KEGG   PATHWAY: pter00966
Entry
pter00966                   Pathway                                
Name
Glucosinolate metabolism - Paraburkholderia terrae
Description
Glucosinolates are biologically active secondary metabolites found in Brassicaceae (mustard family) and related families.These compounds are genetically variable within plant species and used as natural pesticides, such as against insect herbivores. All glucosinolates share a common structure consisting of a beta-thioglucose moiety, a sulfonated oxime moiety, and a variable aglycone side chain derived from an alpha-amino acid. Genes encoding glucosinolate biosynthetic enzymes have been identified in Arabidopsis thaliana by genetic polymorphisms and loss-of-function mutations. This map shows examples of side chain elongation in methionine-derived glucosinolates and the core pathway for biosynthesis of glucosinolates from amino acids.
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
pter00966  Glucosinolate metabolism
pter00966

Other DBs
GO: 0019761
Organism
Paraburkholderia terrae [GN:pter]
Gene
C2L65_02295  [KO:K00826] [EC:2.6.1.42]
C2L65_28650  leuC; 3-isopropylmalate dehydratase large subunit [KO:K01703] [EC:4.2.1.33 4.2.1.35]
C2L65_37735  leuC; 3-isopropylmalate dehydratase large subunit [KO:K01703] [EC:4.2.1.33 4.2.1.35]
C2L65_41350  [KO:K01703] [EC:4.2.1.33 4.2.1.35]
Compound
C00045  Amino acid
C00073  L-Methionine
C00078  L-Tryptophan
C00079  L-Phenylalanine
C00706  Amine
C00726  Nitrile
C01069  Benzyl-desulfoglucosinolate
C01180  4-Methylthio-2-oxobutanoic acid
C02153  Glucotropaeolin
C02660  Benzyl thiocyanate
C02937  Indole-3-acetaldehyde oxime
C02938  3-Indoleacetonitrile
C03098  Benzyl isothiocyanate
C03719  Phenylacetothiohydroximate
C05837  Glucobrassicin
C08409  Glucoerucin
C08411  Glucoiberin
C08412  Glucoiberverin
C08415  Gluconapin
C08419  Glucoraphanin
C08422  4-Hydroxyglucobrassicin
C08423  4-Methoxyglucobrassicin
C08425  Progoitrin
C08427  Sinigrin
C15562  Benzylamine
C16074  Phenylacetonitrile
C16516  Indolylmethylthiohydroximate
C16517  Indolylmethyl-desulfoglucosinolate
C17210  2-(2'-Methylthio)ethylmalic acid
C17211  2-Oxo-5-methylthiopentanoic acid
C17212  3-(2'-Methylthio)ethylmalic acid
C17213  Homomethionine
C17214  2-(3'-Methylthio)propylmalic acid
C17215  3-(3'-Methylthio)propylmalic acid
C17216  2-Oxo-6-methylthiohexanoic acid
C17217  Dihomomethionine
C17241  4-Methylthiobutanaldoxime
C17243  4-Methylthiobutylthiohydroximate
C17244  3-Methylthiopropyl-desulfoglucosinolate
C17245  5-Methylthiopentanaldoxime
C17248  4-Methylthiobutyl-desulfoglucosinolate
C17259  desulfo-Glucosinolate
C17260  Glucosinolate
C17261  Thiohydroximic acid
C19317  Allyl isothiocyanate
C19714  (E)-Phenylacetaldoxime
C21620  S-[(E)-N-Hydroxy(indol-3-yl)acetimidoyl]-L-glutathione
C21622  S-[(Z)-N-Hydroxy(phenyl)acetimidoyl]-L-glutathione
C21663  (E)-1-(L-Cysteinylglycine-S-yl)-N-hydroxy-2-(1H-indol-3-yl)ethane-1-imine
C21667  (Z)-1-(L-Cysteinylglycine-S-yl)-N-hydroxy-2-phenylethane-1-imine
C22630  N-(Sulfonatooxy)alkanimidothioate
C22637  Epithionitrile
C22640  Phenyl-N-(sulfonatooxy)methanimidothioate
C22641  N-(Sulfonatooxy)prop-2-enimidothioate
C22642  Prop-2-enylthiocyanate
C22643  2-(Thiiran-2-yl)acetonitrile
C23223  Isothiocyanate
C23224  Thiocyanate
C23230  5-Methylthiopentylthiohydroximate
C23231  Aldoxime
C23234  S-Glutathione-thiohydroximate
C23235  (E)-1-(Glutathione-S-yl)-omega-(methylthio)butylhydroximate
C23236  (E)-1-(Glutathione-S-yl)-omega-(methylthio)pentylhydroximate
C23237  (E)-1-(L-Cysteinylglycine-S-yl)-N-hydroxy-omega-(methylsulfanyl)butan-1-imine
C23238  (E)-1-(L-Cysteinylglycine-S-yl)-N-hydroxy-omega-(methylsulfanyl)pentan-1-imine
C23239  S-Cysteinylglycine-thiohydroximate
C23240  Sinigrin-6-phosphate
C23241  Indolyl-N-(sulfonatooxy)methanimidothioate
C23242  3-Butenylnitrile
Reference
  Authors
Wittstock U, Halkier BA
  Title
Glucosinolate research in the Arabidopsis era.
  Journal
Trends Plant Sci 7:263-70 (2002)
DOI:10.1016/S1360-1385(02)02273-2
Reference
  Authors
Windsor AJ, Reichelt M, Figuth A, Svatos A, Kroymann J, Kliebenstein DJ, Gershenzon J, Mitchell-Olds T
  Title
Geographic and evolutionary diversification of glucosinolates among near relatives of Arabidopsis thaliana (Brassicaceae).
  Journal
Phytochemistry 66:1321-33 (2005)
DOI:10.1016/j.phytochem.2005.04.016
Reference
  Authors
Textor S, Bartram S, Kroymann J, Falk KL, Hick A, Pickett JA, Gershenzon J
  Title
Biosynthesis of methionine-derived glucosinolates in Arabidopsis thaliana: recombinant expression and characterization of methylthioalkylmalate synthase, the condensing enzyme of the chain-elongation cycle.
  Journal
Planta 218:1026-35 (2004)
DOI:10.1007/s00425-003-1184-3
Reference
  Authors
Piotrowski M, Schemenewitz A, Lopukhina A, Muller A, Janowitz T, Weiler EW, Oecking C
  Title
Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure.
  Journal
J Biol Chem 279:50717-25 (2004)
DOI:10.1074/jbc.M407681200
Reference
  Authors
Mikkelsen MD, Halkier BA
  Title
Metabolic engineering of valine- and isoleucine-derived glucosinolates in Arabidopsis expressing CYP79D2 from Cassava.
  Journal
Plant Physiol 131:773-9 (2003)
DOI:10.1104/pp.013425
Reference
  Authors
Chen S, Andreasson E.
  Title
Update on glucosinolate metabolism and transport.
  Journal
Plant Physiol Biochem 39:743-758 (2001)
DOI:10.1016/S0981-9428(01)01301-8
Reference
  Authors
Zang YX, Kim HU, Kim JA, Lim MH, Jin M, Lee SC, Kwon SJ, Lee SI, Hong JK, Park TH, Mun JH, Seol YJ, Hong SB, Park BS
  Title
Genome-wide identification of glucosinolate synthesis genes in Brassica rapa.
  Journal
FEBS J 276:3559-74 (2009)
DOI:10.1111/j.1742-4658.2009.07076.x
Reference
  Authors
Sonderby IE, Geu-Flores F, Halkier BA.
  Title
Biosynthesis of glucosinolates--gene discovery and beyond.
  Journal
Trends Plant Sci 15:283-90 (2010)
DOI:10.1016/j.tplants.2010.02.005
Reference
  Authors
Pfalz M, Mikkelsen MD, Bednarek P, Olsen CE, Halkier BA, Kroymann J
  Title
Metabolic engineering in Nicotiana benthamiana reveals key enzyme functions in Arabidopsis indole glucosinolate modification.
  Journal
Plant Cell 23:716-29 (2011)
DOI:10.1105/tpc.110.081711
Reference
  Authors
Hansen BG, Kerwin RE, Ober JA, Lambrix VM, Mitchell-Olds T, Gershenzon J, Halkier BA, Kliebenstein DJ.
  Title
A novel 2-oxoacid-dependent dioxygenase involved in the formation of the  goiterogenic 2-hydroxybut-3-enyl glucosinolate and generalist insect resistance  in Arabidopsis,
  Journal
Plant Physiol 148:2096-108 (2008)
DOI:10.1104/pp.108.129981
Reference
  Authors
Burow M, Losansky A, Muller R, Plock A, Kliebenstein DJ, Wittstock U.
  Title
The genetic basis of constitutive and herbivore-induced ESP-independent nitrile formation in Arabidopsis.
  Journal
Plant Physiol 149:561-74 (2009)
DOI:10.1104/pp.108.130732
Reference
  Authors
Kuchernig JC, Backenkohler A, Lubbecke M, Burow M, Wittstock U.
  Title
A thiocyanate-forming protein generates multiple products upon allylglucosinolate breakdown in Thlaspi arvense.
  Journal
Phytochemistry 72:1699-709 (2011)
DOI:10.1016/j.phytochem.2011.06.013
Reference
  Authors
Watanabe H, Usami R, Kishino S, Osada K, Aoki Y, Morisaka H, Takahashi M, Izumi Y, Bamba T, Aoki W, Suganuma H, Ogawa J.
  Title
Enzyme systems involved in glucosinolate metabolism in Companilactobacillus  farciminis KB1089.
  Journal
Sci Rep 11:23715 (2021)
DOI:10.1038/s41598-021-03064-7
Reference
  Authors
van den Bosch TJM, Tan K, Joachimiak A, Welte CU
  Title
Functional Profiling and Crystal Structures of Isothiocyanate Hydrolases Found in Gut-Associated and Plant-Pathogenic Bacteria.
  Journal
Appl Environ Microbiol 84:AEM.00478-18 (2018)
DOI:10.1128/AEM.00478-18
Related
pathway
pter00270  Cysteine and methionine metabolism
pter00400  Phenylalanine, tyrosine and tryptophan biosynthesis
KO pathway
ko00966   

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