithen, 2010, Glucosinolate biochemical diversity and innovation in the Brassicales, Phytochemistry, 71, 2074, 10.1016/j.phytochem.2010.09.017
Cardinal McTeague, 2016, Biogeography and diversification of Brassicales: a 103-million-year tale, Mol. Phyl. Evol., 99, 204, 10.1016/j.ympev.2016.02.021
Clausen, 2015, The bifurcation of the cyanogenic glucoside and glucosinolate biosynthetic pathways, Plant J., 84, 558, 10.1111/tpj.13023
Kliebenstein, 2001, Genetic control of natural variation in Arabidopsis glucosinolate accumulation, Plant Physiol., 126, 811, 10.1104/pp.126.2.811
Pfalz, 2011, Metabolic engineering in Nicotiana benthamiana reveals key enzyme functions in Arabidopsis indole glucosinolate modification, Plant Cell, 23, 716, 10.1105/tpc.110.081711
Burow, 2017, How does a plant orchestrate defense in time and space? Using glucosinolates in Arabidopsis as case study, Plant Biol., 38, 142
Sawada, 2009, Omics-based approaches to methionine side chain elongation in Arabidopsis: characterization of the genes encoding methylthioalkylmalate isomerase and methylthioalkylmalate dehydrogenase, Plant Cell Physiol., 50, 1181, 10.1093/pcp/pcp079
Petersen, 2018, Biotechnological approaches in glucosinolate production, J. Integr. Plant Biol., 10.1111/jipb.12705
de Kraker, 2011, From amino acid to glucosinolate biosynthesis: protein sequence changes in the evolution of methylthioalkylmalate synthase in Arabidopsis, Plant Cell, 23, 38, 10.1105/tpc.110.079269
Geu-Flores, 2009, Glucosinolate engineering identifies a γ-glutamyl peptidase, Nat. Chem. Biol., 5, 575, 10.1038/nchembio.185
Halkier, 1995, Characterization of cytochrome P450TYR, a multifunctional haem-thiolate N-hydroxylase involved in the biosynthesis of the cyanogenic glucoside dhurrin, Drug Metab. Drug Interact., 12, 285, 10.1515/DMDI.1995.12.3-4.285
Sibbesen, 1995, Cytochrome P-450TYR is a multifunctional heme-thiolate enzyme catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench, J. Biol. Chem., 270, 3506, 10.1074/jbc.270.8.3506
Bak, 2011, Cytochromes P450, Arabidopsis Book, 9, e0144, 10.1199/tab.0144
Luck, 2016, CYP79D enzymes contribute to jasmonic acid-induced formation of aldoximes and other nitrogenous volatiles in two Erythroxylum species, BMC Plant Biol., 16, 215, 10.1186/s12870-016-0910-5
Pfalz, 2009, The gene controlling the Indole Glucosinolate Modifier1 quantitative trait locus alters indole glucosinolate structures and aphid resistance in Arabidopsis, Plant Cell, 21, 985, 10.1105/tpc.108.063115
Liu, 2016, Aromatic glucosinolate biosynthesis pathway in Barbarea vulgaris and its response to Plutella xylostella infestation, Front. Plant Sci., 7, 83
Stotz, 2011, Role of camalexin, indole glucosinolates, and side chain modification of glucosinolate-derived isothiocyanates in defense of Arabidopsis against Sclerotinia sclerotiorum, Plant J., 67, 81, 10.1111/j.1365-313X.2011.04578.x
Hopkins, 1998, Influence of increasing herbivore pressure on modification of glucosinolate content of swedes (Brassica napus spp. rapifera), J. Chem. Ecol., 24, 2003, 10.1023/A:1020729524818
Bartlet, 1999, Wound-induced increases in the glucosinolate content of oilseed rape and their effect on subsequent herbivory by a crucifer specialist, 163
Bednarek, 2009, A glucosinolate metabolism pathway in living plant cells mediates broad-spectrum antifungal defense, Science, 323, 101, 10.1126/science.1163732
Jorgensen, 2015, Transport of defense compounds from source to sink: lessons learned from glucosinolates, Trends Plant Sci., 20, 508, 10.1016/j.tplants.2015.04.006
Borpatragohain, 2016, Fire and brimstone: molecular interactions between sulfur and glucosinolate biosynthesis in model and crop Brassicaceae, Front. Plant Sci., 7, 1735, 10.3389/fpls.2016.01735
Andersen, 2013, Integration of biosynthesis and long-distance transport establish organ-specific glucosinolate profiles in vegetative Arabidospsis, Plant Cell, 25, 3133, 10.1105/tpc.113.110890
de Brito, 2018, The vacuolar transportome of plant specialized metabolites, Plant Cell Physiol., 59, 1326
Koroleva, 2000, Identification of a new glucosinolate-rich cell type in Arabidopsis flower stalk, Plant Physiol., 124, 599, 10.1104/pp.124.2.599
Koroleva, 2011, Single-cell proteomic analysis of glucosinolate-rich S-cells in Arabidopsis thaliana, Methods, 54, 413, 10.1016/j.ymeth.2011.06.005
Koroleva, 2010, Glucosinolate-accumulating S-cells in Arabidopsis leaves and flower stalks undergo programmed cell death at early stages of differentiation, Plant J., 64, 456, 10.1111/j.1365-313X.2010.04339.x
Petersen, 2002, Composition and content of glucosinolates in developing Arabidopsis thaliana, Planta, 214, 562, 10.1007/s004250100659
Moussaieff, 2013, High-resolution metabolic mapping of cell types in plant roots, Proc. Natl. Acad. Sci. USA, 110, E1232, 10.1073/pnas.1302019110
Andersen, 2014, Upon bolting the GTR1 and GTR2 transporters mediate transport of glucosinolates to the inflorescence rather than roots, Plant Signal. Behav., 9, e27740, 10.4161/psb.27740
Matile, 1980, “Die Senfölbombe”: zur Kompartimentierung des Myrosinasesystems, Biochem. Physiol. Pflanzen, 175, 722, 10.1016/S0015-3796(80)80059-X
Kissen, 2009, The “mustard oil bomb”: not so easy to assemble? Localization, expression and distribution of the components of the myrosinase enzyme system, Phytochem. Rev., 8, 69, 10.1007/s11101-008-9109-1
Winde, 2011, Insect herbivore counteradaptations to the plant glucosinolate–myrosinase system, Phytochemistry, 72, 1566, 10.1016/j.phytochem.2011.01.016
Bones, 1991, Fate of myrosin cells: characterization of monoclonal antibodies against myrosinase, J. Exp. Bot., 42, 1541, 10.1093/jxb/42.12.1541
Thangstad, 2004, Cell specific, cross-species expression of myrosinases in Brassica napus. Arabidopsis thaliana and Nicotiana tabacum, Plant Mol. Biol., 54, 597, 10.1023/B:PLAN.0000038272.99590.10
Shirakawa, 2016, Myrosin cells are differentiated directly from ground meristem cells and are developmentally independent of the vasculature in Arabidopsis leaves, Plant Signal. Behav., 11, e1150403, 10.1080/15592324.2016.1150403
Shirakawa, 2016, FAMA: a molecular link between stomata and myrosin cells, Trends Plant Sci., 21, 861, 10.1016/j.tplants.2016.07.003
Zhao, 2008, Functionnal proteomics of Arabidopsis thaliana guard cells uncovers new stomatal signaling pathways, Plant Cell, 20, 3210, 10.1105/tpc.108.063263
Yamada, 2009, The ER body, a new organelle in Arabidopsis thaliana, requires NAI2 for its formation and accumulates specific β-glucosidases, Plant Signal Behav., 4, 849, 10.4161/psb.4.9.9377
Shirakawa, 2018, Specialized vacuoles of myrosin cells: chemical defense strategy in Brassicales plants, Plant Cell Physiol., 59, 1309
Wittstock, 2010, Glucosinolate breakdown in Arabidopsis: mechanism, regulation and biological significance, Arabidopsis, Book, 8, e0134, 10.1199/tab.0134
Nakano, 2014, ER bodies in plants of the Brassicales order: biogenesis and association with innate immunity, Front. Plant Sci., 5, 73, 10.3389/fpls.2014.00073
Nakano, 2017, PYK10 myrosinase reveals a functional coordination between endoplasmic reticulum bodies and glucosinolates in Arabidopsis thaliana, Plant J., 89, 204, 10.1111/tpj.13377
Kissen, 2009, Nitrile-specifier proteins involved in glucosinolate hydrolysis in Arabidopsis thaliana, J. Biol. Chem., 284, 12057, 10.1074/jbc.M807500200
Baskar, 2012, Engineering glucosinolates in plants: current knowledge and potential uses, Appl. Biochem. Biotechnol., 168, 1694, 10.1007/s12010-012-9890-6
Wittstock, 2007, Tipping the scales–specifier proteins in glucosinolate hydrolysis, IUBMB Life, 59, 744, 10.1080/15216540701736277
de Vos, 2008, Indole-3-acetonitrile production from indole glucosinolates deters oviposition by Pieris rapae, Plant Physiol., 146, 916, 10.1104/pp.107.112185
Mumm, 2008, Formation of simple nitriles upon glucosinolate hydrolysis affects direct and indirect defense against the specialist herbivore, Pieris rapae, J. Chem. Ecol., 34, 1311, 10.1007/s10886-008-9534-z
Pope, 2008, Comparative innate responses of the aphid parasitoid Diaeretiella rapae to alkenyl glucosinolate derived isothiocyanates, nitriles, and epithionitriles, J. Chem. Ecol., 34, 1302, 10.1007/s10886-008-9531-2
Kuchernig, 2012, Evolution of specifier proteins in glucosinolate-containing plants, BMC Evol. Biol., 12, 127, 10.1186/1471-2148-12-127
Stahl, 2016, Regulatory and functional aspects of indolic metabolism in plant systematic acquired resistance, Mol. Plant, 9, 662, 10.1016/j.molp.2016.01.005
Agerbirk, 2009, Indole glucosinolate breakdown and its biological effects, Phytochem. Rev., 8, 101, 10.1007/s11101-008-9098-0
Zhao, 2002, Trp-dependent auxin biosynthesis in Arabidopsis: involvement of cytochrome P450s CYP79B2 and CYP79B3, Genes Dev., 16, 3100, 10.1101/gad.1035402
Ljung, 2005, Sites and regulation of auxin biosynthesis in Arabidopsis roots, Plant Cell, 17, 1090, 10.1105/tpc.104.029272
Malka, 2017, Possible interactions between the biosynthetic pathways of indole glucosinolate and auxin, Front. Plant Sci., 8, 2131, 10.3389/fpls.2017.02131
Glawischnig, 2004, Camalexin is synthetized from indole-3-acetaldoxime, a key branching point between primary and secondary metabolism in Arabidopsis, Proc. Natl. Acad. Sci. USA, 101, 8245, 10.1073/pnas.0305876101
Lemarié, 2015, Camalexin contributes to the partial resistance of Arabidopsis thaliana to the biotrophic soilborne protist Plasmodiophora brassicae, Front. Plant Sci., 6, 539, 10.3389/fpls.2015.00539
Kim, 2007, Myzus persicae (green peach aphid) feeding on Arabidopsis induces the formation of deterrent indole glucosinolate, Plant J., 49, 1008, 10.1111/j.1365-313X.2006.03019.x
Kim, 2008, Identification of indole glucosinolate breakdown products with antifeedant effects on Myzus persicae (green peach aphid), Plant J., 54, 1015, 10.1111/j.1365-313X.2008.03476.x
Müller, 2010, Differential effects of indole and aliphatic glucosinolates on lepidopteran herbivores, J. Chem. Ecol., 36, 905, 10.1007/s10886-010-9825-z
Clay, 2009, Glucosinolate metabolites required for an Arabidopsis innate immune response, Science, 323, 95, 10.1126/science.1164627
McDanell, 1988, Chemical and biological properties of indole glucosinolates (glucobrassicins): a review, Food Chem. Toxicol., 26, 59, 10.1016/0278-6915(88)90042-7
Holst, 2004, A critical review of the bioavailability of glucosinolates and related compounds, Nat. Prod. Rep., 21, 425, 10.1039/b204039p
Aggarwal, 2005, Molecular targets and anticancer potential of indole-3-carbonil and its derivatives, Cell Cycle, 4, 1201, 10.4161/cc.4.9.1993
Kim, 2005, Targets for indole-3-carbinol in cancer prevention, J. Nutr. Biochem., 16, 65, 10.1016/j.jnutbio.2004.10.007
Higdon, 2007, Cruciferous vegetables and human cancer risk: epidemiologic evidence and mechanistic basis, Pharmacol. Res., 55, 224, 10.1016/j.phrs.2007.01.009
Katz, 2015, The glucosinolate breakdown product indole-3-carbinol acts as an auxin antagonist in roots of Arabidopsis thaliana, Plant J., 82, 547, 10.1111/tpj.12824
Fujioka, 2016, Research on cruciferous vegetables, indole-3-carbinol, and cancer prevention: a tribute to Lee W. Wattenberg, Mol. Nutr. Food Res., 60, 1228, 10.1002/mnfr.201500889
Katz, 2018, Indole-3-carbinol: a plant hormone combatting cancer [version 1; referees: 2 approved], F1000 Res., 7, 689, 10.12688/f1000research.14127.1
Grubb, 2006, Glucosinolate metabolism and its control, Trends Plant Sci., 11, 1360, 10.1016/j.tplants.2005.12.006
Pfalz, 2016, Methyl transfer in glucosinolate biosynthesis mediated by indole glucosinolate O-methyltransférase 5, Plant Physiol., 172, 2190, 10.1104/pp.16.01402
Frerigmann, 2014, MYB34, MYB51, and MYB122 distinctly regulate indolic glucosinolate biosynthesis in Arabidopsis thaliana, Mol. Plant, 7, 814, 10.1093/mp/ssu004
Frerigmann, 2016, Glucosinolate regulation in a complex relationship–MYC and MYB–No one can act without each other, Adv. Bot. Res., 80, 57, 10.1016/bs.abr.2016.06.005
Miao, 2016, Glucose enhances indolic glucosinolate biosynthesis without reducing primary sulfur assimilation, Sci. Rep., 6, 31854, 10.1038/srep31854
Zhao, 2015, Classic myrosinase-dependent degradation of indole glucosinolate attenuates fumonisin B1-induced programmed cell death in Arabidopsis, Plant J., 81, 920, 10.1111/tpj.12778
Pastorczyk, 2016, The function of glucosinolates and related metabolites in plant innate immunity, Adv. Bot. Res., 80, 171, 10.1016/bs.abr.2016.06.007
Teixeira, 2016, Root-knot nematodes induce pattern-triggered immunity in Arabidopsis thaliana roots, New Phytol., 211, 276, 10.1111/nph.13893
Xu, 2016, Pathogen-responsive MPK3 and MPK6 reprogram the biosynthesis of indole glucosinolates and their derivatives in Arabidopsis immunity, Plant Cell, 28, 1144, 10.1105/tpc.15.00871
Hull, 2000, Arabidopsis P450s that catalyse the first step of tryptophan-dependent indole-3-acetic acid biosynthesis, Proc. Natl. Acad. Sci. USA, 97, 2379, 10.1073/pnas.040569997
Mikkelsen, 2000, Cytochrome P450 CYP79B2 from Arabidopsis catalyzes the conversion of tryptophan to indole-3-acetaldoxime, a precursor of indole glucosinolates and indole-3-acetic acid, J. Biol. Chem., 275, 33712, 10.1074/jbc.M001667200
Obayashi, 2018, ARRED-II in 2018: a plant coexpression database based on investigation of the statistical property of the mutual rank index, Plant Cell Physiol., 59, e3, 10.1093/pcp/pcx191
Bak, 2001, CYP83B1, a cytochrome P450 at the metabolic branch point in auxin and indole glucosinolate biosynthesis in Arabidopsis, Plant Cell, 13, 101, 10.1105/tpc.13.1.101
Hansen, 2001, CYP83B1 is the oxime-metabolizing enzyme in the glucosinolate pathway in Arabidopsis, J. Biol. Chem., 276, 24790, 10.1074/jbc.M102637200
Bak, 2001, The involvement of two P450 enzymes, CYP83B1 and CYP83A1, in auxin homeostasis and glucosinolate biosynthesis, Plant Physiol., 127, 108, 10.1104/pp.127.1.108
Smolen, 2002, Arabidopsis cytochrome P450 cyp83B1 mutations activate the tryptophane biosynthetic pathway, Genetics, 160, 323, 10.1093/genetics/160.1.323
Naur, 2003, CYP83A1 and CYP83B1, two nonredundant cytochrome P450 enzymes metabolizing oximes in the biosynthesis of glucosinolates in Arabidopsis, Plant Physiol., 133, 63, 10.1104/pp.102.019240
Hirai, 2005, Elucidation of gene-to-gene and metabolite-to-gene networks in Arabidopsis by integration of metabolomics and transcriptomics, J. Biol. Chem., 280, 25590, 10.1074/jbc.M502332200
Schlaeppi, 2008, The glutathione-deficient mutant pad2-1 accumulates lower amounts of glucosinolates and is more susceptible to the insect herbivore Spodoptera littoralis, Plant J., 55, 774, 10.1111/j.1365-313X.2008.03545.x
Geu-Flores, 2011, Cytosolic γ-glutamyl peptidases process glutathione conjugates in the biosynthesis of glucosinolates and camalexin in Arabidopsis, Plant Cell, 23, 2456, 10.1105/tpc.111.083998
Wentzell, 2007, Linking metabolic QTLs with network and cis-eQTLs controlling biosynthetic pathways, PLOS Genet., 3, e162, 10.1371/journal.pgen.0030162
Dixon, 2010, Glutathione transférases, Arabidopsis Book, 8, e0131, 10.1199/tab.0131
Lamesch, 2012, The Arabidopsis Information Resource (TAIR): improved gene annotation and new tools, Nucleic Acids Res., 40, D1202, 10.1093/nar/gkr1090
Mikkelsen, 2012, Microbial production of indolylglucosinolate through engineering of a multi-gene pathway in a versatile yeast expression platform, Metab. Eng., 14, 104, 10.1016/j.ymben.2012.01.006
Dixon, 2010, Roles for glutathione transférases in plant secondary metabolites, Phytochemistry, 71, 338, 10.1016/j.phytochem.2009.12.012
Pislewska-Bednarek, 2018, Glutathione transférase U13 functions in pathogen-triggered glucosinolate metabolism, Plant Physiol., 176, 538, 10.1104/pp.17.01455
Schwimmer, 1960, Purification and specificity of the C-S lyase of Albizzia lophanta, Biochim. Biophys. Acta, 42, 316, 10.1016/0006-3002(60)90795-2
Hayashi, 1995, Pyridoxal enzymes: mechanistic diversity and uniformity, J. Biochem., 118, 463, 10.1093/oxfordjournals.jbchem.a124931
Klein, 2017, Biosynthesis of cabbage phytoalexins from indole glucosinolate, Proc. Natl. Acad. Sci. USA, 114, 1910, 10.1073/pnas.1615625114
Mikkelsen, 2004, Arabidopsis mutants in the C-S lyase of glucosinolate biosynthesis establish a critical role for indole-3-acetaldoxime in auxin homeostasis, Plant J., 37, 770, 10.1111/j.1365-313X.2004.02002.x
Grubb, 2004, Arabidopsis glucosyltransférase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis, Plant J., 40, 893, 10.1111/j.1365-313X.2004.02261.x
Gachon, 2005, Transcriptional co-regulation of secondary metabolism enzymes in Arabidopsis: functional and evolutionary implications, Plant Mol. Biol., 58, 229, 10.1007/s11103-005-5346-5
Klein, 2004, The multi-protein family of Arabidopsis sulphotransférases and their relatives in other plant species, J. Exp. Bot., 55, 1809, 10.1093/jxb/erh183
Klein, 2009, Kinetics and substrate specificities of desulfo-glucosinolate sulfotransférases in Arabidopsis thaliana, Physiol. Plant., 135, 140, 10.1111/j.1399-3054.2008.01182.x
Piotrowski, 2004, Desulfoglucosinolate sulfotransférases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure, J. Biol. Chem., 279, 50717, 10.1074/jbc.M407681200
Klein, 2006, The three desulfoglucosinolate sulfotransférase proteins in Arabidopsis have different substrate specificities and are differentially expressed, FEBS J., 273, 122, 10.1111/j.1742-4658.2005.05048.x
Brown, 2003, Variation of glucosinolate accumulation among different organs and developmental stages of Arabidopsis thaliana, Phytochemistry, 62, 471, 10.1016/S0031-9422(02)00549-6
Birch, 1992, Glucosinolate responses of swede, kale, forage and oilseed rape to root damage by turnip root fly (Delia floralis) larvae, J. Sci. Food Agric., 60, 1, 10.1002/jsfa.2740600102
Griffiths, 1994, Induced changes in the indole glucosinolate content of oilseed and forage rape (Brassica napus) plants in response to either turnip root fly (Delia floralis) larval feeding or artificial root damage, J. Sci. Food Agric., 65, 171, 10.1002/jsfa.2740650208
Giamoustaris, 1995, The effect of modifying the glucosinolate content of leaves of oilseed rape (Brassica napus ssp. oleifera) on its interaction with specialist and generalist pests, Ann. Appl. Biol., 126, 347, 10.1111/j.1744-7348.1995.tb05371.x
Hopkins, 1998, Influence of increasing herbivore pressure on modification of glucosinolate content of Swedes (Brassica napus ssp. rapifera), J. Chem. Ecol., 24, 2003, 10.1023/A:1020729524818
Loivamäki, 2004, Chemical changes induced by methyl jasmonate in oilseed rape grown in the laboratory and in the field, J. Agric. Food Chem., 52, 7607, 10.1021/jf049027i
Windsor, 2005, Geographic and evolutionary diversification of glucosinolates among near relatives of Arabidopsis thaliana (Brassicaceae), Phytochemistry, 66, 1321, 10.1016/j.phytochem.2005.04.016
Pfalz, 2007, Mapping of QTL for resistance against the crucifer specialist herbivore Pieris brassicae in a new Arabidopsis inbred line population, Da(1)-12xEi-2, PLOS One, 2, e578, 10.1371/journal.pone.0000578
Kai, 2011, Metabolomic characterization of the possible involvement of a cytochrome P450, CYP81F4, in the biosynthesis of indolic glucosinolate in Arabidopsis, Plant Biotechnol., 28, 379, 10.5511/plantbiotechnology.11.0704b
de Vos, 2009, Myzus persicae (green peach aphid) salivary components induce defence responses in Arabidopsis thaliana, Plant Cell Environ., 32, 1548, 10.1111/j.1365-3040.2009.02019.x
Wiesner, 2014, Functional identification of genes responsible for the biosynthesis of 1-methoxy-indol-3-ylmethyl-glucosinolate in Brassica rapa ssp. chinensis, BMC Plant Biol., 14, 124, 10.1186/1471-2229-14-124
Mewis, 2006, Gene expression and glucosinolate accumulation in Arabidopsis thaliana in response to generalist and specialist herbivores of different feedings guilds and the role of defense signaling pathways, Phytochemistry, 67, 2450, 10.1016/j.phytochem.2006.09.004
Falk, 2007, The effect of sulphur nutrition on plant glucosinolate content: physiology and molecular mechanisms, Plant Biol., 9, 573, 10.1055/s-2007-965431
Frerigmann, 2016, Regulation of pathogen-triggered tryptophan metabolism in Arabidopsis thaliana by MYB transcription factors and indole glucosinolate conversion products, Mol. Plant, 9, 682, 10.1016/j.molp.2016.01.006
Gigolashvili, 2007, The transcription factor H1G1/MYB51 regulates indolic glucosinolate biosynthesis in Arabidopsis thaliana, Plant J., 50, 886, 10.1111/j.1365-313X.2007.03099.x
Gigolashvili, 2009, Specific and coordinated control of indolic and aliphatic glucosinolate biosynthesis by R2R3-MYB transcription factors in Arabidopsis thaliana, Phytochem. Rev., 8, 3, 10.1007/s11101-008-9112-6
Schweizer, 2013, Arabidopsis basic helix-loop-helix transcription factors MYC2, MYC3, and MYC4 regulate glucosinolate biosynthesis, insect performance, and feeding behaviour, Plant Cell, 25, 3117, 10.1105/tpc.113.115139
Celenza, 2005, The Arabidopsis ATR1 Myb transcription factor controls indolic glucosinolate homeostasis, Plant Physiol., 137, 253, 10.1104/pp.104.054395
Malitsky, 2008, The transcript and metabolite networks affected by the two clades of Arabidopsis glucosinolate biosynthesis regulators, Plant Physiol., 148, 2021, 10.1104/pp.108.124784
Frerigmann, 2015, The role of MYB34, MYB51 and MYB122 in the regulation of camalexin biosynthesis in Arabidopsis thaliana, Front. Plant Sci., 6, 654, 10.3389/fpls.2015.00654
Frerigmann, 2014, bHLH05 is an interaction partner of MYB51 and a novel regulator of glucosinolate biosynthesis in Arabidopsis, Plant Physiol., 166, 349, 10.1104/pp.114.240887
Dombrecht, 2007, MYC2 differentially modulates diverse jasmonate-dependent functions in Arabidopsis, Plant Cell, 19, 2225, 10.1105/tpc.106.048017
Zimmermann, 2004, Comprehensive identification of Arabidopsis thaliana MYB transcription factors interacting with R/B-like bHLH proteins, Plant J., 40, 22, 10.1111/j.1365-313X.2004.02183.x
Sonderby, 2007, A systems biology approach identifies a R2R3 MYB gene subfamily with distinct and overlapping functions in regulation of aliphatic glucosinolates, PLOS One, 2, e1322, 10.1371/journal.pone.0001322
Gigolashvili, 2008, HAG2/MYB76 and HAG3/MYB29 exert a specific and coordinated control on the regulation of aliphatic glucosinolate biosynthesis in Arabidopsis thaliana, New Phytol., 177, 627, 10.1111/j.1469-8137.2007.02295.x
Kiddle, 1994, Salicylic acid-induced accumulation of glucosinolates in oilseed rape (Brassica napus L.) leaves, J. Exp. Bot., 45, 1343, 10.1093/jxb/45.9.1343
Brader, 2001, Jasmonate-dependent induction of indole glucosinolates in Arabidopsis by culture filtrates of the nonspecific pathogen Erwinia carotovora, Plant Physiol., 126, 849, 10.1104/pp.126.2.849
Goda, 2002, Microarray analysis of brassinosteroid-regulated genes in Arabidopsis, Plant Physiol., 130, 1319, 10.1104/pp.011254
Mikkelsen, 2003, Modulation of CYP79 genes and glucosinolate profiles in Arabidopsis by defense signaling pathways, Plant Physiol., 131, 298, 10.1104/pp.011015
Sun, 2010, Integration of brassinosteroid signal transduction with the transcription network for plant growth regulation in Arabidopsis, Dev. Cell, 19, 765, 10.1016/j.devcel.2010.10.010
Guo, 2013, BZR1 and BES1 participate in regulation of glucosinolate biosynthesis by brassinosteroids in Arabidopsis, J. Exp. Bot., 64, 2401, 10.1093/jxb/ert094
Zang, 2015, Global analysis of transcriptional response of Chinese cabbage to methyl jasmonate reveals JA signaling on enhancement of secondary metabolism pathways, Sci. Hortic., 189, 159, 10.1016/j.scienta.2015.04.008
Mewis, 2005, Major signaling pathways modulate Arabidopsis glucosinolate accumulation and response to both phloem-feeding and chewing insects, Plant Physiol., 138, 1149, 10.1104/pp.104.053389
Mewis, 2006, Gene expression and glucosinolate accumulation in Arabidopsis thaliana in response to generalist and specialist herbivores of different feeding guilds and the role of defense signaling pathways, Phytochemistry, 67, 2450, 10.1016/j.phytochem.2006.09.004
Chini, 2007, The JAZ family of repressors is the missing link in jasmonate signalling, Nature, 448, 666, 10.1038/nature06006
Thines, 2007, JAZ repressor proteins are targets of the SCF (COI1) complex during jasmonate signaling, Nature, 448, 661, 10.1038/nature05960
van Dam, 2003, Interactions between aboveground and belowground induction of glucosinolates in two wild Brassica species, New Phytol., 161, 801, 10.1111/j.1469-8137.2004.00984.x
Kliebenstein, 2002, Genetic architecture of plastic methyl jasmonate responses in Arabidopsis thaliana, Genetics, 161, 1685, 10.1093/genetics/161.4.1685
Villareal-Garcia, 2016, Plants as biofactors: postharvest stress-induced accumulation of phenolic compounds and glucosinolates in broccoli subjected to wounding stress and exogenous phytohormones, Front. Plant Sci., 7, 45, 10.3389/fpls.2016.00045
Kunkel, 2002, Cross talk between signaling pathways in pathogen defense, Curr. Opin. Plant Biol., 5, 325, 10.1016/S1369-5266(02)00275-3
Clouse, 1998, Brassinosteroids: essential regulators of plant growth and development, Annu. Rev. Plant Physiol. Plant Mol. Biol., 49, 427, 10.1146/annurev.arplant.49.1.427
Bajguz, 2009, Effects of brassinosteroids on the plant responses to environmental stresses, Plant Physiol. Biochem., 47, 1, 10.1016/j.plaphy.2008.10.002
Campos, 2009, Brassinosteroids interact negatively with jasmonates in the formation of anti-herbivory traits in tomato, J. Exp. Bot., 60, 4347, 10.1093/jxb/erp270
Yang, 2011, BAK1 regulates the accumulation of jasmonic acid and the levels of trypsin proteinase inhibitors in Nicotiana attenuata's responses to herbivory, J. Exp. Bot., 62, 641, 10.1093/jxb/erq298
Cao, 2016, The green peach aphid Myzus persicae perform better on pre-infested Chinese cabbage Brassica pekinensis by enhancing host plant nutritional quality, Sci. Rep., 6, 21954, 10.1038/srep21954
Lipka, 2005, Pre- and postinvasion defenses both contribute to nonhost resistance in Arabidopsis, Science, 310, 1180, 10.1126/science.1119409
Tjallingii, 1993, Fine structure of aphid stylet routes in plant tissue in correlation with EPG signals, Physiol. Entomol., 18, 317, 10.1111/j.1365-3032.1993.tb00604.x
Will, 2008, Induction as well as suppression: how aphid saliva may exert opposite effects on plant defense, Plant Signal. Behav., 3, 427, 10.4161/psb.3.6.5473
Giordanengo, 2010, Compatible plant–aphid interactions: how aphids manipulate plant responses, C. R. Biologies, 333, 516, 10.1016/j.crvi.2010.03.007
Chen, 2001, Long-distance phloem transport of glucosinolates in Arabidopsis, Plant Physiol., 127, 194, 10.1104/pp.127.1.194
Husebye, 2002, Guard cell- and phloem idioblast-specific expression of thioglucoside glucohydrolase 1 (myrosinase) in Arabidopsis, Plant Physiol., 128, 1180, 10.1104/pp.010925
Kettles, 2013, Resistance of Arabidopsis thaliana to the green peach aphid, Myzus persicae, involves camalexin and is regulated by microRNAs, New Phytol., 198, 1178, 10.1111/nph.12218
Züst, 2016, Mechanisms and evolution of plant resistance to aphids, Nat. Plants, 2, 15206, 10.1038/nplants.2015.206
Elliot, 2008, Mutation of a gene in the fungus Leptosphaeria maculata allows increased frequency of penetration of stomatal apertures of Arabidopsis thaliana, Mol. Plant, 1, 471, 10.1093/mp/ssn014
Hiruma, 2010, Entry mode-dependent function of an indole glucosinolate pathway in Arabidopsis for nonhost resistance against anthracnose pathogens, Plant Cell, 22, 2429, 10.1105/tpc.110.074344
Sanchez-Vallet, 2010, Tryptophan-derived secondary metabolites in Arabidopsis thaliana confer non-host resistance to necrotrophic Plectosphaerella cucumerina fungi, Plant J., 63, 115
Schlaeppi, 2010, Disease resistance of Arabidopsis to Phytophtora brassicae is established by the sequential action of indole glucosinolate and camalexin, Plant J., 62, 840, 10.1111/j.1365-313X.2010.04197.x
Kosaka, 2018, Nonhost resistance of Arabidopsis thaliana against Colletotrichum species, J. Gen. Plant Pathol., 84, 305, 10.1007/s10327-018-0799-y
Fuchs, 2016, Immobilized subpopulations of leaf epidermal mitochondria mediate PENETRATION2-dependent pathogen entry control in Arabidopsis, Plant Cell, 28, 130, 10.1105/tpc.15.00887
Millet, 2010, Innate immune response activated in Arabidopsis roots by microbe-associated molecular patterns, Plant Cell, 22, 973, 10.1105/tpc.109.069658
Iven, 2012, Transcriptional activation and production of tryptophan-derived secondary metabolites in Arabidopsis roots contributes to the defense against the fungal vascular pathogen Verticillium longisporum, Mol. Plant, 5, 1389, 10.1093/mp/sss044
Sherameti, 2008, PYK10, a β-glucosidase located in the endoplasmatic reticulum, is crucial for the beneficial interaction between Arabidopsis thaliana and the endophytic fungus Piriformospora indica, Plant J., 54, 428, 10.1111/j.1365-313X.2008.03424.x
Knudsen, 2018, Dynamic metabolic solutions to the sessile life style of plants, Nat. Prod. Rep. Advance article, 10.1039/C8NP00037A
Nitz, 2001, Pyk10, a seedling and root specific gene and promoter from Arabidopsis thaliana, Plant Sci., 161, 337, 10.1016/S0168-9452(01)00412-5
Hewezi, 2013, Manipulation of plant cells by cyst and root-knot nematode effectors, Mol. Plant Microbe Interact., 26, 9, 10.1094/MPMI-05-12-0106-FI
Zhao, 1992, Effects of neighboring nectar-producing plants on populations of pest lepidoptera and their parasitoids in broccoli plantings, Great Lakes Entomol., 25, 253
Zalucki, 2012, Estimating the economic cost of one of the world's major insect pests, Plutella xylostella (Lepidoptera: Plutellidae): just how long is a piece of string, J. Econ. Entomol., 105, 1115, 10.1603/EC12107
Dastranj, 2018, Inhibitory effects of an extract from non-host plants on physiological characteristics of two major cabbage pests, Bull. Entomol. Res., 108, 370, 10.1017/S0007485317000864
Städler, 1995, Tarsal contact chemoreceptor response to glucosinolates and cardenolides mediating oviposition in Pieris rapae, Physiol. Entomol., 20, 175, 10.1111/j.1365-3032.1995.tb00814.x
Reed, 1989, Identification of chemical oviposition stimulants for the diamondback moth, Plutella xylostella, present in three species of Brassicaceae, Entomol. Exp. Appl., 53, 277, 10.1111/j.1570-7458.1989.tb03575.x
Renwick, 2006, Isothiocyanates stimulating oviposition by the diamondback moth, Plutella xylostella, J. Chem. Ecol., 32, 755, 10.1007/s10886-006-9036-9
Sarfraz, 2006, Diamondback moth-host plant interactions: implications for pest management, Crop Prot., 25, 625, 10.1016/j.cropro.2005.09.011