Glucosinolate biosynthesis from methionine (Arabidopsis thaliana)

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31, 5, 64methionine metabolism3-(Methylsulfinyl)propyl-glucosinolate3-Hydroxypropyl-glucosinolateCatalystCYP79F1Methionine3-Sinapoyloxypropyl-glucosinolate2-Benzoyloxy-3-butenyl glucosinolateS-(4-Methylthiobutylthiohydroximoyl)-L-cysteineMAM17Metabolite2-Oxo-4-methylthiobutanoic acidBCAT4MetaboliteBCAT3CYP83A1Homomethionine2-(2'-Methylthio)ethylmalic acid2-Propenyl glucosinolate3-Methylthiopropyl-desulfoglucosinolate 3-Benzoyloxypropyl-glucosinolate2-Oxo-5-methylthiopentanoic acid3-(2'-Methylthio)ethylmalic acid4-Methylthiobutanaldoxime3-Methylthiopropyl glucosinolate4-MethylthiobutylthiohydroximateSUR1UGT74B18CatalystCatalystCatalystCatalystCatalystIIL1IMD12-(3'-Methylthio)propylmalic acid2-Oxo-6-methylthiopentanoic acid3-(3'-Methylthio)propylmalic acidDihomomethionine5-MethylthiopentanaldoximeBCAT3Metabolite4-Methylthiobutyl-desulfoglucosinolateCatalystCatalyst4-Methylthiobutyl glucosinolate3-Butenyl glucosinolate4-Hydroxybutyl-glucosinolate4-(Methylsulfinyl)butyl glucosinolate4-Benzoyloxybutyl glucosinolate2-Hydroxy 3-butenyl glucosinolateCatalystCatalystCatalystCatalystCatalystCatalystCatalystCatalyst4-Sinapoyloxybutyl-glucosinolate2-Sinapoyloxy-3-butenyl glucosinolateCatalystMetabolite2-(4'-Methylthio)butylmalic acid2-Oxo-7-methylthioheptanoic acid3-(4'-Methylthio)butylmalic acidIMD1Trihomomethionine6-MethylthiohexanaldoximeMetaboliteCatalystCatalyst5-Methylthiopentyl glucosinolateIMS2MetaboliteCatalystCatalystMetabolite2-(5'-Methylthio)pentylmalic acid2-Oxo-8-methylthiooctanoic acid3-(5'-Methylthio)pentylmalic acidTetrahomomethionine7-MethylthioheptanaldoximeMetabolite6-Methylthiohexyl glucosinolateMetaboliteIMD1IMS2CatalystCatalystCatalystCatalystCatalyst2-(7'-Methylthio)heptylmalic acid2-Oxo-10-methylthiodecanoic acid3-(7'-Methylthio)heptylmalic acidIMD1IMS22-(6'-Methylthio)hexylmalic acid2-Oxo-9-methylthiononanoic acid3-(6'-Methylthio)hexylmalic acidIMD1IMS2MetabolitePentahomomethionine8-MethylthiooctanaldoximeMetabolite7-Methylthioheptyl glucosinolate7-Methylthioheptyl-desulfoglucosinolateCatalystCatalystCatalystCatalystMetaboliteHexahomomethionine9-MethylthiononanaldoximeMetabolite8-Methylthiooctyl glucosinolate8-Methylthiooctyl-desulfoglucosinolateCatalystCatalystCatalystCatalystCatalystCatalystCatalystCatalyst5-(Methylsulfinyl)pentyl glucosinolate6-(Methylsulfinyl)hexyl glucosinolate7-(Methylsulfinyl)heptyl glucosinolate8-(Methylsulfinyl)octyl glucosinolate4-Pentenyl glucosinolateCatalystMetaboliteMetaboliteMetaboliteMetaboliteMetaboliteMetaboliteMetabolite9-(Methylsulfinyl)nonyl glucosinolateMetaboliteCatalystCatalystCatalystCatalystCatalystCatalystCatalystCatalystCatalystCatalystMetaboliteMetaboliteMetaboliteMetaboliteMetaboliteCatalystCatalystCatalystCatalystCatalystCatalyst2-(Methylsulfinyl)ethyl-glucosinolateIMS22CYP79F2IPMI2IPMI1IIL1IPMI2IPMI1IMD1IIL1IPMI2IPMI1IIL1IPMI2IPMI1IIL1IPMI2IPMI1IIL1IPMI2IPMI1CYP79F1CYP79F1CYP79F1CYP79F1CYP79F1CYP79F2CYP79F2SOT18SOT17SOT16SOT18SOT17SOT16SOT18SOT17SOT18SOT17MAM1IMS2


Description

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.

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Quality Tags

Ontology Terms

 

Bibliography

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  1. Grubb CD, Zipp BJ, Ludwig-Mﾃｼller J, Masuno MN, Molinski TF, Abel S; ''Arabidopsis glucosyltransferase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis.''; Plant J, 2004 PubMed Europe PMC Scholia
  2. Wittstock U, Burow M; ''Glucosinolate breakdown in Arabidopsis: mechanism, regulation and biological significance.''; Arabidopsis Book, 2010 PubMed Europe PMC Scholia
  3. Piotrowski M, Schemenewitz A, Lopukhina A, Mﾃｼller A, Janowitz T, Weiler EW, Oecking C; ''Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure.''; J Biol Chem, 2004 PubMed Europe PMC Scholia
  4. Textor S, Bartram S, Kroymann J, Falk KL, Hick A, Pickett JA, Gershenzon J; ''Biosynthesis of methionine-derived glucosinolates in Arabidopsis thaliana: recombinant expression and characterization of methylthioalkylmalate synthase, the condensing enzyme of the chain-elongation cycle.''; Planta, 2004 PubMed Europe PMC Scholia
  5. Klein M, Reichelt M, Gershenzon J, Papenbrock J; ''The three desulfoglucosinolate sulfotransferase proteins in Arabidopsis have different substrate specificities and are differentially expressed.''; FEBS J, 2006 PubMed Europe PMC Scholia
  6. Textor S, de Kraker JW, Hause B, Gershenzon J, Tokuhisa JG; ''MAM3 catalyzes the formation of all aliphatic glucosinolate chain lengths in Arabidopsis.''; Plant Physiol, 2007 PubMed Europe PMC Scholia
  7. Knill T, Reichelt M, Paetz C, Gershenzon J, Binder S; ''Arabidopsis thaliana encodes a bacterial-type heterodimeric isopropylmalate isomerase involved in both Leu biosynthesis and the Met chain elongation pathway of glucosinolate formation.''; Plant Mol Biol, 2009 PubMed Europe PMC Scholia
  8. Klein M, Papenbrock J; ''Kinetics and substrate specificities of desulfo-glucosinolate sulfotransferases in Arabidopsis thaliana.''; Physiol Plant, 2009 PubMed Europe PMC Scholia

History

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CompareRevisionActionTimeUserComment
118602view16:27, 28 May 2021EweitzModified title
105911view11:40, 16 August 2019MkutmonHMDB identifier normalization
105281view17:06, 26 July 2019KhanspersModified description
105280view16:53, 26 July 2019KhanspersModified description
105270view21:07, 25 July 2019KhanspersOntology Term : 'classic metabolic pathway' added !
104459view04:22, 28 May 2019MikikotFixed interactions
104267view08:44, 14 May 2019Afukushimause TAIR for gene product
104266view08:19, 14 May 2019AfukushimaTEST: use TAIR for gene product as reference
104265view08:15, 14 May 2019AfukushimaModified title
104260view04:13, 14 May 2019MikikotModified description
104259view04:12, 14 May 2019MikikotNew pathway

External references

DataNodes

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NameTypeDatabase referenceComment
3-Benzoyloxypropyl-glucosinolateMetaboliteC00007358 (KNApSAcK)
2-(2'-Methylthio)ethylmalic acidMetaboliteC17210 (KEGG Compound)
2-(3'-Methylthio)propylmalic acidMetaboliteC17214 (KEGG Compound)
2-(4'-Methylthio)butylmalic acidMetaboliteC17218 (KEGG Compound)
2-(5'-Methylthio)pentylmalic acidMetaboliteC17222 (KEGG Compound)
2-(6'-Methylthio)hexylmalic acidMetaboliteC17226 (KEGG Compound)
2-(7'-Methylthio)heptylmalic acidMetaboliteC17230 (KEGG Compound)
2-(Methylsulfinyl)ethyl-glucosinolateMetabolite
2-Benzoyloxy-3-butenyl glucosinolateMetabolite90657992 (PubChem-compound)
2-Hydroxy 3-butenyl glucosinolateMetaboliteC00001486 (KNApSAcK)
2-Oxo-10-methylthiodecanoic acidMetaboliteC17232 (KEGG Compound)
2-Oxo-4-methylthiobutanoic acidMetaboliteHMDB01553 (HMDB)
2-Oxo-5-methylthiopentanoic acidMetaboliteCHEBI:50260 (ChEBI)
2-Oxo-6-methylthiopentanoic acidMetaboliteC17216 (KEGG Compound)
2-Oxo-7-methylthioheptanoic acidMetaboliteC17220 (KEGG Compound)
2-Oxo-8-methylthiooctanoic acidMetaboliteC17224 (KEGG Compound)
2-Oxo-9-methylthiononanoic acidMetaboliteC17228 (KEGG Compound)
2-Propenyl glucosinolateMetaboliteCHEBI:79317 (ChEBI)
2-Sinapoyloxy-3-butenyl glucosinolateMetabolite90658722 (PubChem-compound)
3-(2'-Methylthio)ethylmalic acidMetaboliteC17212 (KEGG Compound)
3-(3'-Methylthio)propylmalic acidMetaboliteC17215 (KEGG Compound)
3-(4'-Methylthio)butylmalic acidMetaboliteC17219 (KEGG Compound)
3-(5'-Methylthio)pentylmalic acidMetaboliteC17223 (KEGG Compound)
3-(6'-Methylthio)hexylmalic acidMetaboliteC17227 (KEGG Compound)
3-(7'-Methylthio)heptylmalic acidMetaboliteC17231 (KEGG Compound)
3-(Methylsulfinyl)propyl-glucosinolateMetaboliteCHEBI:5406 (ChEBI)
3-Butenyl glucosinolateMetaboliteC00007586 (KNApSAcK)
3-Hydroxypropyl-glucosinolateMetaboliteC00007340 (KNApSAcK)
3-Methylthiopropyl glucosinolateMetaboliteCHEBI:79326 (ChEBI)
3-Methylthiopropyl-desulfoglucosinolateMetaboliteC17244 (KEGG Compound)
3-Sinapoyloxypropyl-glucosinolateMetabolite90657803 (PubChem-compound)
4-(Methylsulfinyl)butyl glucosinolateMetaboliteC00007545 (KNApSAcK)
4-Benzoyloxybutyl glucosinolateMetaboliteC00007359 (KNApSAcK)
4-Hydroxybutyl-glucosinolateMetaboliteC00007342 (KNApSAcK)
4-MethylthiobutanaldoximeMetaboliteC17241 (KEGG Compound)
4-Methylthiobutyl glucosinolateMetaboliteC08409 (KEGG Compound)
4-Methylthiobutyl-desulfoglucosinolateMetaboliteC17248 (KEGG Compound)
4-MethylthiobutylthiohydroximateMetaboliteCHEBI:80984 (ChEBI)
4-Pentenyl glucosinolateMetaboliteCHEBI:79318 (ChEBI)
4-Sinapoyloxybutyl-glucosinolateMetabolite46173533 (PubChem-compound)
5-(Methylsulfinyl)pentyl glucosinolateMetaboliteC00007345 (KNApSAcK)
5-MethylthiopentanaldoximeMetaboliteC17241 (KEGG Compound)
5-Methylthiopentyl glucosinolateMetaboliteC08401 (KEGG Compound)
6-(Methylsulfinyl)hexyl glucosinolateMetaboliteC00007348 (KNApSAcK)
6-MethylthiohexanaldoximeMetaboliteC17246 (KEGG Compound)
6-Methylthiohexyl glucosinolateMetaboliteC17250 (KEGG Compound)
7-(Methylsulfinyl)heptyl glucosinolateMetaboliteC00007352 (KNApSAcK)
7-MethylthioheptanaldoximeMetaboliteC17249 (KEGG Compound)
7-Methylthioheptyl glucosinolateMetaboliteC17252 (KEGG Compound)
7-Methylthioheptyl-desulfoglucosinolateMetaboliteC21650 (KEGG Compound)
8-(Methylsulfinyl)octyl glucosinolateMetaboliteC00007355 (KNApSAcK)
8-MethylthiooctanaldoximeMetaboliteC17251 (KEGG Compound)
8-Methylthiooctyl glucosinolateMetaboliteC17254 (KEGG Compound)
8-Methylthiooctyl-desulfoglucosinolateMetaboliteC21746 (KEGG Compound)
9-(Methylsulfinyl)nonyl glucosinolateMetaboliteC00007832 (KNApSAcK)
9-MethylthiononanaldoximeMetaboliteC17253 (KEGG Compound)
BCAT3GeneProductAT3G49680 (TAIR)
BCAT4GeneProductAT3G19710 (TAIR)
CYP79F1GeneProductAT1G16410.1 (TAIR)
CYP79F2GeneProductAT1G16400 (TAIR)
CYP83A1GeneProductAT4G13770 (TAIR)
CatalystGeneProduct
DihomomethionineMetaboliteC17217 (KEGG Compound)
HexahomomethionineMetaboliteC17233 (KEGG Compound)
HomomethionineMetaboliteC17213 (KEGG Compound)
IIL1GeneProductAT4G13430 (TAIR)
IMD1GeneProductAT5G14200 (TAIR)
IMS2GeneProductAT5G23020 (TAIR)
IPMI1GeneProductAT3G58990 (TAIR)
IPMI2GeneProductAT2G43100 (TAIR)
MAM1GeneProductAT5G23010 (TAIR)
MetaboliteMetabolite
MethionineMetaboliteC00001379 (KNApSAcK)
PentahomomethionineMetaboliteC17229 (KEGG Compound)
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteineMetaboliteC17242 (KEGG Compound)
SOT16GeneProductAT1G74100 (TAIR)
SOT17GeneProductAT1G18590 (TAIR)
SOT18GeneProductAT1G74090 (TAIR)
SUR1GeneProductAT2G20610 (TAIR)
TetrahomomethionineMetaboliteC17225 (KEGG Compound)
TrihomomethionineMetaboliteC17221 (KEGG Compound)
UGT74B1GeneProductAT1G24100 (TAIR)

Annotated Interactions

No annotated interactions

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