Information on EC 4.2.1.59 - 3-hydroxyacyl-[acyl-carrier-protein] dehydratase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Mark a special word or phrase in this record:
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Escherichia coli

EC NUMBER
COMMENTARY
4.2.1.59
-
RECOMMENDED NAME
GeneOntology No.
3-hydroxyacyl-[acyl-carrier-protein] dehydratase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
a (3R)-3-hydroxyacyl-[acyl-carrier protein] = a trans-2-enoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
elimination
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
8-amino-7-oxononanoate biosynthesis I
-
Biotin metabolism
-
cis-dodecenoate biosynthesis
-
cis-vaccenate biosynthesis
-
cis-vaccenate biosynthesis
BRENDA
BRENDA
BRENDA
Fatty acid biosynthesis
-
fatty acid elongation -- saturated
-
lipid metabolism
BRENDA
BRENDA
BRENDA
Metabolic pathways
-
mycolate biosynthesis
-
octanoyl-[acyl-carrier protein] biosynthesis (mitochondria, yeast)
-
palmitate biosynthesis
BRENDA
BRENDA
BRENDA
palmitate biosynthesis I (animals and fungi)
-
palmitate biosynthesis II (bacteria and plants)
-
palmitoleate biosynthesis I (E. coli)
-
stearate biosynthesis II (bacteria and plants)
-
stearate biosynthesis III (fungi)
-
superpathway of mycolate biosynthesis
-
SYSTEMATIC NAME
IUBMB Comments
(3R)-3-hydroxyoctanoyl-[acyl-carrier protein] hydro-lyase (oct-2-enoyl-[acyl-carrier protein]-forming)
This enzyme is responsible for the dehydration step of the dissociated (type II) fatty-acid biosynthesis system that occurs in plants and bacteria. The enzyme uses fatty acyl thioesters of ACP in vivo. Different forms of the enzyme may have preferences for substrates with different chain length. For example, the activity of FabZ, the ubiquitous enzyme in bacteria, decreases with increasing chain length. Gram-negative bacteria that produce unsaturated fatty acids, such as Escherichia coli, have another form (FabA) that prefers intermediate chain length, and also catalyses EC 5.3.3.14, trans-2-decenoyl-[acyl-carrier protein] isomerase. Despite the differences both forms can catalyse all steps leading to the synthesis of palmitate (C16:0). FabZ, but not FabA, can also accept unsaturated substrates [4].
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
3-hydroxyacyl-ACP dehydratase
P0A6Q3
-
Beta-hydroxyoctanoyl-ACP-dehydrase
-
-
-
-
Beta-Hydroxyoctanoyl-acyl carrier protein dehydrase
-
-
-
-
D-3-Hydroxyoctanoyl-acyl carrier protein dehydratase
-
-
-
-
Dehydratase, beta-hydroxyoctanoyl thioester
-
-
-
-
Dehydratase, D-3-hydroxyoctanoyl-[acyl carrier protein]
-
-
-
-
FabA
-
-
-
-
FabZ
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
9030-85-7
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(3R)-3-Hydroxydecanoyl-[acyl-carrier protein]
2-Decenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
(3R)-3-Hydroxydecanoyl-[acyl-carrier protein]
2-Decenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
P0A6Q3
-
-
-
?
(3R)-3-hydroxydodecanoyl-[acyl-carrier protein]
2-dodecenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
(3R)-3-Hydroxyheptanoyl-[acyl-carrier protein]
2-Heptenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
(3R)-3-Hydroxyhexanoyl-[acyl-carrier protein]
2-Hexenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
(3R)-3-Hydroxynonanoyl-[acyl-carrier protein]
2-Nonenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
(3R)-3-Hydroxyoctanoyl-[acyl-carrier protein]
2-Octenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
beta-hydroxyoctanoyl-ACP
-
-
-
(3R)-3-Hydroxyundecanoyl-[acyl-carrier protein]
2-Undecenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
additional information
?
-
-
no activity on C14- or C16-ACP derivatives, specific for 3-hydroxyacyl-[acyl-carrier protein] derivatives, C6 to C12, highest activity on C8 derivative, 3-Hydroxyacyl-[acyl-carrier protein] derivatives, C6 to C12
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(3R)-3-Hydroxydecanoyl-[acyl-carrier protein]
2-Decenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
P0A6Q3
-
-
-
?
(3R)-3-hydroxydodecanoyl-[acyl-carrier protein]
2-dodecenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
-
-
-
-
-
additional information
?
-
-
3-Hydroxyacyl-[acyl-carrier protein] derivatives, C6 to C12
-
-
-
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
p-chloromercuribenzoate
-
inhibition at 0.1 mM
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.089
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
8.5
-
-
enzyme assay at
PDB
SCOP
CATH
ORGANISM
Escherichia coli (strain K12)
Escherichia coli (strain K12)
Escherichia coli (strain K12)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Neisseria meningitidis serogroup C / serotype 2a (strain ATCC 700532 / DSM 15464 / FAM18)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Yersinia pseudotuberculosis serotype I (strain IP32953)
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
sitting drop vapor diffusion method, using 10 mM sodium phosphate (pH 8.0), 350 mM sodium acetate, 1 M LiCl and 35% (w/v) PEG3350
P0A6Q3
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
60
65
-
20-30% loss of activity after 5 min
70
-
-
90% loss of activity after 5 min
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Ni-affinity column chromatography
P0A6Q3
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
P0A6Q3