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2-mercaptoethanol + 2-(glutathione-S-yl)-trichloro-p-hydroquinone
glutathionyl 2-mercaptoethanyl disulfide + trichloro-p-hydroquinone
-
-
-
-
?
dithiothreitol + 2-(glutathione-S-yl)-trichloro-p-hydroquinone
glutathionyl dithiothreityl disulfide + trichloro-p-hydroquinone
-
-
-
-
?
glutathione + (glutathione-S-yl)-2-chloro-1,4-benzoquinone
glutathione disulfide + 2-chloro-1,4-benzoquinone
-
-
-
-
?
glutathione + 2'-(glutathione-S-yl)-quercetin
glutathione disulfide + quercetin
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-1,4-benzoquinone
glutathione disulfide + 1,4-benzoquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadiol
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadione
glutathione + 2-(glutathione-S-yl)-menadione
glutathione disulfide + menadione
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
glutathione + 2-(glutathione-S-yl)-quercetin
glutathione disulfide + quercetin
-
-
-
-
r
glutathione + 2-(glutathione-S-yl)-trichloro-p-hydroquinone
glutathione disulfide + trichloro-p-hydroquinone
glutathione + 3-(glutathione-S-yl)-2,6-dichloro-p-hydroquinone
glutathione disulfide + 2,6-dichloro-p-hydroquinone
L-cysteine + 2-(glutathione-S-yl)-trichloro-p-hydroquinone
glutathionyl cysteinyl disulfide + trichloro-p-hydroquinone
-
-
-
-
?
additional information
?
-
glutathione + 2-(glutathione-S-yl)-hydroquinone

glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroquinone
glutathione disulfide + hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone

glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-hydroxy-p-hydroquinone
glutathione disulfide + hydroxy-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol

glutathione disulfide + menadiol
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadiol
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadiol
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadiol
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadiol
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol

glutathione disulfide + menadione
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadiol
glutathione disulfide + menadione
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadione

glutathione disulfide + menadione
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-menadione
glutathione disulfide + menadione
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone

glutathione disulfide + methyl-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-methyl-p-hydroquinone
glutathione disulfide + methyl-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-trichloro-p-hydroquinone

glutathione disulfide + trichloro-p-hydroquinone
-
-
-
-
?
glutathione + 2-(glutathione-S-yl)-trichloro-p-hydroquinone
glutathione disulfide + trichloro-p-hydroquinone
-
-
-
-
?
glutathione + 3-(glutathione-S-yl)-2,6-dichloro-p-hydroquinone

glutathione disulfide + 2,6-dichloro-p-hydroquinone
-
-
-
-
?
glutathione + 3-(glutathione-S-yl)-2,6-dichloro-p-hydroquinone
glutathione disulfide + 2,6-dichloro-p-hydroquinone
-
-
-
-
?
additional information

?
-
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
additional information
?
-
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
additional information
?
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
additional information
?
-
-
isoform GHR1 catalyzes the deglutathionylation of both reduced and oxidized glutathionylated quinones, but the enzyme is more catalytically efficient with the reduced forms
-
-
?
additional information
?
-
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
additional information
?
-
-
PcpF catalyzes glutathione-dependent reduction of glutathionyl-trichloro-p-hydroquinone via a Ping Pong mechanism. First, PcpF reacts with glutathionyl-trichloro-p-hydroquinone to release trichloro-p-hydroquinone and forms a disulfide bond between its Cys53 residue and the glutathione moiety. Then, a glutathione comes in to regenerate PcpF and release glutathione disulfide
-
-
?
additional information
?
-
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
additional information
?
-
-
several benzoquinones spontaneously react with glutathione to form glutathionyl-hydroquinones via Michael addition. The enzyme reduces the glutathionyl-hydroquinones to the corresponding hydroquinones. The spontaneous and enzymatic reactions lead to the reduction of benzoquinones to hydroquinones with the concomitant oxidation of glutathione to glutathione disulfide. The enzyme does not use glutathionyl-benzoquinones or other thiol-hydroquinones, for example, S-cysteinylhydroquinone, as substrates. Hydrophobic, bulky substrates, such as glutathionyl-menadiol, are preferred
-
-
?
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0.072
(glutathione-S-yl)-2-chloro-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
0.0926
2-(glutathione-S-yl)-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
0.24 - 0.43
2-(glutathione-S-yl)-hydroquinone
0.012 - 0.13
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
0.003 - 0.017
2-(glutathione-S-yl)-menadiol
0.27
2-(glutathione-S-yl)-menadione
-
wild-type, pH 8.0, 20ưC
0.034 - 0.19
2-(glutathione-S-yl)-methyl-p-hydroquinone
0.0027
2-(glutathione-S-yl)-quercetin
-
wild-type, pH 8.0, 20ưC
0.0044
2-(glutathione-S-yl)-trichloro-p-hydroquinone
-
pH 6.5, 30ưC
0.93
2-mercaptoethanol
-
pH 6.5, 30ưC
0.26
dithiothreitol
-
pH 6.5, 30ưC
1.97
L-cysteine
-
pH 6.5, 30ưC
0.24
2-(glutathione-S-yl)-hydroquinone

-
pH 8.0, 23ưC
0.34
2-(glutathione-S-yl)-hydroquinone
wild-type, pH 7.5, temperature not specified in the publication
0.37
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
0.39
2-(glutathione-S-yl)-hydroquinone
pH 8.0, 23ưC
0.43
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
0.012
2-(glutathione-S-yl)-hydroxy-p-hydroquinone

-
pH 8.0, 23ưC
0.034
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
0.035
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
pH 8.0, 23ưC
0.13
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
0.003
2-(glutathione-S-yl)-menadiol

-
wild-type, pH 8.0, 20ưC
0.0034
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
0.004
2-(glutathione-S-yl)-menadiol
pH 8.0, 23ưC
0.0067
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
0.017
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
0.034
2-(glutathione-S-yl)-methyl-p-hydroquinone

-
pH 8.0, 23ưC
0.07
2-(glutathione-S-yl)-methyl-p-hydroquinone
pH 8.0, 23ưC
0.15
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
0.19
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
0.35
glutathione

-
pH 8.0, 23ưC
0.84
glutathione
pH 8.0, 23ưC
0.88
glutathione
-
pH 8.0, 23ưC
1.2
glutathione
-
pH 8.0, 23ưC
1.3
glutathione
-
pH 6.5, 30ưC
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7.96
(glutathione-S-yl)-2-chloro-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
1.62
2-(glutathione-S-yl)-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
11 - 22
2-(glutathione-S-yl)-hydroquinone
4.4 - 19
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
4.6 - 14
2-(glutathione-S-yl)-menadiol
4.75
2-(glutathione-S-yl)-menadione
-
wild-type, pH 8.0, 20ưC
8.4 - 31
2-(glutathione-S-yl)-methyl-p-hydroquinone
0.013
2-(glutathione-S-yl)-quercetin
-
wild-type, pH 8.0, 20ưC
1.09
2-mercaptoethanol
-
pH 6.5, 30ưC
0.89
dithiothreitol
-
pH 6.5, 30ưC
0.37
L-cysteine
-
pH 6.5, 30ưC
11
2-(glutathione-S-yl)-hydroquinone

-
pH 8.0, 23ưC
13
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
14
2-(glutathione-S-yl)-hydroquinone
pH 8.0, 23ưC
22
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
4.4
2-(glutathione-S-yl)-hydroxy-p-hydroquinone

-
pH 8.0, 23ưC
7.1
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
7.2
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
pH 8.0, 23ưC
19
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
4.6
2-(glutathione-S-yl)-menadiol

-
pH 8.0, 23ưC
4.9
2-(glutathione-S-yl)-menadiol
pH 8.0, 23ưC
9.42
2-(glutathione-S-yl)-menadiol
-
wild-type, pH 8.0, 20ưC
13
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
14
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
8.4
2-(glutathione-S-yl)-methyl-p-hydroquinone

-
pH 8.0, 23ưC
14
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
15
2-(glutathione-S-yl)-methyl-p-hydroquinone
pH 8.0, 23ưC
31
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
2.08
glutathione

-
pH 6.5, 30ưC
7.5
glutathione
-
pH 8.0, 23ưC
14
glutathione
-
pH 8.0, 23ưC
15
glutathione
pH 8.0, 23ưC
37
glutathione
-
pH 8.0, 23ưC
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110.6
(glutathione-S-yl)-2-chloro-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
17.5
2-(glutathione-S-yl)-1,4-benzoquinone
-
wild-type, pH 8.0, 20ưC
26 - 91
2-(glutathione-S-yl)-hydroquinone
15 - 590
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
760 - 3215
2-(glutathione-S-yl)-menadiol
17.4
2-(glutathione-S-yl)-menadione
-
wild-type, pH 8.0, 20ưC
56 - 410
2-(glutathione-S-yl)-methyl-p-hydroquinone
1.17
2-mercaptoethanol
-
pH 6.5, 30ưC
3.43
dithiothreitol
-
pH 6.5, 30ưC
0.19
L-cysteine
-
pH 6.5, 30ưC
4.95
S-glutathionylquercetin
-
wild-type, pH 8.0, 20ưC
26
2-(glutathione-S-yl)-hydroquinone

-
pH 8.0, 23ưC
35
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
36
2-(glutathione-S-yl)-hydroquinone
pH 8.0, 23ưC
91
2-(glutathione-S-yl)-hydroquinone
-
pH 8.0, 23ưC
15
2-(glutathione-S-yl)-hydroxy-p-hydroquinone

-
pH 8.0, 23ưC
130
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
210
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
pH 8.0, 23ưC
590
2-(glutathione-S-yl)-hydroxy-p-hydroquinone
-
pH 8.0, 23ưC
760
2-(glutathione-S-yl)-menadiol

-
pH 8.0, 23ưC
1200
2-(glutathione-S-yl)-menadiol
pH 8.0, 23ưC
1400
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
2100
2-(glutathione-S-yl)-menadiol
-
pH 8.0, 23ưC
3215
2-(glutathione-S-yl)-menadiol
-
wild-type, pH 8.0, 20ưC
56
2-(glutathione-S-yl)-methyl-p-hydroquinone

-
pH 8.0, 23ưC
160
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
210
2-(glutathione-S-yl)-methyl-p-hydroquinone
pH 8.0, 23ưC
410
2-(glutathione-S-yl)-methyl-p-hydroquinone
-
pH 8.0, 23ưC
1.6
glutathione

-
pH 6.5, 30ưC
12
glutathione
-
pH 8.0, 23ưC
18
glutathione
pH 8.0, 23ưC
21
glutathione
-
pH 8.0, 23ưC
42
glutathione
-
pH 8.0, 23ưC
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Xun, L.; Belchik, S.M.; Xun, R.; Huang, Y.; Zhou, H.; Sanchez, E.; Kang, C.; Board, P.G.
S-Glutathionyl-(chloro)hydroquinone reductases: a novel class of glutathione transferases
Biochem. J.
428
419-427
2010
Sphingobium chlorophenolicum
brenda
Lam, L.; Zhang, Z.; Board, P.; Xun, L.
Reduction of benzoquinones to hydroquinones via spontaneous reaction with glutathione and enzymatic reaction by S-glutathionyl-hydroquinone reductases
Biochemistry
51
5014-5021
2012
Cupriavidus necator, Saccharomyces cerevisiae, Sphingobium chlorophenolicum, Escherichia coli (P42620), Sphingobium chlorophenolicum ATCC 29327, Cupriavidus necator JMP 134-1
brenda
Lallement, P.; Meux, E.; Gualberto, J.; Dumarcay, S.; Favier, F.; Didierjean, C.; Saul, F.; Haouz, A.; Morel-Rouhier, M.; Gelhaye, E.; Rouhier, N.; Hecker, A.
Glutathionyl-hydroquinone reductases from poplar are plastidial proteins that deglutathionylate both reduced and oxidized glutathionylated quinones
FEBS Lett.
589
37-44
2015
Populus trichocarpa
brenda
Huang, Y.; Xun, R.; Chen, G.; Xun, L.
Maintenance role of a glutathionyl-hydroquinone lyase (PcpF) in pentachlorophenol degradation by Sphingobium chlorophenolicum ATCC 39723
J. Bacteriol.
190
7595-7600
2008
Sphingobium chlorophenolicum, Sphingobium chlorophenolicum ATCC 39723
brenda
Green, A.R.; Hayes, R.P.; Xun, L.; Kang, C.
Structural understanding of the glutathione-dependent reduction mechanism of glutathionyl-hydroquinone reductases
J. Biol. Chem.
287
35838-35848
2012
Escherichia coli (P42620)
brenda
Schwartz, M.; Didierjean, C.; Hecker, A.; Girardet, J.M.; Morel-Rouhier, M.; Gelhaye, E.; Favier, F.
Crystal structure of Saccharomyces cerevisiae ECM4, a Xi-class glutathione transferase that reacts with glutathionyl-(hydro)quinones
PLoS ONE
11
e0164678
2016
Saccharomyces cerevisiae (P36156)
brenda