Ligand sulfhydryl reagents

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Basic Ligand Information

Molecular Structure
Picture of sulfhydryl reagents (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
HRS
sulfhydryl reagents
PJIJUHMRYXGBME-UHFFFAOYSA-N
Synonyms:
a thiol, free sulfhydryl groups, mercaptan, R'-SH, R-SH, reduced sulfhydryl compounds, reduced thiols, RSH, S-sulfanyl-acceptor, SH-compounds, SH-groups, SH compounds, sulfhydryl components, sulfhydryl compound, sulfhydryl compounds, sulfhydryl group containing substances, sulfhydryl groups, sulphydryl reagents, thiol, thiol compound, thiol compounds, thiol group, thiol groups, thiol reagents, thiols

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + a thiol = S-adenosyl-L-homocysteine + a thioether
show the reaction diagram
-
3'-phosphoadenylylsulfate + a thiol = adenosine 3',5'-bisphosphate + an S-alkyl thiosulfate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-cysteine + acceptor = L-alanine + S-sulfanyl-acceptor
show the reaction diagram
-
-
RS-CH2-CH(NH3+)COO- + H2O = RSH + NH3 + pyruvate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
R-SH + O2 = R-S-S-R + H2O2
show the reaction diagram
-
S-adenosyl-L-methionine + a thiol = S-adenosyl-L-homocysteine + a thioether
show the reaction diagram
-
thiosulfate + a thiol = ?
show the reaction diagram
-
3'-phosphoadenylylsulfate + a thiol = adenosine 3',5'-bisphosphate + an S-alkyl thiosulfate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
RSSR + glutathione = glutathione-SSR + R-SH
show the reaction diagram
-
L-cysteine + acceptor = L-alanine + S-sulfanyl-acceptor
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (105 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
requirement
-
dependent
-
activate the L-dopa activity
-
e.g. reduced glutathione, cysteine, 2-mercaptopropionylglycine activate
-
exogenous thiols are required for catalytic reduction of Hg(II) to Hg2+, due to prevention or reversal of formation of an abortive complex of Hg(II) with the thiol/thiolate pair of two-electron reduced enzyme
-
in absence of thiols or ascorbate, no NO generation is detected from xanthine oxidase mediated organic nitrate reduction
-
requirement for reduced form
-
required for activity, thiol requirement can be satisfied by dithiothreitol, stimulation by glutathione, thioredoxin or reduced lipoc acid is negligible compared to that of dithiothreitol
-
most effective activator towards iodoacetate inhibition
-
stimulate
-
activate
-
stimulate
-
required
-
required
-
increase activity, more markedly in bacteria
-
essential for full activity
-
required for activity
-
requirement
-
required
-
required for activity in solution
-
with RNA core as substrate
-
activation
-
activation, enzyme I
-
activate, strict requirement for reduced sulfhydryl group
-
activate
-
activate
-
accelerate the action
-
activate
-
activation
-
enzyme contains 1 thiol group per molecule, this thiol group is essential for catalytic activity
-
activate
-
activates
-
stimulation
-
activate
-
required for activity of the partially purified enzyme
-
i.e. beta-mercaptoethanol
-
activate
-
the enzyme contains six sulfhydryl groups
-
wild type and mutant enzyme each contain two SH groups per alpha-chain
-
stimulates
-
required for optimal activity, Km for Cys: 0.43 mM
-
dependent on
-
required for maintenance of activity
-
required
-
activates
-
required
-
activate, e.g. 2-mercaptoethanol, 1,3-dimercaptoethanol
-
activate
-
activation
-
required for optimal activity
-
increases activity
-
can reactivate oxygen-inactivated enzyme, optimal activation when 0.9 mM Fe2+ is present
-
keeps essential labile sulfhydryl groups reduced and protects from oxygen
-
activate
-
e.g. dithiothreitol, required
-
required for Gln-dependent activity
-

Inhibitor in Enzyme-catalyzed Reactions (84 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strong inhibition
-
strong
-
strong inhibition
-
strongly
-
in presence but not in absence of reduced coenzyme
-
at high concentrations above 20 mM
-
enzyme is inhibited by sulfhydryl-modifying reagents, inhibition mode and mechanism
-
W strain
-
protected by 2-mercaptoethanol
-
glutathione or L-cysteine restores activity
-
inhibition may be caused by modification of sulfhydryl residues involved in activity
-
not
-
formation of pyruvate from phosphoenolpyruvate and phosphate
-
protection by substrate
-
-
-
-
-
suppress activity of enzyme form GS1
-
effects of ATP, acetyl-CoA, and oxalacetate on the rates of inactivation of pyruvate carboxylase by sulfhydryl reagents depend upon the anion present, the reagent used, and the phase of inactivation considered. Protection by acetyl-CoA is cooperative
-
activity of CtrA3 decreased at concentrations of 20 mM and above
-

Metals and Ions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
the enzyme is a neutral thiol metalloprotease requiring both free thiol and divalent cations for activity
-

Enzyme Kinetic Parameters

References & Links

Links to other databases for sulfhydryl reagents

ChEBI
PubChem
-
PubChem