Ligand isopropyl-thio-beta-D-galactopyranoside

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Basic Ligand Information

Molecular Structure
Picture of isopropyl-thio-beta-D-galactopyranoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H18O5S
isopropyl-thio-beta-D-galactopyranoside
BPHPUYQFMNQIOC-NXRLNHOXSA-N
Synonyms:
IPTG, isopropyl-1-thio-beta-D-galactopyranoside, isopropyl-1-thio-beta-D-galactoside, isopropyl-beta-D-thiogalactopyranoside, isopropyl-beta-D-thiogalactoside, isopropyl-beta-D-thiogalactosylpyranoside, isopropyl beta-D-1-thiogalactopyranoside[side 1], isopropyl beta-D-thiogalactoside, isopropyl thio-beta-D-galactoside, isopropyl thiogalactoside, propan-2-yl 1-thio-beta-D-galactopyranoside

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
[protein]-Npi-phospho-L-histidine + isopropyl beta-D-1-thiogalactopyranoside[side 1] = [protein]-L-histidine + isopropyl beta-D-1-thiogalactopyranose 6'-phosphate[side 2]
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isopropyl-beta-D-thiogalactosylpyranoside + O2 = isopropyl-beta-D-thiogalactosyl-hexodialdose + H2O2
show the reaction diagram
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acetyl-CoA + isopropyl beta-D-thiogalactoside = CoA + isopropyl 6-O-acetyl-beta-D-thiogalactoside
show the reaction diagram
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[protein]-Npi-phospho-L-histidine + isopropyl beta-D-1-thiogalactopyranoside[side 1] = [protein]-L-histidine + isopropyl beta-D-1-thiogalactopyranose 6'-phosphate[side 2]
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inducer of gene expression, results in the increased activity of PDOR in LB medium
-
for the expressed protein, final concentration of 1 mmol in culture solution
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1 mM induces cultures at the exponential phase of growth
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induces expression
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induction of the enzyme gene
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induction of protein expression at a final concentration of 0.5 mM
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recombinant protein expression is induced with 1 mM
-
50% increased activity at 1 mM
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1 mM, after 2 h RNase major protein in cell extracts of E.coli strain BL21(DE3)
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transcription induced by 1 mM
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induction of the pdg gene
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induction of gene expression
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inducer
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concentration 1mM
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Inhibitor in Enzyme-catalyzed Reactions (68 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibitory above 0.075 mM
-
at concentrations from 50 micromolar up to 5000 micromolar of IPTG the activity decreases by more than 50%
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3D Structure of Enzyme-Ligand-Complex (PDB) (158 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (9 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

References & Links

Links to other databases for isopropyl-thio-beta-D-galactopyranoside

ChEBI
PubChem
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PubChem