Ligand 2-propanol

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 2-propanol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H8O
2-propanol
GJXWDTUCERCKIX-UHFFFAOYSA-N
Synonyms:
2-hydroxypropane, i-Propanol, iso-propanol, Isopropanol, Isopropyl alcohol, isopropylalcohol, propan-2-ol, propanol-2


Show all pahtways known for Show all BRENDA pathways known for 2-propanol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-propanol + NADP+ = acetone + NADPH
show the reaction diagram
-
2-propanol + NAD(P)+ = propan-2-one + NAD(P)H + H+
show the reaction diagram
-
propan-2-ol + NADP+ = acetone + NADPH + H+
show the reaction diagram
-
isopropanol + O2 = 2-propanone + H2O2
show the reaction diagram
-
2-propanol + O2 = propan-2-one + H2O2
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetone + NAD(P)H + H+ = propan-2-ol + NAD(P)+
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (81 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isopropanol + NAD+ = isopropylaldehyde + NADH + H+
show the reaction diagram
-
propan-2-ol + NADP+ = acetone + NADPH
show the reaction diagram
-
2-propanol + NADP+ = propanone + NADPH + H+
show the reaction diagram
isopropanol + 2 NAD+ + H2O = ? + 2 NADH + 2 H+
show the reaction diagram
-
2-propanol + NADP+ = ? + NADPH + H+
show the reaction diagram
-
isopropanol + NAD+ = isopropanal + NADH + H+
show the reaction diagram
-
2-propanol + NAD+ = acetone + NADH
show the reaction diagram
-
2-propanol + NAD+ = acetone + NADH + H+
show the reaction diagram
-
2-propanol + NAD+ = acetone + NADH + H+
show the reaction diagram
-
2-propanol + NAD+ = acetone + NADH
show the reaction diagram
-
2-propanol + NAD+ = acetone + NADH
show the reaction diagram
-
propan-2-ol + NAD+ = propan-2-one + NADH + H+
show the reaction diagram
-
isopropanol + NAD+ = isopropanal + NADH + H+
show the reaction diagram
-
2-propanol + ferricytochrome c = ?
show the reaction diagram
-
2-propanol + acceptor = 2-propanone + reduced acceptor
show the reaction diagram
-
2-propanol + O2 = acetone + H2O2
show the reaction diagram
-
propan-2-ol + a quinone = acetone + a quinol
show the reaction diagram
-
2-propanol + pyrroloquinoline quinone = acetone + pyrroloquinoline quinol
show the reaction diagram
-
2-propanol + acceptor = acetone + reduced acceptor
show the reaction diagram
-
2-propanol + N,N-dimethyl-4-nitrosoaniline = acetone + 4-(hydroxylamino)-N,N-dimethylaniline
show the reaction diagram
-
3'-phosphoadenylylsulfate + 2-propanol = adenosine 3',5'-bisphosphate + 2-propyl sulfate
show the reaction diagram
-
isopropanol + phenyl alpha-D-galactoside = ?
show the reaction diagram
-
di-N-acetylchitobiose + 2-propanol = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetone + NADPH + H+ = propan-2-ol + NADP+
show the reaction diagram
-
propan-2-one + NADH + H+ = propan-2-ol + NAD+
show the reaction diagram
-
acetone + NADPH + H+ = propan-2-ol + NADP+
show the reaction diagram
-
propanone + reduced coenzyme F420 = 2-propanol + oxidized coenzyme F420
show the reaction diagram
-
propane + NADPH + H+ + O2 = propan-2-ol + NADP+ + H2O
show the reaction diagram
-
propane + NADH + H+ + O2 = propan-2-ol + NAD+ + H2O
show the reaction diagram
-
propane + NAD(P)H + O2 = 1-propanol + 2-propanol + NAD(P)+ + H2O
show the reaction diagram
-
isopropyl acetate + H2O = isopropanol + acetate
show the reaction diagram
-
iso-propyl ferulate + H2O = ferulic acid + iso-propanol
show the reaction diagram
-
i-Propyl-phosphate + H2O = i-Propanol + phosphate
show the reaction diagram
-
isopropyl methylphosphonate + H2O = isopropanol + methylphosphonate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
120–125% activation after incubation for 25 h in the presence of 17% 2-propanol. High concentration (30%) result in enzyme inactivation to 5–30% of the initial values following 5 h incubation at 50°C
-
increases conversion, giving the conversion of 90% compared to 9% in control at a substrate concentration of 70 mM in 1 h. Operational stability increases at higher temperatures with the addition of 2-propanol in the reaction mixture with good conversion (90%) and enantiomeric excess (more than 99%) at 45°C and 50°C. It may be used as a co-substrate for the bioreduction reaction, which may help in widening its applicability in terms of substrate tolerance, reduced time of conversion, increased conversion rate and thermostability
highly efficient reduction of ketones by coupling with excess isopropanol to regenerate NADPH
-
activity is enhanced in the presence of 10-50% (v/v)
-
increases maximal reaction rate
-
stimulation
-
increases the yield of beta-cyclodextrin
-
above 70%, activation
-
10% v/v, 460% of initial activity, 30% v/v, 110% of initial activity
-
isopropanol increases the enzyme activity to 133%
-
activates even at higher concentrations
-
2fold activation at 5% (v/v)
-
the presence of 15% (v/v) isopropanol generates a significant increase of 80% on enzyme activity
-
about 140% activity at 2 mM
-
5% (v/v), 30 min at room temperature, 1.95fold activation
-
1% (v/v), 1.2fold activation
-
stimulation by aliphatic alcohols in a decreasing order of effectiveness: ethylene glycol > 2-propanol > ethanol > glycerol > methanol > 1-propanol
-
isoform AC6 shows about 20% stimulation of activity with 100 mM 2-propanol, isoform AC7 shows about 35% stimulation of activity with 100 mM 2-propanol, isoform AC9 shows about 40% stimulation of activity with 100 mM 2-propanol
-

Inhibitor in Enzyme-catalyzed Reactions (155 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at 10% propan-2-ol kcat reaches 65% of that at 1.25% propan-2-ol
-
substrate inhibition
-
10%, inactivation
-
compatitive inhibition at 19.3-76 mM, binding structure analysis by circular dichroism and fluorescence spectroscopy. Four isopropanol molecules interact with amino acids. Most of these molecules move around the amino acidin the binding sites, and only one isopropanol molecule interacts with His285
-
52% inhibition at 30% concentration as co-solvent
-
33-66% residual activity at 20 and 40% (v/v)
-
IC50 of 4.7 vol%
-
10% (v/v), 14% inhibition; 86% inhibition
-
10% v/v, less than 65% inhibition; less than 65% activity in the presence of 10% (v/v)
-
about 30% residual activity at 10% (v/v)
-
55% residual activity in the presence of 90% (v/v) 2-propanol, after 60 min at 70°C
-
complete inhibition at 75% v/v
-
80-90% inhibition
-
65-95% inhibition at 5-10%, respetively
-
55% residual activity in the presence of 90% (v/v) 2-propanol, after 60 min at 70°C
-
40%, relative activity is decreased to 80%
strong inhibition at 5%
-
1% (v/v), about 25% loss of activity, 5% (v/v), about 55% loss of activity
-
about 60% residual activity at 20% (v/v)
-
5%, 21.6% inhibition of activity with carboxymethyl cellulose, 53% inhibition of xylanase activity, fusion enzyme (EG-M-Xyn) of endoglucanase (cellulase) from Teleogryllus emma and xylanase from Thermomyces lanuginosus
-
about 40% residual activity at 10% (v/v)
-
hydration of trans-stilbene oxide
-
Ki: 8 mM
-
above 5%
-
above 5%
-
at 25% (v/v) isopropanol, the enzyme activity drops to 50%, enzyme activity is completely lost at 35% (v/v)
-
5% (v/v), about 40% loss of activity, 50% (v/v), about 95% loss of activity
-
at 12.5% (v/v) remaining activity, 69.99%, and 25% (v/v) remaining activity, 3.72%
-
15-20% of maximum activity when assayed in 40% (v/v) 2-propanol
-
2% (v/v), 35.7% inhibition
-

Metals and Ions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (2355 results)

EC NUMBER
ENZYME 3D STRUCTURE