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Information on EC 2.3.1.15 - glycerol-3-phosphate 1-O-acyltransferase and Organism(s) Cucurbita moschata and UniProt Accession P10349

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EC Tree
IUBMB Comments
Acyl-[acyl-carrier protein] can also act as acyl donor. The enzyme acts only on derivatives of fatty acids of chain length larger than C10.
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This record set is specific for:
Cucurbita moschata
UNIPROT: P10349
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The taxonomic range for the selected organisms is: Cucurbita moschata
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria, Archaea
Synonyms
glycerol-3-phosphate acyltransferase, gpat1, glycerophosphate acyltransferase, sn-glycerol-3-phosphate acyltransferase, gpat2, gpat3, gpat4, agpat6, agpat, gat1p, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3-glycerophosphate acyltransferase
-
-
-
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ACP:sn-glycerol-3-phosphate acyltransferase
-
-
-
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acyltransferase, glycerol phosphate
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-
-
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alpha-glycerophosphate acyltransferase
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-
-
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glycerol 3-phosphate acyltransferase
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-
-
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glycerol phosphate acyltransferase
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-
-
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glycerol phosphate transacylase
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-
-
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glycerol-3-phosphate acyltransferase
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glycerophosphate acyltransferase
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-
-
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glycerophosphate transacylase
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-
-
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Sn-glycerol 3-phosphate acyltransferase
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-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acyl-CoA + sn-glycerol 3-phosphate = CoA + 1-acyl-sn-glycerol 3-phosphate
show the reaction diagram
reaction proceeds via a compulsory-ordered ternary with acyl-ACP binding before glycerol 3-phosphate
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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-
-
-
SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase
Acyl-[acyl-carrier protein] can also act as acyl donor. The enzyme acts only on derivatives of fatty acids of chain length larger than C10.
CAS REGISTRY NUMBER
COMMENTARY hide
9029-96-3
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acyl-CoA + sn-glycerol 3-phosphate
CoA + 1-acyl-sn-glycerol 3-phosphate
show the reaction diagram
acyl-[acyl-carrier protein] + sn-glycerol 3-phosphate
acyl-carrier protein + 1-acyl-sn-glycerol 3-phosphate
show the reaction diagram
-
-
-
?
glycerol 3-phosphate + palmitoyl-CoA
CoA + 1-palmitoyl-sn-glycerol 3-phosphate
show the reaction diagram
-
-
-
?
oleoyl-CoA + sn-glycerol 3-phosphate
CoA + 1-oleoyl-sn-glycerol 3-phosphate
show the reaction diagram
oleoyl-[acyl-carrier protein] + sn-glycerol 3-phosphate
acyl-carrier protein + 1-oleoyl-sn-glycerol 3-phosphate
show the reaction diagram
-
no preference over palmitoyl- acyl-carrier-protein
-
?
palmitoyl-CoA + sn-glycerol 3-phosphate
CoA + 1-palmitoyl-sn-glycerol 3-phosphate
show the reaction diagram
palmitoyl-[acyl carrier protein] + sn-glycerol 3-phosphate
holo-[acyl-carrier protein] + 1-palmitoylglycerol 3-phosphate
show the reaction diagram
-
-
-
-
?
palmitoyl-[acyl-carrier protein] + sn-glycerol 3-phosphate
acyl-carrier protein + 1-palmitoyl-sn-glycerol 3-phosphate
show the reaction diagram
-
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acyl-CoA + sn-glycerol 3-phosphate
CoA + 1-acyl-sn-glycerol 3-phosphate
show the reaction diagram
-
first committed step in biosynthesis of fatty acid biosynthesis, the enzyme is responsible for incorporation of saturated and unsaturated fatty-acyl chains into chloroplast membranes
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-
?
additional information
?
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the content of cis-unsaturated fatty acids in the plastidial phosphatidyl glycerol determines the degree of sensitivity to chilling, the higher it is the more tolerant are the plants to chilling, squash is chilling-sensitive, overview
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-
?
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+-)-2-(2-hydroxy-3-(octylsulfonamido)-cyclopentyl)acetic acid
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(+-)-2-hydroxy-3-(octylsulfonamido)-cyclohexanecarboxylic acid
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(1S,2R,3R)-2-hydroxy-3-[(octylsulfonyl)amino]cyclopentanecarboxylic acid
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(1S,2S,3S)-2-hydroxy-3-[(octylsulfonyl)amino]cyclopentanecarboxylic acid
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2-(nonylsulfonamido)benzoic acid
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.003 - 0.0034
acyl-ACP
-
recombinant N-terminal truncated acyltransferase
0.11 - 0.15
glycerol 3-phosphate
0.0028 - 0.003
oleoyl-ACP
0.083
oleoyl-CoA
-
recombinant stromal acyltransferase
0.14
palmitoyl-CoA
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recombinant stromal acyltransferase
0.0034 - 0.0092
palmitoyl-[acyl carrier protein]
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
10
Q9FEP9, Q9FEQ0
isoenzyme AT1, approx. value
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.4
-
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
assay at
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
GPAT2_CUCMO
462
0
50717
Swiss-Prot
Chloroplast (Reliability: 1)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30000
-
isoenzyme AT1, gel filtration
39500
Q9FEP9, Q9FEQ0
x * 40500 + x * 40000 + x * 39500, isoenzyme AT1, SDS-PAGE, immunoblot
40000
40500
Q9FEP9, Q9FEQ0
x * 40500 + x * 40000 + x * 39500, isoenzyme AT1, SDS-PAGE, immunoblot
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
Q9FEP9, Q9FEQ0
x * 40500 + x * 40000 + x * 39500, isoenzyme AT1, SDS-PAGE, immunoblot
monomer
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
docking experiments with the soluble squash chloroplast enzyme crystal structure, PDB code 1k30, and inhibitors (1S,2R,3R)-2-hydroxy-3-[(octylsulfonyl)amino]cyclopentanecarboxylic acid, (+-)-2-hydroxy-3-(octylsulfonamido)-cyclohexanecarboxylic acid, (1S,2S,3S)-2-hydroxy-3-[(octylsulfonyl)amino]cyclopentanecarboxylic acid, and (+-)-2-(2-hydroxy-3-(octylsulfonamido)-cyclopentyl)acetic acid. Cyclopentyl and cyclohexyl scaffolds of the inhibitors may be occluded from the enzyme active site by two protein loops that sterically guard the phosphate binding region
hanging-drop vapour diffusion, poly(ethylene glycol) 4000 as precipitant, 1.9 A resolution
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purified recombinant native and selenomethionine-labeled wild-type and chimeric enzymes, 14 mg/ml protein in 20 mM sodium phosphate, pH 8.0, 4°C, hanging drop vapour diffusion method, crystallization solution contains 4-25% PEG 4000, 0.1 M ammonium acetate,10% v/v 2-propanolin 100 mM citrate, pH 5.6, X-ray diffraction structure determination and analysis at 1.55 A resolution
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
E142A
-
no activity
H194S
-
79% of wild-type activity
K193S
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no activity
L261F
R235S
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no activity
R237S
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no activity
S331P
T141S
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106% of wild-type activity
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
isoenzyme AT1, DEAE-Toyopearl, [acyl-carrier protein]-affinity chromatography, MonoP
Q9FEP9, Q9FEQ0
isoenzyme AT1, [acyl-carrier protein]-affinity chromatography, anion-exchange column, isoenzymes AT2 and AT3, [acyl-carrier protein]-affinity chromatography, hydroxylapatite
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recombinant acyltransferase, Mono Q
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recombinant native and selenomethionine-labeled wild-type and chimeric mature enzymes by anio exchange chromatography
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression of N-terminal truncated enzyme in Escherichia coli, overexpression of wild-type acyltransferase in tobacco
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expression of native and selenomethionine-labeled wild-type and chimeric mature enzymes, the latter contains residues 128-187 from Spinacia oleracea and residues 1-127 from Cucurbita moscata, in Escherichia coli strain BL21(DE3) and a nonauxotrophic strain
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expression of stromal acyltransferase in Escherichia coli
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expression of wild-type and PCR-mutated cDNA in Escherichia coli
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Murata, N.; Tasaka, Y.
Glycerol-3-phosphate acyltransferase in plants
Biochim. Biophys. Acta
1348
10-16
1997
Arabidopsis thaliana, Persea americana, Ricinus communis, Cucumis sativus, Cucurbita moschata, Phaseolus vulgaris, Pisum sativum, Solanum tuberosum, Spinacia oleracea
Manually annotated by BRENDA team
Ferri, S.R.; Toguri, T.
Substrate specificity modification of the stromal glycerol-3-phosphate acyltransferase
Arch. Biochem. Biophys.
337
202-208
1997
Cucurbita moschata, Spinacia oleracea
Manually annotated by BRENDA team
Slabas, A.R.; Simon, W.R.; Schierer, T.; Kroon, J.; Fawcett, T.; Hayman, M.; Gilroy, J.; Nishida, I.; Murata, N.; Rafferty, J.; Turnbull, A.; Rice, D.
Plant glycerol-3-phosphate-1-acyltransferase (GPAT): structure selectivity studies
Biochem. Soc. Trans.
28
677-679
2000
Arabidopsis thaliana, Cucurbita moschata, Elaeis guineensis, Pisum sativum, Spinacia oleracea
Manually annotated by BRENDA team
Hayman, M.W.; Fawcett, T.; Schierer, T.F.; Simon, J.W.; Kroon, J.T.M.; Gilroy, J.S.; Rice, D.W.; Rafferty, J.; Turnbull, A.P.; Sedelnikova, S.E.; Slabas, A.R.
Mutagenesis of squash (Cucurbita moschata) glycerol-3-phosphate acyltransferase (GPAT) to produce an enzyme with altered substrate selectivity
Biochem. Soc. Trans.
28
680-681
2000
Arabidopsis thaliana, Cucurbita moschata
Manually annotated by BRENDA team
Nishida, I.; Sugiura, M.; Enju, A.; Nakamura, M.
A second gene for acyl-(acyl-carrier-protein): glycerol-3-phosphate acyltransferase in squash, Cucurbita moschata cv. Shirogikuza(*), codes for an oleate-selective isozyme: molecular cloning and protein purification studies
Plant Cell Physiol.
41
1381-1391
2000
Cucurbita moschata (Q9FEP9), Cucurbita moschata (Q9FEQ0), Cucurbita moschata
Manually annotated by BRENDA team
Turnbull, A.P.; Rafferty, J.B.; Sedelnikova, S.E.; Slabas, A.R.; Schierer, T.P.; Kroon, J.T.M.; Simon, J.W.; Fawcett, T.; Nishida, I.; Murata, N.; Rice, D.W.
Analysis of the Structure, substrate specificity, and mechanism of squash slycerol-3-Phosphate (1)-acyltransferase
Structure
9
347-353
2001
Cucurbita moschata
Manually annotated by BRENDA team
Slabas, A.R.; Kroon, J.T.M.; Scheirer, T.P.; Gilroy, J.S.; Hayman, M.; Rice, D.W.; Turnbull, A.P.; Rafferty, J.B.; Fawcett, T.; Simon, W.J.
Squash Glycerol-3-phosphate (1)-Acyltransferase. Alteration of substrate selectivity and identification of arginine and lysine residues important in catalytic activity
J. Biol. Chem.
277
43918-43923
2002
Arabidopsis thaliana, Cucurbita moschata, Elaeis guineensis
Manually annotated by BRENDA team
Hayman, M.W.; Fawcett, T.; Slabas, A.R.
Kinetic mechanism and order of substrate binding for sn-glycerol-3-phosphate acyltransferase from squash (Cucurbita moschata)
FEBS Lett.
514
281-284
2002
Arabidopsis thaliana, Cucurbita moschata
Manually annotated by BRENDA team
Nishida, I.; Frentzen, M.; Ishizaki, O.; Murata, N.
Purification of isomeric forms of acyl-[acyl-carrier-protein]:glycerol-3-phosphate acyltransferase from greening squash cotyledons
Plant Cell Physiol.
28
1071-1079
1987
Cucurbita moschata, Escherichia coli
-
Manually annotated by BRENDA team
Tamada, T.; Feese, M.D.; Ferri, S.R.; Kato, Y.; Yajima, R.; Toguri, T.; Kuroki, R.
Substrate recognition and selectivity of plant glycerol-3-phosphate acyltransferases (GPATs) from Cucurbita moschata and Spinacia oleracea
Acta Crystallogr. Sect. D
60
13-21
2004
Cucurbita moschata, Spinacia oleracea
Manually annotated by BRENDA team
Wydysh, E.A.; Vadlamudi, A.; Medghalchi, S.M.; Townsend, C.A.
Design, synthesis, and biological evaluation of conformationally constrained glycerol 3-phosphate acyltransferase inhibitors
Bioorg. Med. Chem.
18
6470-6479
2010
Homo sapiens, Cucurbita moschata (P10349)
Manually annotated by BRENDA team