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

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EC NUMBER
COMMENTARY hide
4.2.1.59
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RECOMMENDED NAME
GeneOntology No.
3-hydroxyacyl-[acyl-carrier-protein] dehydratase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
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
COMMENTARY hide
LITERATURE
elimination
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
(5Z)-dodec-5-enoate biosynthesis I
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(5Z)-dodec-5-enoate biosynthesis II
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8-amino-7-oxononanoate biosynthesis I
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cis-vaccenate biosynthesis
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fatty acid elongation -- saturated
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gondoate biosynthesis (anaerobic)
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mycolate biosynthesis
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octanoyl-[acyl-carrier protein] biosynthesis (mitochondria, yeast)
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oleate biosynthesis IV (anaerobic)
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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 (from (5Z)-dodec-5-enoate)
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stearate biosynthesis II (bacteria and plants)
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stearate biosynthesis III (fungi)
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superpathway of mycolate biosynthesis
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cis-vaccenate biosynthesis
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lipid metabolism
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palmitate biosynthesis
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Fatty acid biosynthesis
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Biotin metabolism
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Metabolic pathways
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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].
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CAS REGISTRY NUMBER
COMMENTARY hide
9030-85-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
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
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(3R)-3-Hydroxyheptanoyl-[acyl-carrier protein]
2-Heptenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
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(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
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beta-hydroxyoctanoyl-ACP
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(3R)-3-Hydroxyundecanoyl-[acyl-carrier protein]
2-Undecenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
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additional information
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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
(3R)-3-Hydroxydecanoyl-[acyl-carrier protein]
2-Decenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
P0A6Q3
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?
(3R)-3-hydroxydodecanoyl-[acyl-carrier protein]
2-dodecenoyl-[acyl-carrier protein] + H2O
show the reaction diagram
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additional information
?
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3-Hydroxyacyl-[acyl-carrier protein] derivatives, C6 to C12
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
p-chloromercuribenzoate
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inhibition at 0.1 mM
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.5
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enzyme assay at
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PDB
SCOP
CATH
ORGANISM
UNIPROT
Brevibacillus brevis (strain 47 / JCM 6285 / NBRC 100599)
Brevibacillus brevis (strain 47 / JCM 6285 / NBRC 100599)
Escherichia coli (strain K12)
Escherichia coli (strain K12)
Escherichia coli (strain K12)
Francisella tularensis subsp. tularensis (strain SCHU S4 / Schu 4)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Helicobacter pylori (strain ATCC 700392 / 26695)
Liberibacter asiaticus (strain psy62)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Neisseria meningitidis serogroup C / serotype 2a (strain ATCC 700532 / DSM 15464 / FAM18)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1)
Vibrio cholerae serotype O1 (strain ATCC 39541 / Classical Ogawa 395 / O395)
Yersinia pestis bv. Antiqua (strain Antiqua)
Yersinia pseudotuberculosis serotype I (strain IP32953)
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Crystallization/COMMENTARY
ORGANISM
UNIPROT
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
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
60 - 65
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20-30% loss of activity after 5 min
70
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90% loss of activity after 5 min
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-affinity column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
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Show AA Sequence (19784 entries)
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LINKS TO OTHER DATABASES (specific for EC-Number 4.2.1.59)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)