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3.2.1.147: thioglucosidase

This is an abbreviated version!
For detailed information about thioglucosidase, go to the full flat file.

Word Map on EC 3.2.1.147

Reaction

A thioglucoside
+
H2O
=
a sugar
+
a thiol

Synonyms

ArMy2, AtBGLU37, AtBGLU38, atypical myrosinase, beta-glucosidase 26, peroxisomal, beta-glucosidase 37, beta-glucosidase 38, beta-thioglucosidase, beta-thioglucosidase glucohydrolase, beta-thioglucoside glucohydrolase, beta-thioglucoside glucohydrolase,, BGLU26, CpTGG1, CpTGG2, EC 3.2.3.1, glucosidase, thio-, glucosinolase, More, MYR, MYR II, MYR1 myrosinase, Myr1.Bn1, Myr2.Bn1, MYRc, MYRI, MYRII, myrosin, myrosinase, myrosinase 1, myrosinase 2, myrosinase A, myrosinase B, PEN2, PYK10 myrosinase, sinigrase, sinigrinase, sinigrinase 1, sinigrinase 2, TGG, TGG1, TGG2, TGG4, TGG5, Thioglucosidase, thioglucosidase 1, thioglucosidase 2, thioglucoside glucohydrolase, thioglucoside glucohydrolase 1, thioglycosidase, WjMYR

ECTree

     3 Hydrolases
         3.2 Glycosylases
             3.2.1 Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
                3.2.1.147 thioglucosidase

Substrates Products

Substrates Products on EC 3.2.1.147 - thioglucosidase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R)-2-hydroxy-2-phenylethylglucosinolate + H2O
D-glucose + ?
show the reaction diagram
(2S)-2-hydroxy-3-butenyl glucosinolate + H2O
D-glucose +
show the reaction diagram
-
i.e. epi-progoitrin
presence of endogenous epithiospecifier protein directs the reaction toward formation of an epithionitrile
-
?
(R)-4-methylsulfinylbutyl glucosinolate + H2O
?
show the reaction diagram
-
i.e. glucoraphanin or GRP
-
-
?
1-methoxyindol-3-ylmethyl-glucosinolate + H2O
1-methoxyindol-3-ylmethyl isothiocyanate + D-glucose
show the reaction diagram
2-(4-hydroxyphenyl)ethylglucosinolate + H2O
D-glucose + 4-(2-carboxy-1-hydroxyethyl)phenyl sulfate
show the reaction diagram
-
-
-
-
?
2-(4-methoxyphenyl)ethylglucosinolate + H2O
D-glucose + 4-(2-cyano-1-hydroxyethyl)phenyl sulfate + 4-(2-cyanoethyl)phenyl sulfate
show the reaction diagram
-
-
-
-
?
2-hydroxy-3-butenylglucosinolate + H2O
5-vinyl-2-oxazolidine thione + D-glucose
show the reaction diagram
-
-
-
-
?
2-hydroxy-3-butenylglucosinolate + H2O
?
show the reaction diagram
-
-
-
?
2-hydroxybut-3-enylglucosinolate + H2O
?
show the reaction diagram
-
-
-
-
?
2-nitrophenyl beta-D-glucopyranoside + H2O
2-nitrophenol + D-glucopyranose
show the reaction diagram
-
-
-
?
2-phenylethylglucosinolate + H2O
2-phenylethyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
2-phenylethylglucosinolate + H2O
?
show the reaction diagram
-
-
-
?
2-propenylglucosinolate + H2O
2-propenyl-isothiocyanate + D-glucose
show the reaction diagram
-
epithiospecifier protein and nitrile-specifier protein can switch myrosinase-catalyzed degradation of 2-propenylglucosinolate from isothiocyanate to nitrile, only epithiospecifier protein generates the corresponding epithionitrile
-
-
?
3-benzyloxypropylglucosinolate + H2O
3-benzyloxypropyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
3-butenylglucosinolate + H2O
3-butenyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
3-butenylglucosinolate + H2O
?
show the reaction diagram
-
-
-
?
3-deoxyglucotropaeolin + H2O
?
show the reaction diagram
-
-
-
-
?
3-methylthiopropylglucosinolate + H2O
3-methylthiopropyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-(methylsulfinyl)butyl glucosinolate + H2O
D-glucose + ?
show the reaction diagram
-
i.e. glucoraphanin
presence of endogenous epithiospecifier protein directs the reaction toward formation of sulforaphane nitrile in place of the anticancerogenic sulforaphane
-
?
4-benzyloxybutylglucosinolate + H2O
4-benzyloxybutyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-deoxyglucotropaeolin + H2O
?
show the reaction diagram
-
-
-
-
?
4-hydroxybenzyl glucosinolate + H2O
4-hydroxybenzyl isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-hydroxybenzylglucosinolate + H2O
D-glucose + 4-hydroxyphenylacetamide sulfate + ?
show the reaction diagram
-
-
-
-
?
4-hydroxybenzylglucosinolate + H2O
D-glucose + 4-hydroxyphenylacetonitrile sulfate + ?
show the reaction diagram
-
-
-
-
?
4-methoxyindol-3-ylmethyl-glucosinolate + H2O
4-methoxyindol-3-ylmethyl isothiocyanate + D-glucose
show the reaction diagram
4-methylsulfinylbutyl glucosinolate + H2O
4-methylsulfinylbutyl isothiocyanate + D-glucose
show the reaction diagram
-
isolated from seeds of Sinapis alba
-
-
?
4-methylsulfinylbutylglucosinolate + H2O
4-methylsulfinylbutyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-methylsulfinylbutylglucosinolate + H2O
?
show the reaction diagram
4-methylthiobutylglucosinolate + H2O
4-methylthiobutyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-methylthiobutylglucosinolate + H2O
?
show the reaction diagram
4-methylumbelliferyl-beta-D-glucoside + H2O
4-methylumbelliferone + D-glucose
show the reaction diagram
-
-
-
-
?
4-nitrophenyl 2-acetamido-2-deoxy-1-thio-beta-D-glucopyranoside + H2O
4-nitrobenzenethiol + N-acetyl-D-glucosamine
show the reaction diagram
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
4-nitrophenyl beta-D-glucopyranoside + H2O
4-nitrophenol + D-glucopyranose
show the reaction diagram
4-pentenylglucosinolate + H2O
4-pentenyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
4-pentenylglucosinolate + H2O
?
show the reaction diagram
-
-
-
?
5-methylthiopentylglucosinolate + H2O
5-methylthiopentyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
6-deoxyglucotropaeolin + H2O
?
show the reaction diagram
-
-
-
-
?
6-methylthiohexylglucosinolate + H2O
6-methylthiohexyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
7-methylthioheptylglucosinolate + H2O
7-methylthioheptyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
8-methylthiooctylglucosinolate + H2O
8-methylthiooctyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
a thioglucoside + H2O
a sugar + a thiol
show the reaction diagram
allyl glucosinolate + H2O
?
show the reaction diagram
-
-
-
?
allylglucosinolate + H2O
?
show the reaction diagram
-
-
in presence of epithionitrile from Arabidopsis thaliana, formation of epithionitrile and nitrile. In presence of nitrile specifier protein from Pieris rapa, formation of nitrile
-
?
benzylglucosinolate + H2O
?
show the reaction diagram
benzylglucosinolate + H2O
benzylisothiocyanate + D-glucose + ?
show the reaction diagram
-
nitrile-specifier proteins, especially nitrile-specifier protein 2, NSP2, in conjunction with myrosinase enable the enzyme to generate nitriles, overview
-
-
?
benzylglucosinolate + H2O
D-glucose + hippuric acid + ?
show the reaction diagram
epi-progoitrin + H2O
?
show the reaction diagram
epigoitrin + H2O
?
show the reaction diagram
-
-
-
-
?
glucoapparin + H2O
?
show the reaction diagram
glucobrassicin + H2O
?
show the reaction diagram
glucobrassicin + H2O
indol-3-ylmethylisothiocyanate + D-glucose
show the reaction diagram
glucocheirolin + H2O
?
show the reaction diagram
glucocochlearin + H2O
(1E)-2-methyl-N-(sulfooxy)butanimidothioic acid + D-glucose
show the reaction diagram
glucoiberin + H2O
(1E)-4-(methylsulfinyl)-N-(sulfooxy)butanimidothioic acid + D-glucose
show the reaction diagram
gluconapin + H2O
(1E)-N-(sulfooxy)pent-4-enimidothioic acid + D-glucose
show the reaction diagram
gluconasturtiin + H2O
?
show the reaction diagram
-
-
-
?
gluconasturtiin + H2O
D-glucose + ?
show the reaction diagram
glucoraphanin + H2O
sulforaphane + D-glucose
show the reaction diagram
glucoraphenin + H2O
?
show the reaction diagram
-
3.8% of the activity with epi-progoitrin
-
-
?
glucosinalbin + H2O
?
show the reaction diagram
glucosinolate + H2O
isothiocyanate + thiocyanate + nitrile + epithionitrile + ?
show the reaction diagram
-
-
-
-
?
glucotropaeolin + H2O
?
show the reaction diagram
glucotropaeolin + H2O
D-glucose + ?
show the reaction diagram
indol-3-ylmethyl glucosinolate + H2O
?
show the reaction diagram
-
-
-
-
?
indol-3-ylmethyl glucosinolate + H2O
indo-3-ylmethyl isothiocyanate + D-glucose
show the reaction diagram
-
high activity
-
-
?
indol-3-ylmethyl glucosinolate + H2O
indol-3-ylmethyl isothiocyanate + D-glucose
show the reaction diagram
indolyl-3-methylglucosinolate + H2O
indolyl-3-methyl-isothiocyanate + D-glucose
show the reaction diagram
-
-
-
-
?
nasturtin + H2O
?
show the reaction diagram
-
best substrate, i.e. 2-phenylethyl glucosinolate
-
-
?
neo-glucobrassicin + H2O
?
show the reaction diagram
-
-
-
-
?
p-hydroxybenzylglucosinolate + H2O
?
show the reaction diagram
-
-
-
-
?
p-hydroxybenzylglucosinolate + H2O
D-glucose + ?
show the reaction diagram
-
-
-
-
?
p-nitrophenyl beta-D-glucopyranoside + H2O
?
show the reaction diagram
p-nitrophenyl beta-D-glucopyranoside + H2O
p-nitrophenol + D-glucose
show the reaction diagram
-
-
-
-
?
phenylethylglucosinolate + H2O
?
show the reaction diagram
-
-
-
-
?
progoitrin + H2O
(1E,3S)-3-hydroxy-n-(sulfooxy)pent-4-enimidothioic acid + D-glucose
show the reaction diagram
-
-
-
-
?
progoitrin + H2O
?
show the reaction diagram
scopolin + H2O
?
show the reaction diagram
-
-
-
-
?
sinalbin + H2O
?
show the reaction diagram
sinigrin + H2O
(1Z)-N-(sulfooxy)but-3-enimidothioic acid + D-glucose
show the reaction diagram
sinigrin + H2O
?
show the reaction diagram
sinigrin + H2O
allyl isothiocyanate + D-glucose + ?
show the reaction diagram
sinigrin + H2O
D-glucose + (1Z)-N-(sulfooxy)but-3-enimidothioic acid
show the reaction diagram
sinigrin + H2O
D-glucose + 3-isothiocyanatoprop-1-ene + SO42-
show the reaction diagram
sinigrin + H2O
D-glucose + isothiocyanate + ?
show the reaction diagram
sinigrin + H2O
glucose + (1Z)-N-(sulfooxy)but-3-enimidothioic acid
show the reaction diagram
2-hydroxybut-3-enylglucosinolate + H2O
additional information
-