Glucosinolate biosynthesis from methionine (WP4597)
Arabidopsis thaliana
This pathway describes the glucosinolate derived from methionine in Arabidopsis thaliana. This is based on the KEGG pathway and PlantCyc. Some pathway entities are unknown and being investigated, these are denoted as "Catalyst" and "Metabolite" for now.
Authors
Mikiko Takahashi , Atsushi Fukushima , Kristina Hanspers , Martina Summer-Kutmon , and Eric WeitzActivity
Discuss this pathway
Check for ongoing discussions or start your own.
Cited In
Are you planning to include this pathway in your next publication? See How to Cite and add a link here to your paper once it's online.
Organisms
Arabidopsis thalianaCommunities
Annotations
Pathway Ontology
classic metabolic pathwayLabel | Type | Compact URI | Comment |
---|---|---|---|
3-(Methylsulfinyl)propyl-glucosinolate | Metabolite | chebi:5406 | |
3-Hydroxypropyl-glucosinolate | Metabolite | knapsack:C00007340 | |
Methionine | Metabolite | knapsack:C00001379 | |
3-Sinapoyloxypropyl-glucosinolate | Metabolite | pubchem.compound:90657803 | |
2-Benzoyloxy-3-butenyl glucosinolate | Metabolite | pubchem.compound:90657992 | |
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine | Metabolite | kegg.compound:C17242 | |
2-Oxo-4-methylthiobutanoic acid | Metabolite | hmdb:HMDB0001553 | |
Homomethionine | Metabolite | kegg.compound:C17213 | |
2-(2'-Methylthio)ethylmalic acid | Metabolite | kegg.compound:C17210 | |
2-Propenyl glucosinolate | Metabolite | chebi:79317 | |
3-Methylthiopropyl-desulfoglucosinolate | Metabolite | kegg.compound:C17244 | |
3-Benzoyloxypropyl-glucosinolate | Metabolite | knapsack:C00007358 | |
2-Oxo-5-methylthiopentanoic acid | Metabolite | chebi:50260 | |
3-(2'-Methylthio)ethylmalic acid | Metabolite | kegg.compound:C17212 | |
4-Methylthiobutanaldoxime | Metabolite | kegg.compound:C17241 | |
3-Methylthiopropyl glucosinolate | Metabolite | chebi:79326 | |
4-Methylthiobutylthiohydroximate | Metabolite | chebi:80984 | |
2-(3'-Methylthio)propylmalic acid | Metabolite | kegg.compound:C17214 | |
2-Oxo-6-methylthiopentanoic acid | Metabolite | kegg.compound:C17216 | |
3-(3'-Methylthio)propylmalic acid | Metabolite | kegg.compound:C17215 | |
Dihomomethionine | Metabolite | kegg.compound:C17217 | |
5-Methylthiopentanaldoxime | Metabolite | kegg.compound:C17241 | |
4-Methylthiobutyl-desulfoglucosinolate | Metabolite | kegg.compound:C17248 | |
4-Methylthiobutyl glucosinolate | Metabolite | kegg.compound:C08409 | |
3-Butenyl glucosinolate | Metabolite | knapsack:C00007586 | |
4-Hydroxybutyl-glucosinolate | Metabolite | knapsack:C00007342 | |
4-(Methylsulfinyl)butyl glucosinolate | Metabolite | knapsack:C00007545 | |
4-Benzoyloxybutyl glucosinolate | Metabolite | knapsack:C00007359 | |
2-Hydroxy 3-butenyl glucosinolate | Metabolite | knapsack:C00001486 | |
4-Sinapoyloxybutyl-glucosinolate | Metabolite | pubchem.compound:46173533 | |
2-Sinapoyloxy-3-butenyl glucosinolate | Metabolite | pubchem.compound:90658722 | |
2-(4'-Methylthio)butylmalic acid | Metabolite | kegg.compound:C17218 | |
2-Oxo-7-methylthioheptanoic acid | Metabolite | kegg.compound:C17220 | |
3-(4'-Methylthio)butylmalic acid | Metabolite | kegg.compound:C17219 | |
Trihomomethionine | Metabolite | kegg.compound:C17221 | |
6-Methylthiohexanaldoxime | Metabolite | kegg.compound:C17246 | |
5-Methylthiopentyl glucosinolate | Metabolite | kegg.compound:C08401 | |
2-(5'-Methylthio)pentylmalic acid | Metabolite | kegg.compound:C17222 | |
2-Oxo-8-methylthiooctanoic acid | Metabolite | kegg.compound:C17224 | |
3-(5'-Methylthio)pentylmalic acid | Metabolite | kegg.compound:C17223 | |
Tetrahomomethionine | Metabolite | kegg.compound:C17225 | |
7-Methylthioheptanaldoxime | Metabolite | kegg.compound:C17249 | |
6-Methylthiohexyl glucosinolate | Metabolite | kegg.compound:C17250 | |
2-(7'-Methylthio)heptylmalic acid | Metabolite | kegg.compound:C17230 | |
2-Oxo-10-methylthiodecanoic acid | Metabolite | kegg.compound:C17232 | |
3-(7'-Methylthio)heptylmalic acid | Metabolite | kegg.compound:C17231 | |
2-(6'-Methylthio)hexylmalic acid | Metabolite | kegg.compound:C17226 | |
2-Oxo-9-methylthiononanoic acid | Metabolite | kegg.compound:C17228 | |
3-(6'-Methylthio)hexylmalic acid | Metabolite | kegg.compound:C17227 | |
Pentahomomethionine | Metabolite | kegg.compound:C17229 | |
8-Methylthiooctanaldoxime | Metabolite | kegg.compound:C17251 | |
7-Methylthioheptyl glucosinolate | Metabolite | kegg.compound:C17252 | |
7-Methylthioheptyl-desulfoglucosinolate | Metabolite | kegg.compound:C21650 | |
Hexahomomethionine | Metabolite | kegg.compound:C17233 | |
9-Methylthiononanaldoxime | Metabolite | kegg.compound:C17253 | |
8-Methylthiooctyl glucosinolate | Metabolite | kegg.compound:C17254 | |
8-Methylthiooctyl-desulfoglucosinolate | Metabolite | kegg.compound:C21746 | |
5-(Methylsulfinyl)pentyl glucosinolate | Metabolite | knapsack:C00007345 | |
6-(Methylsulfinyl)hexyl glucosinolate | Metabolite | knapsack:C00007348 | |
7-(Methylsulfinyl)heptyl glucosinolate | Metabolite | knapsack:C00007352 | |
8-(Methylsulfinyl)octyl glucosinolate | Metabolite | knapsack:C00007355 | |
4-Pentenyl glucosinolate | Metabolite | chebi:79318 | |
9-(Methylsulfinyl)nonyl glucosinolate | Metabolite | knapsack:C00007832 | |
CYP79F1 | GeneProduct | tair.locus:AT1G16410.1 | |
MAM1 | GeneProduct | tair.locus:AT5G23010 | |
BCAT4 | GeneProduct | tair.locus:AT3G19710 | |
BCAT3 | GeneProduct | tair.locus:AT3G49680 | |
CYP83A1 | GeneProduct | tair.locus:AT4G13770 | |
SUR1 | GeneProduct | tair.locus:AT2G20610 | |
UGT74B1 | GeneProduct | tair.locus:AT1G24100 | |
IIL1 | GeneProduct | tair.locus:AT4G13430 | |
IMD1 | GeneProduct | tair.locus:AT5G14200 | |
IMS2 | GeneProduct | tair.locus:AT5G23020 | |
CYP79F2 | GeneProduct | tair.locus:AT1G16400 | |
IPMI2 | GeneProduct | tair.locus:AT2G43100 | |
IPMI1 | GeneProduct | tair.locus:AT3G58990 | |
SOT18 | GeneProduct | tair.locus:AT1G74090 | |
SOT17 | GeneProduct | tair.locus:AT1G18590 | |
SOT16 | GeneProduct | tair.locus:AT1G74100 |
References
- Biosynthesis of methionine-derived glucosinolates in Arabidopsis thaliana: recombinant expression and characterization of methylthioalkylmalate synthase, the condensing enzyme of the chain-elongation cycle. Textor S, Bartram S, Kroymann J, Falk KL, Hick A, Pickett JA, et al. Planta. 2004 Apr;218(6):1026–35. PubMed Europe PMC Scholia
- Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure. Piotrowski M, Schemenewitz A, Lopukhina A, Müller A, Janowitz T, Weiler EW, et al. J Biol Chem. 2004 Dec 3;279(49):50717–25. PubMed Europe PMC Scholia
- Arabidopsis glucosyltransferase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis. Grubb CD, Zipp BJ, Ludwig-Müller J, Masuno MN, Molinski TF, Abel S. Plant J. 2004 Dec;40(6):893–908. PubMed Europe PMC Scholia
- The three desulfoglucosinolate sulfotransferase proteins in Arabidopsis have different substrate specificities and are differentially expressed. Klein M, Reichelt M, Gershenzon J, Papenbrock J. FEBS J. 2006 Jan;273(1):122–36. PubMed Europe PMC Scholia
- MAM3 catalyzes the formation of all aliphatic glucosinolate chain lengths in Arabidopsis. Textor S, de Kraker JW, Hause B, Gershenzon J, Tokuhisa JG. Plant Physiol. 2007 May;144(1):60–71. PubMed Europe PMC Scholia
- Kinetics and substrate specificities of desulfo-glucosinolate sulfotransferases in Arabidopsis thaliana. Klein M, Papenbrock J. Physiol Plant. 2009 Feb;135(2):140–9. PubMed Europe PMC Scholia
- Arabidopsis thaliana encodes a bacterial-type heterodimeric isopropylmalate isomerase involved in both Leu biosynthesis and the Met chain elongation pathway of glucosinolate formation. Knill T, Reichelt M, Paetz C, Gershenzon J, Binder S. Plant Mol Biol. 2009 Oct;71(3):227–39. PubMed Europe PMC Scholia
- Glucosinolate breakdown in Arabidopsis: mechanism, regulation and biological significance. Wittstock U, Burow M. Arabidopsis Book. 2010;8:e0134. PubMed Europe PMC Scholia