KEGG   PATHWAY: rsz00966
Entry
rsz00966                    Pathway                                
Name
Glucosinolate biosynthesis - Raphanus sativus (radish)
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
rsz00966  Glucosinolate biosynthesis
rsz00966

Module
rsz_M00370  Glucosinolate biosynthesis, tryptophan => glucobrassicin [PATH:rsz00966]
Other DBs
GO: 0019761
Organism
Raphanus sativus (radish) [GN:rsz]
Gene
108857098  methionine aminotransferase BCAT4 [KO:K21346] [EC:2.6.1.88]
108835158  methylthioalkylmalate synthase 2, chloroplastic isoform X1 [KO:K15741] [EC:2.3.3.17]
108813467  methylthioalkylmalate synthase 1, chloroplastic [KO:K15741] [EC:2.3.3.17]
108848454  methylthioalkylmalate synthase 2, chloroplastic [KO:K15741] [EC:2.3.3.17]
130497108  methylthioalkylmalate synthase 1, chloroplastic-like [KO:K15741] [EC:2.3.3.17]
130507828  methylthioalkylmalate synthase 1, chloroplastic-like [KO:K15741] [EC:2.3.3.17]
108822883  3-isopropylmalate dehydratase large subunit, chloroplastic [KO:K01703] [EC:4.2.1.33 4.2.1.35]
108806403  3-isopropylmalate dehydratase small subunit 2 [KO:K21359] [EC:4.2.1.33 4.2.1.170]
108862402  branched-chain-amino-acid aminotransferase 2, chloroplastic isoform X1 [KO:K00826] [EC:2.6.1.42]
108853095  branched-chain-amino-acid aminotransferase 1, mitochondrial [KO:K00826] [EC:2.6.1.42]
108812530  branched-chain-amino-acid aminotransferase 2, chloroplastic [KO:K00826] [EC:2.6.1.42]
108843574  branched-chain-amino-acid aminotransferase 3, chloroplastic [KO:K00826] [EC:2.6.1.42]
108813098  branched-chain-amino-acid aminotransferase 2, chloroplastic isoform X1 [KO:K00826] [EC:2.6.1.42]
108832830  branched-chain-amino-acid aminotransferase 1, mitochondrial [KO:K00826] [EC:2.6.1.42]
108806231  branched-chain-amino-acid aminotransferase 3, chloroplastic isoform X1 [KO:K00826] [EC:2.6.1.42]
108821294  putative branched-chain-amino-acid aminotransferase 7 [KO:K00826] [EC:2.6.1.42]
108840698  branched-chain-amino-acid aminotransferase 6 [KO:K00826] [EC:2.6.1.42]
108805860  branched-chain-amino-acid aminotransferase 1, mitochondrial isoform X1 [KO:K00826] [EC:2.6.1.42]
130494332  branched-chain-amino-acid aminotransferase 2, chloroplastic-like isoform X1 [KO:K00826] [EC:2.6.1.42]
108812420  dihomomethionine N-hydroxylase [KO:K12154] [EC:1.14.14.42]
108855362  cytochrome P450 83A1 [KO:K12156] [EC:1.14.14.43]
108813271  S-alkyl-thiohydroximate lyase SUR1 [KO:K11819] [EC:4.4.1.-]
108814109  UDP-glycosyltransferase 74B1 [KO:K11820] [EC:2.4.1.195]
108814527  cytosolic sulfotransferase 16 [KO:K11821] [EC:2.8.2.24]
108820205  cytosolic sulfotransferase 16 [KO:K11821] [EC:2.8.2.24]
108846410  cytosolic sulfotransferase 17 [KO:K22321] [EC:2.8.2.38]
108814391  cytosolic sulfotransferase 18 [KO:K22321] [EC:2.8.2.38]
108815254  phenylalanine N-monooxygenase isoform X1 [KO:K12153] [EC:1.14.14.40]
130507531  phenylalanine N-monooxygenase-like isoform X1 [KO:K12153] [EC:1.14.14.40]
108829823  LOW QUALITY PROTEIN: cytochrome P450 83B1 [KO:K11818] [EC:1.14.14.45]
108855674  cytochrome P450 79B1 [KO:K11812] [EC:1.14.14.156]
108818790  cytochrome P450 79B1 [KO:K11812] [EC:1.14.14.156]
108830725  cytochrome P450 79B1-like [KO:K11812] [EC:1.14.14.156]
108819835  cytochrome P450 79B1-like [KO:K11812] [EC:1.14.14.156]
130507033  cytochrome P450 79B1 [KO:K11812] [EC:1.14.14.156]
130507293  cytochrome P450 79B1-like [KO:K11812] [EC:1.14.14.156]
130507697  cytochrome P450 79B1-like [KO:K11812] [EC:1.14.14.156]
130511890  cytochrome P450 79B1-like [KO:K11812] [EC:1.14.14.156]
108854183  tryptophan N-monooxygenase 2 [KO:K11813] [EC:1.14.14.156]
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
C21650  7-Methylthioheptyl-desulfoglucosinolate
C21746  8-Methylthiooctyl-desulfoglucosinolate
Reference
PMID:12049923
  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
PMID:15913672
  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
PMID:14740211
  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
PMID:15358770
  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
PMID:12586901
  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
Related
pathway
rsz00270  Cysteine and methionine metabolism
rsz00290  Valine, leucine and isoleucine biosynthesis
rsz00400  Phenylalanine, tyrosine and tryptophan biosynthesis
KO pathway
ko00966   
LinkDB

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