Entry
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
BRITE hierarchy
Pathway map
Other DBs
Organism
Paraburkholderia terrae [GN:
pter ]
Gene
Compound
C01069 Benzyl-desulfoglucosinolate
C01180 4-Methylthio-2-oxobutanoic acid
C02937 Indole-3-acetaldehyde oxime
C03719 Phenylacetothiohydroximate
C08422 4-Hydroxyglucobrassicin
C08423 4-Methoxyglucobrassicin
C16516 Indolylmethylthiohydroximate
C16517 Indolylmethyl-desulfoglucosinolate
C17210 2-(2'-Methylthio)ethylmalic acid
C17211 2-Oxo-5-methylthiopentanoic acid
C17212 3-(2'-Methylthio)ethylmalic acid
C17214 2-(3'-Methylthio)propylmalic acid
C17215 3-(3'-Methylthio)propylmalic acid
C17216 2-Oxo-6-methylthiohexanoic acid
C17241 4-Methylthiobutanaldoxime
C17243 4-Methylthiobutylthiohydroximate
C17244 3-Methylthiopropyl-desulfoglucosinolate
C17245 5-Methylthiopentanaldoxime
C17248 4-Methylthiobutyl-desulfoglucosinolate
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
C22640 Phenyl-N-(sulfonatooxy)methanimidothioate
C22641 N-(Sulfonatooxy)prop-2-enimidothioate
C22643 2-(Thiiran-2-yl)acetonitrile
C23230 5-Methylthiopentylthiohydroximate
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
C23241 Indolyl-N-(sulfonatooxy)methanimidothioate
Reference
Authors
Wittstock U, Halkier BA
Title
Glucosinolate research in the Arabidopsis era.
Journal
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
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
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
Reference
Authors
Mikkelsen MD, Halkier BA
Title
Metabolic engineering of valine- and isoleucine-derived glucosinolates in Arabidopsis expressing CYP79D2 from Cassava.
Journal
Reference
Authors
Chen S, Andreasson E.
Title
Update on glucosinolate metabolism and transport.
Journal
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
Reference
Authors
Sonderby IE, Geu-Flores F, Halkier BA.
Title
Biosynthesis of glucosinolates--gene discovery and beyond.
Journal
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
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
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
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
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
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
Related pathway
pter00400 Phenylalanine, tyrosine and tryptophan biosynthesis
KO pathway