5.3.2.1: phenylpyruvate tautomerase
This is an abbreviated version!
For detailed information about phenylpyruvate tautomerase, go to the full flat file.
Word Map on EC 5.3.2.1
-
5.3.2.1
-
necrosis
-
monocyte
-
tnf
-
endothelial
-
lymphocyte
-
chemokine
-
autoimmune
-
anti-mif
-
glucocorticoid
-
arthritis
-
pulmonary
-
artery
-
leukocyte
-
angiogenesis
-
sepsis
-
rheumatoid
-
tnf-alpha
-
lipopolysaccharide
-
factor-alpha
-
myocardial
-
t-cells
-
atherosclerosis
-
chemotactic
-
c-reactive
-
pituitary
-
chemoattractant
-
infarct
-
lupus
-
lymphokine
-
toll-like
-
autocrine
-
cxcr2
-
synovial
-
ifn-gamma
-
il-1beta
-
counter-regulator
-
chemokine-like
-
erythematosus
-
immunoregulatory
-
cell-mediated
-
glomerulonephritis
-
dehalogenation
-
tautomerization
-
counterregulates
-
delayed-type
-
pro-tumorigenic
-
drug development
- 5.3.2.1
- necrosis
- monocyte
- tnf
- endothelial
- lymphocyte
- chemokine
- autoimmune
-
anti-mif
- glucocorticoid
- arthritis
- pulmonary
- artery
- leukocyte
- angiogenesis
- sepsis
-
rheumatoid
- tnf-alpha
- lipopolysaccharide
- factor-alpha
- myocardial
- t-cells
- atherosclerosis
-
chemotactic
-
c-reactive
- pituitary
-
chemoattractant
- infarct
-
lupus
- lymphokine
-
toll-like
-
autocrine
- cxcr2
-
synovial
- ifn-gamma
- il-1beta
-
counter-regulator
-
chemokine-like
- erythematosus
-
immunoregulatory
-
cell-mediated
- glomerulonephritis
-
dehalogenation
-
tautomerization
-
counterregulates
-
delayed-type
-
pro-tumorigenic
- drug development
Reaction
Synonyms
CaaD, CCH2, cis-3-chloroacrylic acid dehalogenase, cis-CaaD, Macrophage migration inhibitory factor, macrophage migration inhibitory factor tautomerase, MIF, MIF tautomerase, phenyl(enol)pyruvate tautomerase, Phenylpyruvate keto-enol tautomerase, Phenylpyruvic keto-enol isomerase, PPT, Tautomerase, phenylpyruvate, trans-3-chloroacrylic acid dehalogenase
ECTree
5.3.2.1 phenylpyruvate tautomeraseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 5.3.2.1 - phenylpyruvate tautomerase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
top
SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-(3-hydroxyphenyl)pyruvate
2-hydroxy-3-(3-hydroxyphenyl)prop-2-enoate
-
keto-form
enol-form
?
4-(hydroxyphenyl)pyruvate
4-(hydroxyphenyl)pyruvate
enol form
keto form
-
?
trans-3-chloroacrylate
malonate semialdehyde + HCl
-
the reaction is performed by CAAD
-
-
?
(4-hydroxyphenyl)enolpyruvate
(4-hydroxyphenyl)pyruvate
-
-
-
-
?
(4-hydroxyphenyl)enolpyruvate
(4-hydroxyphenyl)pyruvate
-
-
-
-
?
2-oxo-3-pentynoate
acetopyruvate + ?
-
at pH 6.5, CCH2 exhibits hydratase activity and converts 2-oxo-3-pentynoate to acetopyruvate
-
-
?
2-oxo-3-pentynoate
acetopyruvate + ?
-
at pH 6.5, CCH2 exhibits hydratase activity and converts 2-oxo-3-pentynoate to acetopyruvate
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
-
-
?
3-(4-hydroxyphenyl)pyruvate
2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
-
keto-form
enol-form
?
cis-3-chloroacrylate
malonate semialdehyde + HCl
-
the reaction is performed by cis-CAAD
-
-
?
cis-3-chloroacrylate
malonate semialdehyde + HCl
-
the reaction is performed by cis-CAAD
-
-
?
enol-(p-hydroxyphenyl)pyruvate
keto-(p-hydroxyphenyl)pyruvate
-
-
r
enol-phenylpyruvate
keto-phenylpyruvate
-
-
reaction is stereoselective, generating the (3R) isomer of [3-D]phenylpyruvate in D2O in a ratio of 6.6:1
-
?
enol-phenylpyruvate
keto-phenylpyruvate
-
reaction is stereoselective, generating the 3S isomer of [3-D]phenylpyruvate in a 18:1 ratio in D2O
-
-
?
enol-phenylpyruvate
keto-phenylpyruvate
-
reaction is stereoselective, generating the 3S isomer of [3-D]phenylpyruvate in a 18:1 ratio in D2O
-
-
?
keto-(p-hydroxyphenyl)pyruvate
enol-(p-hydroxyphenyl)pyruvate
the substrate interacts with Pro1, Lys32 and Ile64 from one subunit and Tyr95 and Asn97 from an adjacent subunit
-
?
keto-(p-hydroxyphenyl)pyruvate
enol-(p-hydroxyphenyl)pyruvate
-
-
r
Phenylpyruvate
Phenylpyruvate
-
converts the enol-form to the keto-form by incorporating a solvent proton into the pro-R position, in the reverse reaction the same pro-R proton is abstracted
enol-form
?
additional information
?
-
the enzyme is chemotactic for human monocytes and activates them to produce IL-8, TNF-alpha and endogenous MIF
-
?
additional information
?
-
-
the enzyme is chemotactic for human monocytes and activates them to produce IL-8, TNF-alpha and endogenous MIF
-
?
additional information
?
-
important immunoregulatory molecule with a unique ability to suppress the anti-inflammatory effects of glucocorticoids
-
?
additional information
?
-
-
MIF is a homotrimeric multifunctional proinflammatory cytokine. It also shows dopachrome tautomerase activity. Binding of MIF to its receptor, CD74, overview
-
-
?
additional information
?
-
-
the MIF protein is multifunctional, exhibiting besides its tautomerase activity, e.g. also L-dopachrome isomerase activity, EC 5.3.3.12, and thioredoxin-like function, or its cytokine function, overview
-
-
?
additional information
?
-
-
the N-terminal Pro is essential for the tautomerase activity of MIF
-
-
?
additional information
?
-
-
the enzymatic activity of macrophage migration inhibitory factor does not play a role in its migration inhibiting properties. Macrophage migration inhibitory factor is an inhibitor of the random migration of monocytes and macrophages and has since been proposed to have a number of immune and catalytic functions, macrophage migration inhibitory factor is an inhibitor of monocyte chemoattractant protein 1-induced chemotaxis of human peripheral blood monocytes
-
?
additional information
?
-
-
CCH2 functions as an efficient PPT and exhibits low-level promiscuous dehalogenase activity, processing both cis- and trans-3-chloroacrylic acid
-
-
?
additional information
?
-
-
CCH2 functions as an efficient PPT and exhibits low-level promiscuous dehalogenase activity, processing both cis- and trans-3-chloroacrylic acid
-
-
?
