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Information on EC 4.2.1.53 - oleate hydratase
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EC Tree
4.2.1.53 oleate hydrataseIUBMB Comments
Acts on a number of 10-hydroxy acids.
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Word Map
- 4.2.1.53
-
oleic
- synthesis
- unsaturated
-
10-hydroxystearic
- stenotrophomonas
-
linoleic
- meningoseptica
- maltophilia
-
ohyas
-
elizabethkingia
-
carbon-carbon
- alkene
-
fad-dependent
-
palmitoleic
-
alpha-hydroxylase
-
lysinibacillus
- fusiformis
-
25-dihydroxyvitamin
The expected taxonomic range for this enzyme is: Bacteria, Archaea
Synonyms
oleate hydratase, ohase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
Hydratase, oleate
-
-
-
-
OA hydratase
OHase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(R)-10-Hydroxystearate = oleate + H2O
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
elimination
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
(R)-10-hydroxystearate 10-hydro-lyase (oleate-forming)
Acts on a number of 10-hydroxy acids.
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CAS REGISTRY NUMBER
COMMENTARY
9073-51-2
-
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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
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
alpha-linolenic acid + H2O
10-hydroxy-12(Z),15(Z)-octadecadienoic acid + 10,13-dihydroxy-15(Z)-octadecenoic acid
gamma-linolenic acid
10-hydroxy-6(Z),12(Z)-octadecadienoic acid + 10,13-dihydroxy-6(Z)-octadecenoic acid
ricinoleic acid
10,12-dihydroxystearic acid + H2O
-
90% conversion
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
-
?
(6Z,9Z,12Z)-octadec-6,9,12-trienoic acid + H2O
(6Z,12Z)-10-hydroxyoctadec-6,12-dienoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
A0A1C7FUY1
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
-
?
(9Z)-hexadec-9-enoic acid + H2O
10-hydroxyhexadecanoic acid
-
-
-
?
(9Z)-octadec-9-enoic acid + H2O
(R)-10-hydroxyoctadecanoic acid
-
-
-
?
(9Z)-octadec-9-enoic acid + H2O
(R)-10-hydroxyoctadecanoic acid
-
-
-
?
(9Z)-octadec-9-enoic acid + H2O
(R)-10-hydroxyoctadecanoic acid
-
-
-
-
?
(9Z)-octadec-9-enoic acid + H2O
(R)-10-hydroxyoctadecanoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
A0A1C7FUY1
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
-
?
(9Z,12Z)-octadec-9,12-dienoic acid + H2O
(12Z)-10-hydroxyoctadec-12-enoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
-
?
(9Z,12Z,15Z)-octadec-9,12,15-trienoic acid + H2O
(12Z,15Z)-10-hydroxyoctadec-12,15-dienoic acid
-
-
-
?
(R)-10-Hydroxystearate
Oleate + H2O
-
10D-hydroxystearic acid
DELTA10-trans-octadecenoic acid
r
(R)-10-Hydroxystearate
Oleate + H2O
-
only D-isomer of 10-hydroxystearate
-
?
alpha-linolenate + H2O
(R)-10-hydroxy-12,15(Z,Z)-octadecadienoate
-
-
-
-
?
alpha-linolenate + H2O
(R)-10-hydroxy-12,15(Z,Z)-octadecadienoate
-
-
-
-
?
alpha-linolenic acid + H2O
10-hydroxy-12(Z),15(Z)-octadecadienoic acid + 10,13-dihydroxy-15(Z)-octadecenoic acid
-
-
-
?
alpha-linolenic acid + H2O
10-hydroxy-12(Z),15(Z)-octadecadienoic acid + 10,13-dihydroxy-15(Z)-octadecenoic acid
-
-
-
?
alpha-linolenic acid + H2O
10-hydroxy-12,15(Z,Z)-octadecadienoic acid
-
-
-
-
?
alpha-linolenic acid + H2O
10-hydroxy-12,15(Z,Z)-octadecadienoic acid
-
-
82% yield after 18 h
-
?
alpha-linolenic acid + H2O
10-hydroxy-12,15(Z,Z)-octadecadienoic acid
-
-
-
-
?
gamma-linolenate + H2O
(R)-10-hydroxy-6,12-(Z,Z)-octadecadienoate
-
-
-
-
?
gamma-linolenate + H2O
(R)-10-hydroxy-6,12-(Z,Z)-octadecadienoate
-
-
-
-
?
gamma-linolenic acid
10-hydroxy-6(Z),12(Z)-octadecadienoic acid + 10,13-dihydroxy-6(Z)-octadecenoic acid
-
-
-
?
gamma-linolenic acid
10-hydroxy-6(Z),12(Z)-octadecadienoic acid + 10,13-dihydroxy-6(Z)-octadecenoic acid
-
-
-
?
gamma-linolenic acid + H2O
10-hydroxy-6,12(Z,Z)-octadecadienoic acid
-
-
-
-
?
gamma-linolenic acid + H2O
10-hydroxy-6,12(Z,Z)-octadecadienoic acid
-
-
-
-
?
linoleate + H2O
(R)-10-hydroxy-12(Z)-octadecenoate
-
-
-
-
?
linoleic acid
10-hydroxy-12(Z)-octadecenoic acid + 10,13-dihydroxyoctadecanoic acid
-
-
-
?
linoleic acid
10-hydroxy-12(Z)-octadecenoic acid + 10,13-dihydroxyoctadecanoic acid
-
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
87% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
87% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
49% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
49% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
85% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
18% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
18% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
38% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
38% product formation
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
M0BFX8
-
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
Natrinema thermotolerans DSM 11522
M0BFX8
-
-
-
?
linoleic acid + H2O
10-hydroxy-12(Z)-octadecenoic acid
-
-
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
77% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
77% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
80% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
80% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
90% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
90% product formation
-
-
?
myristoleic acid + H2O
10-hydroxytetradecanoic acid
Natrinema thermotolerans DSM 11522
M0BFX8
-
-
-
?
myristoleic acid + H2O
?
95% product formation
-
-
?
oleate + H2O
(R)-10-hydroxystearate
-
highest activity
-
-
?
oleate + H2O
(R)-10-hydroxystearate
-
highest specific activity
98% yield after 4 h
-
?
oleate + H2O
(R)-10-hydroxystearate
-
highest specific activity
98% yield after 4 h
-
?
oleate + H2O
10-hydroxystearic acid
87% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
87% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
26% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
26% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
89% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
2% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
2% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
33% product formation
-
-
?
oleate + H2O
10-hydroxystearic acid
33% product formation
-
-
?
oleic acid + H2O
10-hydroxyoctadecanoic acid
-
-
-
ir
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
93% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
93% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
95% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
95% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
95% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
37% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
37% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
91% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
91% product formation
-
-
?
Palmitoleic acid + H2O
10-Hydroxypalmitic acid
-
-
-
-
?
additional information
?
-
enzyme shows oleate hydratase activity, reaction of EC 4.2.1.53, but does not display linoleate isomerase activity
-
-
?
additional information
?
-
no activity with 10-hydroxyoctadecanoic acid
-
-
?
additional information
?
-
-
no activity with 10-hydroxyoctadecanoic acid
-
-
?
additional information
?
-
no activity with 10-hydroxyoctadecanoic acid
-
-
?
additional information
?
-
neither detectable activity for any saturated fatty acid tested (C14:0 to C18:0), nor for myristoleic acid, vaccenic acid, eicosatrienoic acid and eicosatetraenoic acid
-
-
?
additional information
?
-
neither detectable activity for any saturated fatty acid tested (C14:0 to C18:0), nor for myristoleic acid, vaccenic acid, eicosatrienoic acid and eicosatetraenoic acid
-
-
?
additional information
?
-
-
no hydration activity for myristic acid, palmitic acid, stearic acid, arachidic acid, petroselinic acid, elaidic acid, vaccenic acid, conjugated linoleic acids, arachidonic acid, erucic ac, and nervonic acid
-
-
?
additional information
?
-
-
no hydration activity for myristic acid, palmitic acid, stearic acid, arachidic acid, petroselinic acid, elaidic acid, vaccenic acid, conjugated linoleic acids, arachidonic acid, erucic ac, and nervonic acid
-
-
?
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NATURAL SUBSTRATE
NATURAL 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
oleate + H2O
(R)-10-hydroxystearate
-
highest activity
-
-
?
oleate + H2O
(R)-10-hydroxystearate
-
highest specific activity
98% yield after 4 h
-
?
oleate + H2O
(R)-10-hydroxystearate
-
highest specific activity
98% yield after 4 h
-
?
oleic acid + H2O
10-hydroxyoctadecanoic acid
-
-
-
ir
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
FAD
required for activity, maximum activity in the presence of 0.2 M FAD
FAD
-
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
-
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
with the multiple sequence alignment a motif indicative of FAD binding is identified
FAD
A0A1C7FUY1
with the multiple sequence alignment a motif indicative of FAD binding is identified
additional information
-
the addition of FAD (0.01-0.2 mM) has no effect on the activity
-
additional information
the addition of the cofactor FMN, NAD+, or NADP+ does not affect enzyme activity
-
additional information
-
the addition of the cofactor FMN, NAD+, or NADP+ does not affect enzyme activity
-
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
crystal structure reveals a coordinated Mg2+ ion close to the putative active site of the enzyme. Experimental data show that the Mg2+ ion has no influence on the hydration activity
additional information
additional information
calcium has no role in the catalytic mechanism
additional information
-
calcium has no role in the catalytic mechanism
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE