KEGG   PATHWAY: ath00966Help
Entry
ath00966                    Pathway                                

Name
Glucosinolate biosynthesis - Arabidopsis thaliana (thale cress)
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
Glucosinolate biosynthesis
ath00966

All organismsOrtholog table
Module
Glucosinolate biosynthesis, tryptophan => glucobrassicin [PATH:ath00966]
Other DBs
BSID: 
GO: 
Organism
Arabidopsis thaliana (thale cress) [GN:ath]
Gene
MAM1; methylthioalkylmalate synthase 1 [KO:K15741] [EC:2.3.3.-]
IMS2; methylthioalkylmalate synthase 3 [KO:K15742] [EC:2.3.3.-]
CYP79F1; dihomomethionine N-hydroxylase [KO:K12154] [EC:1.14.13.-]
CYP83A1; cytochrome P450 83A1 [KO:K12156] [EC:1.14.-.-]
SUR1; S-alkyl-thiohydroximate lyase SUR1 [KO:K11819] [EC:4.4.1.-]
UGT74B1; UDP-glucosyl transferase 74B1 [KO:K11820] [EC:2.4.1.195]
SOT16; desulfo-glucosinolate sulfotransferase 16 [KO:K11821] [EC:2.8.2.-]
CYP79F2; Hexahomomethionine N-hydroxylase [KO:K12155] [EC:1.14.13.-]
CYP79A2; cytochrome P450 CYP79A2 [KO:K12153] [EC:1.14.13.124]
CYP83B1; cytochrome P450 83B1 [KO:K11818] [EC:1.14.-.-]
CYP79B2; tryptophan N-monooxygenase 1 [KO:K11812] [EC:1.14.13.125]
CYP79B3; tryptophan N-monooxygenase 2 [KO:K11813] [EC:1.14.13.125]
BCAT-1; branched-chain-amino-acid aminotransferase 1 [KO:K00826] [EC:2.6.1.42]
BCAT-2; branched-chain-amino-acid aminotransferase 2 [KO:K00826] [EC:2.6.1.42]
SOT17; sulfotransferase 17
SOT18; desulfo-glucosinolate sulfotransferase 18
BCAT4; branched-chain aminotransferase4 [KO:K00826] [EC:2.6.1.42]
BCAT3; branched-chain-amino-acid aminotransferase 3 [KO:K00826] [EC:2.6.1.42]
ATBCAT-5; branched-chain-amino-acid aminotransferase 5 [KO:K00826] [EC:2.6.1.42]
Compound
C00073  
L-Methionine
C00078  
L-Tryptophan
C00079  
L-Phenylalanine
C00082  
L-Tyrosine
C00123  
L-Leucine
C00141  
3-Methyl-2-oxobutanoic acid
C00183  
L-Valine
C00233  
4-Methyl-2-oxopentanoate
C00407  
L-Isoleucine
C00671  
(S)-3-Methyl-2-oxopentanoic acid
C01069  
Desulfoglucotropeolin
C01180  
4-Methylthio-2-oxobutanoic acid
C02153  
Glucotropaeolin
C02937  
Indole-3-acetaldehyde oxime
C03219  
(E)-2-Methylpropanal oxime
C03719  
Phenylacetothiohydroximate
C04350  
(E)-4-Hydroxyphenylacetaldehyde-oxime
C05837  
Glucobrassicin
C08401  
Glucoberteroin
C08407  
Glucocochlearin
C08409  
Glucoerucin
C08412  
Glucoiberverin
C08417  
Gluconasturtiin
C08418  
Glucoputranjivin
C08426  
Sinalbin
C16516  
Indolylmethylthiohydroximate
C16517  
Indolylmethyl-desulfoglucosinolate
C16518  
S-(Indolylmethylthiohydroximoyl)-L-cysteine
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
C17218  
2-(4'-Methylthio)butylmalic acid
C17219  
3-(4'-Methylthio)butylmalic acid
C17220  
2-Oxo-7-methylthioheptanoic acid
C17221  
Trihomomethionine
C17222  
2-(5'-Methylthio)pentylmalic acid
C17223  
3-(5'-Methylthio)pentylmalic acid
C17224  
2-Oxo-8-methylthiooctanoic acid
C17225  
Tetrahomomethionine
C17226  
2-(6'-Methylthio)hexylmalic acid
C17227  
3-(6'-Methylthio)hexylmalic acid
C17228  
2-Oxo-9-methylthiononanoic acid
C17229  
Pentahomomethionine
C17230  
2-(7'-Methylthio)heptylmalic acid
C17231  
3-(7'-Methylthio)heptylmalic acid
C17232  
2-Oxo-10-methylthiodecanoic acid
C17233  
Hexahomomethionine
C17235  
L-Homophenylalanine
C17236  
3-Phenylpropionaldoxim
C17237  
S-(Phenylacetothiohydroximoyl)-L-cysteine
C17238  
S-(Hydroxyphenylacetothiohydroximoyl)-L-cysteine
C17239  
p-Hydroxyphenylacetothiohydroximate
C17240  
p-Hydroxybenzyldesulphoglucosinolate
C17241  
4-Methylthiobutanaldoxime
C17242  
S-(4-Methylthiobutylthiohydroximoyl)-L-cysteine
C17243  
4-Methylthiobutylthiohydroximate
C17244  
3-Methylthiopropyl-desulfoglucosinolate
C17245  
5-Methylthiopentanaldoxime
C17246  
6-Methylthiohexanaldoxime
C17248  
4-Methylthiobutyl-desulfoglucosinolate
C17249  
7-Methylthioheptanaldoxime
C17250  
Glucolesquerellin
C17251  
8-Methylthiooctanaldoxime
C17252  
7-Methylthioheptyl glucosinolate
C17253  
9-Methylthiononanaldoxime
C17254  
8-Methylthiooctyl glucosinolate
C17255  
3-Methylbutyraldehyde oxime
C17256  
2-Methylpropyl glucosinolate
C19491  
(E)-2-Methylbutanal oxime
C19714  
(E)-Phenylacetaldoxime
Reference
  Authors
Wittstock U, Halkier BA
  Title
Glucosinolate research in the Arabidopsis era.
  Journal
Trends Plant Sci 7:263-70 (2002)
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)
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)
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)
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)
Reference
  Authors
Sixue C, Erik A.
  Title
Update on glucosinolate metabolism and transport.
  Journal
Plant Physiol Biochem 39:743-758 (2001)
KO pathway
 

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