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Information on EC 2.8.2.24 - aromatic desulfoglucosinolate sulfotransferase and Organism(s) Arabidopsis thaliana and UniProt Accession Q9FZ80
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2.8.2.24 aromatic desulfoglucosinolate sulfotransferaseIUBMB Comments
This enzyme, characterized from cruciferous plants, catalyses the last step in the biosynthesis of tryptophan- and phenylalanine-derived glucosinolates. cf. EC 2.8.2.38, aliphatic desulfoglucosinolate sulfotransferase.
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The taxonomic range for the selected organisms is: Arabidopsis thaliana
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
sot16, 3'-phosphoadenosine-5'-phosphosulfate:desulfoglucosinolate sulfotransferase, desulfoglucosinolate:paps sulfotransferase, 
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topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3'-phosphoadenosine-5'-phosphosulfate:desulfoglucosinolate sulfotransferase
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PAPS-desulfoglucosinolate sulfotransferase
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sulfotransferase, desulfoglucosinolate
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfate group transfer
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PATHWAY SOURCE
PATHWAYS
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-, -, -
SYSTEMATIC NAME
IUBMB Comments
3'-phosphoadenylyl-sulfate:aromatic desulfoglucosinolate sulfotransferase
This enzyme, characterized from cruciferous plants, catalyses the last step in the biosynthesis of tryptophan- and phenylalanine-derived glucosinolates. cf. EC 2.8.2.38, aliphatic desulfoglucosinolate sulfotransferase.
CAS REGISTRY NUMBER
COMMENTARY
121479-85-4
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenosine-5'-phosphosulfate + desulfobenzylglucosinolate
adenosine 3',5'-bisphosphate + benzylglucosinolate
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3'-phosphoadenylyl sulfate + desulfobenzylglucosinolate
adenosine 3',5'-bisphosphate + benzylglucosinolate
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absolute specificity for desulfoglucosinolate structure
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?
additional information
?
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analysis/evaluation of desulfoglucosinolate:PAPS sulfotransferase from Arabidopsis thaliana ecotype Col-0 and myrosinase from Brevicoryne brassicae for the biosynthesis of benzyl isothiocyanate by the combined expression of the optimized enzymes in vitro, product identity is confirmed by gas chromatography/mass spectrometry analysis. SOTs from different Arabidopsis ecotypes show different efficiencies
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
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not detectable: 3'-phosphoadenosine-5'-phosphosulfate, isoenzyme AtSOT18 C24, pH 9.0, 37°C
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0.05
3'-phosphoadenosine-5'-phosphosulfate
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isoenzyme AtSOT18 Co10, pH 9.0, 37°C
0.1
3'-phosphoadenosine-5'-phosphosulfate
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isoenzyme AtSOT16 C24, pH 9.0, 37°C
0.1
3'-phosphoadenosine-5'-phosphosulfate
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isoenzyme AtSOT17 C24, pH 9.0, 37°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
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0.0016197 Vmax desulfobenzylglucosinolate, isoenzyme AtSOT18 C24, pH 9.0, 37°C
additional information
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0.007499 Vmax 3'-phosphoadenosine-5'-phosphosulfate, isoenzyme AtSOT17 C24, pH 9.0, 37°C
additional information
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0.008518 Vmax desulfobenzylglucosinolate, isoenzyme AtSOT17 C24, pH 9.0, 37°C
additional information
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0.01026 Vmax 3'-phosphoadenosine-5'-phosphosulfate, isoenzyme AtSOT18 C24, pH 9.0, 37°C
additional information
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0.0415 Vmax desulfobenzylglucosinolate, isoenzyme AtSOT16 C24, pH 9.0, 37°C
additional information
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0.05105 Vmax 3'-phosphoadenosine-5'-phosphosulfate, isoenzyme AtSOT18 Co10, pH 9.0, 37°C
additional information
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0.05159 Vmax desulfobenzylglucosinolate, isoenzyme AtSOT18 Co10, pH 9.0, 37°C
additional information
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0.06599 Vmax 3'-phosphoadenosine-5'-phosphosulfate, isoenzyme AtSOT16 C24, pH 9.0, 37°C
additional information
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isoenzyme AtSOT16 C24 best substrate: 2-phenylethyl-glucosinolate
additional information
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isoenzyme AtSOT17 C24 best substrate: benzylglucosinolate
additional information
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isoenzyme AtSOT18 C24 best substrate: 6-methylthiohexylglucosinolate
additional information
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isoenzyme AtSOT18 Co10 best substrate: benzylglucosinolate
additional information
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isoenzyme AtSOT18G301D best substrate: 4-methylthiobutylglucosinolate
additional information
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isoenzyme AtST5a: best substrate: indole-3-methyl-desulfoglucosinolate, other substrates: benzyl-desulfoglucosinolate, 4-methylthiobutyl-desulfoglucosinolate, 4-methoxyindole-3-methyl-desulfoglucosinolate, N-methoxyindole-3-methyl-desulfoglucosinolate. pH 7.0, 30°C
additional information
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isoenzyme AtST5b: best substrate: 7-methylthioheptyl-desulfoglucosinolate, other substrates: 8-methylthiooctyl-desulfoglucosinolate, 4-methylthiobutyl-desulfoglucosinolate, benzyl-desulfoglucosinolate, indole-3-methyl-desulfoglucosinolate, 8-methylsulfinyloctyl-desulfoglucosinolate, 3-butenyl-desulfoglucosinolate. pH 7.0, 30°C
additional information
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isoenzyme AtST5c: best substrate: 8-methylthiooctyl-desulfoglucosinolate, other substrates: 7-methylthioheptyl-desulfoglucosinolate, benzyl-desulfoglucosinolate, 3-butenyl-desulfoglucosinolate, 4-methylthiobutyl-desulfoglucosinolate, 8-methylsulfinyloctyl-desulfoglucosinolate, 4-methylsulfinylbutyl-desulfoglucosinolate. pH 7.0, 30°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
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the enzyme is involved in the glucosinolate biosynthesis pathway, glucosinolates play important roles in plant defense against herbivores and microbes, as well as in human nutrition
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
G301D
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isoenzyme AtSOT18 C24, 25times higher specific activity with desulfobenzylglucosinolate
additional information
generation of two chimeric cytochrome P450 enzymes from CYP79A2 and CYP83B1 are constructed and attempted to be functionally expressed in Escherichia coli strain BL21(DE3). The Escherichia coli cystathionine beta-lyase is used to replace the plant-derived CS lyase whose active form cannot be expressed in Escherichia coli. Recomstruction of the BITC biosynthesis pathway from plants in the bacteria, involving CYP79A2 and CYP83B1, and the glutathione S-transferase, gamma-glutamyl peptidase, C-S lyase, glucosyltransferase, desulfoglucosinolate:PAPS sulfotransferase, and myrosinase are encoded by genes GSTF, GGP1, SUR1, UGT74B1, SOT16, and MYR, respectively, overview. Expression of codon-optimized sulfotransferase gene SOT16 from Arabidopsis thaliana fails because of the formation of inclusion bodies, SOT16 is successfully replaced for SOT18 (EC 2.8.2.38)
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
co-expression of the enzyme with myrosinase from Brevicoryne brassicae in Escherichia coli, expression of codon-optimized sulfotransferase gene SOT16 from Arabidopsis thaliana fails because of the formation of inclusion bodies
DNA and amino acid sequence determination and analysis, gene structure, phylogenetic tree, genomic study of genes involved in glucosinolate biosynthesis, comparison with Brassica rapa genome, overview
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Glendening, T.M.; Poulton, J.E.
Partial purification and characterization of a 3'-phosphoadenosine 5'-phosphosulfate: desulfoglucosinolate sulfotransferase from cress (Lepidium sativum)
Plant Physiol.
94
811-816
1990
Arabidopsis thaliana, Brassica rapa subsp. oleifera, Lepidium sativum, Sinapis alba, Tropaeolum majus
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.
273
122-136
2006
Arabidopsis thaliana
Piotrowski, M.; Schemenewitz, A.; Lopukhina, A.; Muller, A.; Janowitz, T.; Weiler, E.W.; Oecking, C.
Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure
J. Biol. Chem.
279
50717-50725
2004
Arabidopsis thaliana
Zang, Y.X.; Kim, H.U.; Kim, J.A.; Lim, M.H.; Jin, M.; Lee, S.C.; Kwon, S.J.; Lee, S.I.; Hong, J.K.; Park, T.H.; Mun, J.H.; Seol, Y.J.; Hong, S.B.; Park, B.S.
Genome-wide identification of glucosinolate synthesis genes in Brassica rapa
FEBS J.
276
3559-3574
2009
Arabidopsis thaliana, Brassica rapa
Liu, F.; Yang, H.; Wang, L.; Yu, B.
Biosynthesis of the high-value plant secondary product benzyl isothiocyanate via functional expression of multiple heterologous enzymes in Escherichia coli
ACS Synth. Biol.
5
1557-1565
2016
Arabidopsis thaliana (Q9C9D0), Arabidopsis thaliana Col-0 (Q9C9D0)
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