Information on EC 2.3.1.147 - glycerophospholipid arachidonoyl-transferase (CoA-independent)

Word Map on EC 2.3.1.147
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
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 enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.3.1.147
-
RECOMMENDED NAME
GeneOntology No.
glycerophospholipid arachidonoyl-transferase (CoA-independent)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-organyl-2-arachidonoyl-sn-glycero-3-phosphocholine + 1-organyl-2-lyso-sn-glycero-3-phosphoethanolamine = 1-organyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine + 1-organyl-2-lyso-sn-glycero-3-phosphocholine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
1-organyl-2-arachidonoyl-sn-glycero-3-phosphocholine:1-organyl-2-lyso-sn-glycero-3-phosphoethanolamine arachidonoyltransferase (CoA-independent)
Catalyses the transfer of arachidonate and other polyenoic fatty acids from intact choline or ethanolamine-containing glycerophospholipids to the sn-2 position of a lyso-glycerophospholipid. The organyl group on sn-1 of the donor or acceptor molecule can be alkyl, acyl or alk-1-enyl. The term 'radyl' has sometimes been used to refer to such substituting groups. Differs from EC 2.3.1.148 glycerophospholipid acyltransferase (CoA-dependent) in not requiring CoA and in its specificity for poly-unsaturated acyl groups.
CAS REGISTRY NUMBER
COMMENTARY hide
102347-79-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
-
the enzyme participates in the high affinity-low capacity pathway. Cells use this pathway to rapidly incorporate and remodel arachinonic acid through various glycerophospholipids. The predominant enzymes in this pathway include long chain fatty-acid ligase, lysophospholipid: acyl-CoA acyltransferase, and acyl-CoA independent transacylase, overview
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-Acyl-glycerophosphocholine + diacylcholine glycerolipid
?
show the reaction diagram
-
-
-
-
-
1-Acyl-glycerophosphoethanolamine
?
show the reaction diagram
-
,transfer of 20:4 from diacylglycerophosphocholine
-
-
-
1-Alkenyl-2-lysoglycerophospholipid + 1-acyl-2-arachidonoyl-glycerophosphocholine
1-Alkenyl-2-arachidonyl-glycerophospholipid + 1-acyl-2-lyso-glycerophosphocholine
show the reaction diagram
-
-
-
-
-
1-Alkenyl-2-lysoglycerophospholipid + 1-alkyl-2-arachidonoyl-glycerophosphocholine
1-Alkenyl-2-arachidonoylglycerophospholipid + 1-alkyl-2-lyso-glycerophosphocholine
show the reaction diagram
-
-
-
-
-
1-Alkenyl-glycerophosphoethanolamine + diacylglycerophosphocholine
?
show the reaction diagram
-
transfer of 20:4 from diacylglycerophosphocholine
-
-
-
1-alkyl-2-lyso-glyceryl phosphorylcholine + oleoyl-CoA
?
show the reaction diagram
-
-
-
-
?
1-alkyl-2-lyso-glyceryl-3-phosphorylcholine + 1-acyl-2-arachidonoyl-glyceryl-3-phosphorylcholine
1-alkyl-2-arachidonoylglycerophosphocholine + 1-acyl-2-lyso-glycerophosphocholine
show the reaction diagram
-
-
-
-
-
1-Alkyl-2-lysoglycerophospholipid + 1-acyl-2-arachidonoyl-glycerophosphocholine
?
show the reaction diagram
-
-
-
-
-
1-Alkyl-2-lysoglycerophospholipid + 1-alkyl-2-arachidonoyl-glycerophosphocholine
1-Alkyl-2-arachidonoylglycerophospholipid + 1-alkyl-2-lyso-glycerophosphocholine
show the reaction diagram
-
-
-
-
-
1-Alkyl-glycerophosphocholine + diacylcholine glycerolipid
?
show the reaction diagram
-
-
-
-
-
1-Alkyl-glycerophosphoethanolamine + diacylglycerophosphocholine
?
show the reaction diagram
-
transfer of 20:4 from diacylglycerophosphocholine
-
-
-
Alkenyl-glycerophosphocholine + diacylcholine glycerolipid
?
show the reaction diagram
-
-
-
-
-
additional information
?
-
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
additional information
?
-
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(3S,4R)-[4-(Isobutenyloxy)-3-triphenylmethylamino]azetitin-2-one
-
i.e. SB 216754
1-O-Octadecyl-2-O-methyl-sn-glycero-3-phosphocholine
-
-
1-[2-[3-(4-Chloro-3-trifluoromethylphenyl)ureido]-4-trifluoromethyl phenoxy]-4,5-dichlorobenzene sulfonic acid
-
i.e. SK&F 45905
4-methoxybenzyl(3S,4R)-6-bromo-6-[(1-methyl-1,2,3-triazol-4-yl)-hydroxymethyl]penicillanate
-
i.e. SB 212047
Diethyl 7-(1,4,5-triphenyl imidazol-2-yloxy)heptane phosphonate
-
SK&F 98628
Diethyl 7-(3,4,5-triphenyl-2-oxo-2,3-dihydro-imidazol-1-yl)heptane-phosphonate
-
i.e. SK&F 98625
diethyl dicarbonate
-
-
N-tosyl-L-phenylalanine chloromethyl ketone
-
-
NS-398
-
enzyme inhibition in cancer cell has an anti-carcinogenic effect and induces accumulation of unesterified arachidonic acid
Phenylmethyl-sulfonyl fluoride
-
-
PLT-98625
-
enzyme inhibition in cancer cell has an anti-carcinogenic effect and induces accumulation of unesterified arachidonic acid
SB-98625
-
i.e. SKF 98625 or diethyl-7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)hepatine phosphate, inhibitor blocks the replication of MDA-MB-231 cells in early to mid G1 phase, induces early rounding and occasional blebbing of the cells, but not late apoptosis, blistering, and lysis
SKF 98625
-
a reversible antagonist of CoA-IT, in vitro and in vivo inhibition, induces eosinophil apoptosis in vitro
Triacsin C
-
enzyme inhibition in cancer cell has an anti-carcinogenic effect and induces accumulation of unesterified arachidonic acid
additional information
-
inhibition of the enzyme attenuates the proliferation of breast cancer cell lines, intracellular level and distribution of free or triglyceride arachidonic acid, or an oxidized metabolite thereof, and blockage of remodeling are responsible for the effect, overview
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
interferon gamma
-
i.e. IFN-gamma, human, recombinant, increases enzyme activity in microsomes by about 100%
-
Tumor necrosis factor alpha
-
i.e. TNF-alpha, human, recombinant, 50% increase in enzyme activity within 30 min incubation of microsomes
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0004
1-Alkyl-2-lyso-glyceryl-3-phosphorylcholine
-
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
-
-
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.005 - 0.025
SKF 98625
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 9
-
-
7.4
-
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
WISH cell
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
-
estrogen receptor-positive breast cancer cell
Manually annotated by BRENDA team
-
i.e. mono-mac 6, monocytic cell line
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
-
-
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
-
disruption of arachidonic acid remodeling in a manner that increases intracellular arachidonic acid level involving inhibition of the enzyme may represent a novel therapeutic strategy to reduce cancer cell proliferation
pharmacology
-
the enzyme may be a new therapeutic target to regulate inflammatory mediators