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

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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
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
elimination
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
8-amino-7-oxononanoate biosynthesis I
-
Biotin metabolism
-
cis-dodecenoyl biosynthesis
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cis-vaccenate biosynthesis
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Fatty acid biosynthesis
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fatty acid elongation -- saturated
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Metabolic pathways
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octanoyl-ACP biosynthesis (mitochondria, yeast)
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palmitate biosynthesis I (animals and fungi)
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palmitate biosynthesis II (bacteria and plants)
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palmitoleate biosynthesis I
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stearate biosynthesis II (bacteria and plants)
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stearate biosynthesis III (fungi)
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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
Beta-hydroxyoctanoyl-ACP-dehydrase
-
-
-
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Beta-Hydroxyoctanoyl-acyl carrier protein dehydrase
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-
-
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D-3-Hydroxyoctanoyl-acyl carrier protein dehydratase
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-
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Dehydratase, beta-hydroxyoctanoyl thioester
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-
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Dehydratase, D-3-hydroxyoctanoyl-[acyl carrier protein]
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-
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CAS REGISTRY NUMBER
COMMENTARY
9030-85-7
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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-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
-
-
-
-
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(3R)-3-Hydroxynonanoyl-[acyl-carrier protein]
2-Nonenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
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-
-
-
-
(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
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-
-
-
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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
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-
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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-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
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-
-
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
Burkholderia thailandensis (strain E264 / ATCC 700388 / DSM 13276 / CIP 106301)
Campylobacter jejuni subsp. jejuni serotype O:23/36 (strain 81-176)
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)
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