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Enzyme Kinetic Parameters
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Ligand 1-acyl-sn-glycero-3-phosphoethanolamine

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Basic Ligand Information

Molecular Structure

Picture of 1-acyl-sn-glycero-3-phosphoethanolamine (click for magnification)

Molecular Formula

BRENDA Name

InChIKey

C₉H₁₉NO₇PR

1-acyl-sn-glycero-3-phosphoethanolamine

Synonyms:

1-acyl-2-lysophosphatidylethanolamine, 1-acyl-3-phosphoethanolamine, 1-acyl-glycerophosphoethanolamine, 1-acyl-lysophosphatidylethanolamine, 1-acyl-sn-glycero-3-phosphorylethanolamine, 1-acyl-sn-glycerol phosphoethanolamine, 1-acyl-sn-glycerophosphoethanolamine, 1-acylglycerol-3-phosphorylethanolamine, 1-acylglycerophosphoethanolamine, 1-acylglycerophosphorylethanolamine, L-2-lysophosphatidylethanolamine

Pathway Source

Pathways

KEGG

Glycerophospholipid metabolism

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

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Show Natural Substrate (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.23

acyl-CoA + 1-acyl-lysophosphatidylethanolamine = CoA + 1,2-diacyl-lysophosphatidylethanolamine

755961

2.3.1.23

acyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1,2-diacyl-sn-glycero-3-phosphoethanolamine

758401

2.3.1.23

docosahexaenoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1-acyl-2-docosahexaenoyl-sn-glycero-3-phosphoethanolamine

755989

2.3.1.23

oleoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1-acyl-2-oleoyl-sn-glycero-3-phosphoethanolamine

758401

2.3.1.23

4 entries

Substrate in Enzyme-catalyzed Reactions (11 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.147

1-Acyl-glycerophosphoethanolamine = ?

16268

2.3.1.23

1-acyl-2-lysophosphatidylethanolamine + oleoyl-CoA = 1-acyl-2-oleoylphosphatidylethanolamine + CoA

704427

2.3.1.23

acyl-CoA + 1-acyl-2-lysophosphatidylethanolamine = 1,2-diacylphosphatidylethanolamine + CoA

704427

2.3.1.23

acyl-CoA + 1-acyl-lysophosphatidylethanolamine = CoA + 1,2-diacyl-lysophosphatidylethanolamine

755961

2.3.1.23

arachidonoyl-CoA + 1-acyl-lysophosphatidylethanolamine = CoA + 1-acyl-2-arachidonoyl-lysophosphatidylethanolamine

756102

2.3.1.23

acyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1,2-diacyl-sn-glycero-3-phosphoethanolamine

758401

2.3.1.23

arachidonoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1-acyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine

486637, 486648

2.3.1.23

docosahexaenoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1-acyl-2-docosahexaenoyl-sn-glycero-3-phosphoethanolamine

755989

2.3.1.23

oleoyl-CoA + 1-acyl-sn-glycero-3-phosphoethanolamine = CoA + 1-acyl-2-oleoyl-sn-glycero-3-phosphoethanolamine

758401

2.3.1.23

acyl-CoA + 1-acyl-sn-glycero-3-phosphorylethanolamine = CoA + 1,2-diacyl-sn-glycero-3-phosphorylethanolamine

1-acylglycerophosphoethanolamine + H2O = fatty acid + glycerylphosphoethanolamine

94372, 94382, 94384

Product in Enzyme-catalyzed Reactions (6 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.4

1-acyl-2-linoleoyl-3-phosphoethanolamine + H2O = 1-acyl-3-phosphoethanolamine + linolic acid

133892, 133895

3.1.1.4

1-acyl-2-arachidonoyl-sn-glycero-3-phosphoethanolamine + H2O = 1-acyl-sn-glycero-3-phosphoethanolamine + arachidonic acid

133895, 133877, 133882

3.1.1.4

1-acyl-2-arachidonoyl-sn-glycerol phosphoethanolamine + H2O = 1-acyl-sn-glycerol phosphoethanolamine + arachidonate

3.1.1.4

1-acyl-2-arachidonoyl-sn-glycerophosphoethanolamine + H2O = 1-acyl-sn-glycerophosphoethanolamine + arachidonic acid

133894, 133888, 133877

3.1.1.4

phosphatidylethanolamine + H2O = 1-acylglycerophosphorylethanolamine + fatty acid

133914, 133881, 133918, 133877, 133920, 133928, 133931, 133908, 133898, 133909, 133906, 133921, 0

3.1.1.4

5 entries

3.1.1.52

1-acyl-2-oleoyl-sn-glycerol-3-phosphorylethanolamine + H2O = 1-acylglycerol-3-phosphorylethanolamine + oleic acid

80967

Activator in Enzyme-catalyzed Reactions (1 result)

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EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.20

activation, to a lesser extent

486490

Enzyme Kinetic Parameters

K_M Value (1 result)

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EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.23

0.08

704427

References & Links

Literature References (31)

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Show Reference (31 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

16268

9276665

Acyltransferases and transacylases involved in fatty acid remodeling of phospholipids and metabolism of bioactive lipids in mammalian cells

1997

Yamashita, A.; Sugiura, T.; Waku, K.

J. Biochem.

122

1-16

80967

7087686

On the specificity of a phospholipase A2 purified from the 106,000 X g pellet of bovine brain

1982

Gray, N.C.C.; Strickland, K.P.

Lipids

91-96

94372

3908447

Purification and characterization of lysophospholipase L2 of Escherichia coli K-12

1985

Karasawa, K.; Kudo, I.; Kobayashi, T.; Sa-Eki, T.; Inoue, K.; Nojima, S.

J. Biochem.

1117-1125

94382

238979

Lysophospholipase of Escherichia coli

1975

Doi, O.; Nojima, S.

J. Biol. Chem.

250

5208-5214

94384

4693498

Studies on lysophospholipases. II. Substrate specificity of a lysolecithin hydrolyzing carboxylesterase from beef pancreas

1973

De Jong, J.G.N.; van den Bosch, H.; Aarsman, A.J.; van Deenen, L.L.M.

Biochim. Biophys. Acta

296

105-115

133877

8925928

Purification and characterization of nuclear alkaline phospholipase A2 in rat ascites hepatoma cells

1996

Oishi, T.; Tamiya-Koizumi, K.; Kudo, I.; Iino, S.; Takagi, K.; Yoshida, Y.

FEBS Lett.

394

55-60

133881

Preparation and characterization of human rheumatoid arthritic synovial fluid phospholipase A2 produced by recombinant baculovirus-infected cells

1994

Kawauchi, Y.; Takasaki, J.; Matsuura, Y.; Masuho, Y.

J. Biochem.

116

82-87

133882

8148815

Characterization of cytosolic phospholipase A2 in rat mastocystoma RBL-2H3

1994

Nakatani, Y.; Hara, S.; Murakami, M.; Kudo, I.; Inoue, K.

Biol. Pharm. Bull.

47-50

133888

8328965

Cytosolic phospholipase A2 from human monocytic cells: characterization of substrate specificity and Ca2+-dependent membrane association

1993

Rehfeldt, W.; Resch, K.; Goppelt-Struebe, M.

Biochem. J.

293

255-261

133892

1730245

Purification and characterization of a mutant human platelet phospholipase A2 expressed in Escherichia coli

1992

Franken, P.A.; van den Berg, L.; Huang, J.; Gunyuzlu, P.; Lugtigheid, R.B.; Verheij, H.M.; de Haas, G.H.

Eur. J. Biochem.

203

89-98

133894

1910288

Localization and characterization of phospholipase A2 in mouse mammary gland-derived cells

1991

Steiner, M.

Arch. Biochem. Biophys.

286

293-299

133895

1903717

Purification and characterization of human platelet phospholipase A2 which preferentially hydrolyzes an arachidonoyl residue

1991

Takayama, K.; Kudo, I.; Kim, D.K.; Nagata, K.; Nozawa, Y.; Inoue, K.

FEBS Lett.

282

326-330

133898

3119595

The purification and characterization of a phospholipase A in hamster heart cytosol for the hydrolysis of phosphatidylcholine

1987

Cao, Y.Z.; Tam, S.W.; Arthur, G.; Chen, H.; Choy, P.C.

J. Biol. Chem.

262

16927-16935

133906

7278679

Phospholipase A2 from cobra venom (Naja naja naja)

1981

Deems, R.A.; Dennis, E.A.

Methods Enzymol.

703-710

133908

7278677

Isolation of phospholipase A2 from red cell membranes of sheep

1981

Zahler, P.; Kramer, R.

Methods Enzymol.

690-698

133909

Mode of action of a bacteriocin from Erwinia carotovora III. Properties of phospholipase A of Erwinia carotovora and its involvement in phospholipid degradation caused by carotovoricin

1981

Itoh, Y.; Iwata, T.; Izaki, K.; Takahashi, H.

J. Gen. Appl. Microbiol.

239-251

133914

387750

Properties of purified detergent-resistant phospholipase A of Escherichia coli K-12

1979

Tamori, Y.; Nishijima, M.; Nojima, S.

J. Biochem.

1129-1138

133918

922032

Characterization of phospholipase A from pulmonary secretions of patients with alveolar proteinosis

1977

Sahu, S.; Lynn, W.S.

Biochim. Biophys. Acta

489

307-317

133920

Characterization and subcellular localization of lipase and phospholipase A activities in rat liver

1976

Vignais, P.M.; Colbeau, A.; Ngo-Tri, H.; Pilarska, M.

Lipids

117-126

133921

Purification and some properties of phospholipase A from Streptomyces cinnamomeus

1976

Okawa, Y.; Yamaguchi, T.

Agric. Biol. Chem.

437-438

133928

4202714

Purification and some properties of rat spleen phospholipase A

1973

Rahman, Y.E.; Cerny, E.A.; Peraino, C.

Biochim. Biophys. Acta

321

526-535

133931

Phospholipases

1971

Hanahan, D.J.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

71-85

486490

7248323

Modulation of diacylglycerol acyltransferase by lysophosphatidylcholine and related monochain phospholipids

1981

Parthasarathy, S.; Murari, R.; Crilly, K.S.; Baumann, W.J.

Biochim. Biophys. Acta

664

249-254

486635

598375

Acyl-acceptor specificities of 1-acylglycerolphosphate acyltransferase and 1-acylglycerophosphorylcholine acyltransferase resolved from rat liver microsomes

1977

Miki, Y.; Hosaka, K.; Yamashita, S.; Handa, H.; Numa, S.

Eur. J. Biochem.

433-441

486637

7357017

Extraction and partial purification of acyl-CoA:1-acyl-sn-glycero-3-phosphocholine acyltransferase from rat liver microsomes

1980

Hasegawa-Sasaki, H.; Ohno, K.

Biochim. Biophys. Acta

617

205-217

486648

8611569

Formation of vesicles by the action of acyl-CoA:1-acyllsophosphatidylcholine acyltransferase from rat liver microsomes: optimal solubilization conditions and analysis of lipid composition and enzyme activity

1996

Fyrst, H.; Pham, D.V.; Lubin, B.H.; Kuypers, F.A.

Biochemistry

2644-2650

704427

18458083

Molecular identification of a novel mammalian brain isoform of acyl-CoA:lysophospholipid acyltransferase with prominent ethanolamine lysophospholipid acylating activity, LPEAT2

2008

Cao, J.; Shan, D.; Revett, T.; Li, D.; Wu, L.; Liu, W.; Tobin, J.F.; Gimeno, R.E.

J. Biol. Chem.

283

19049-19057

755961

28888983

The Arabidopsis thaliana lysophospholipid acyltransferase At1g78690p acylates lysocardiolipins

2017

Moncada, R.M.; Blackshear, K.J.; Garrett, T.A.

Biochem. Biophys. Res. Commun.

493

340-345

755989

32204912

Lysophosphatidylethanolamine acyltransferase 2 (LPEAT2) incorporates DHA into phospholipids and has possible functions for fatty acid-induced cell death

2020

Eto, M.; Shindou, H.; Yamamoto, S.; Tamura-Nakano, M.; Shimizu, T.

Biochem. Biophys. Res. Commun.

526

246-252

756102

30905348

Cytosolic phospholipase A2 and lysophospholipid acyltransferases

2019

Kita, Y.; Shindou, H.; Shimizu, T.

Biochim. Biophys. Acta

1864