Information on EC 3.1.2.21 - dodecanoyl-[acyl-carrier-protein] hydrolase

for references in articles please use BRENDA:EC3.1.2.21
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The expected taxonomic range for this enzyme is: Umbellularia californica

EC NUMBER
COMMENTARY hide
3.1.2.21
-
RECOMMENDED NAME
GeneOntology No.
dodecanoyl-[acyl-carrier-protein] hydrolase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a dodecanoyl-[acyl-carrier protein] + H2O = an [acyl-carrier protein] + dodecanoate
show the reaction diagram
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of thioester
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
palmitate biosynthesis I (animals and fungi)
-
-
palmitate biosynthesis II (bacteria and plants)
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-
palmitate biosynthesis
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Fatty acid biosynthesis
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Starch and sucrose metabolism
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
dodecanoyl-[acyl-carrier protein] hydrolase
Acts on the acyl-carrier-protein thioester of C12 and, with a much lower activity, C14 fatty acids. The derivative of oleic acid is hydrolysed very slowly (cf. EC 3.1.2.14, oleoyl-[acyl-carrier-protein] hydrolase).
CAS REGISTRY NUMBER
COMMENTARY hide
137903-37-8
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
dodecanoyl-[acyl-carrier protein] + H2O
[acyl-carrier protein] + dodecanoate
show the reaction diagram
hexadecanoyl-[acyl-carrier protein] + H2O
[acyl-carrier protein] + hexadecanoate
show the reaction diagram
-
-
-
-
-
Octadecenoyl-[acyl-carrier protein] + H2O
[Acyl-carrier protein] + octadecenoate
show the reaction diagram
-
-
-
-
-
tetradecanoyl-[acyl-carrier protein] + H2O
[acyl-carrier protein] + tetradecanoate
show the reaction diagram
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
dodecanoyl-[acyl-carrier protein] + H2O
[acyl-carrier protein] + dodecanoate
show the reaction diagram
-
enzyme plays a major role in medium-chain fatty acid production
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-
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
NaCl
-
optimal concentration: 20-40 mM
phosphate
-
optimal concentration: 15-20 mM
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ca2+
-
1 mM, 50% inhibition
cholate
-
slight stimulation at 0.1 and 0.01% w/v. Strong inhibition at 1% w/v
Cu2+
-
1 mM, 100% inhibition
diethyldicarbonate
-
1 mM, 97% inhibition
dodecanoyl-[acyl-carrier protein]
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competitive with respect to tetradecanoyl-[acyl-carrier protein], wild type enzyme and mutant enzyme M197R/R199H/T123K
Mg2+
-
1 mM, 50% inhibition
Mn2+
-
1 mM, 50% inhibition
NaCl
-
100 mM, 50% inhibition, fully reversible by dialysis or dilution
NEM
-
5 mM, complete inhibition
octylglucoside
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stimulation at 0.1 and 0.01% w/v. Strong inhibition at 1% w/v
phosphate
-
100 mM, 50% inhibition, fully reversible by dialysis or dilution
Zn2+
-
1 mM, 100% inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
CHAPS
-
stimulation
cholate
-
slight stimulation at 0.1 and 0.01% w/v. Strong inhibition at 1% w/v
octylglucoside
-
stimulation at 0.1 and 0.01% w/v. Strong inhibition at 1% w/v
Triton X-100
-
stimulation
Zwittergent 3-8
-
stimulation
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0023
decanoyl-[acyl-carrier protein]
-
-
0.0019 - 0.0166
dodecanoyl-[acyl-carrier protein]
0.0036
hexadecanoyl-[acyl-carrier protein]
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-
0.01
octadecenoyl-[acyl-carrier protein]
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-
0.0023 - 0.0064
tetradecanoyl-[acyl-carrier protein]
0.0067
undecanoyl-[acyl-carrier protein]
-
tetradecanoyl-[acyl-carrier protein]
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
10
NaCl
-
fully reversible by dialysis or dilution
100
phosphate
-
fully reversible by dialysis or dilution
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
of Brassica napus transformed with Umbellularia californica enzyme cDNA. The normally seed-localized enzyme is expressed in active form in leaves and imported into chloroplast
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
of transformed Brassica napus leaves
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
34000
-
1 * 34000, SDS-PAGE
42000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
-
1 * 34000, SDS-PAGE
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
stable to repeated thawings
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-70°C, stable
-
0-4°C, 20% v/v glycerol or ethylene glycol, approximately 50% of the enzyme activity remains after 24 h
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Brassica napus
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expression in Escherichia coli, and in developing oilseeds of Arabidopsis thaliana and Brassica napus
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
M197E/E199H
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the double mutant M197R/R199H has equal preference for dodecanoyl-[acyl-carrier protein] and tetradecanoyl-[acyl-carrier protein]. Mutant T231K shows no altered specificity. Mutant R327Q and R322M/R327Q have specific activities towards dodecanoyl-[acyl-carrier protein] and tetradecanoyl-[acyl-carrier protein] decreased about 100fold and 30fold. The triple mutant M197R/R199H/T231K is a tetradecanoyl-[acyl-carrier protein] thioesterase