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Ligand 1,2-dipalmitoylphosphatidylcholine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.23

palmitoyl-CoA + 1-palmitoyl-sn-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.23

1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA = 1,2-dipalmitoylphosphatidylcholine + CoA

-

-

2.3.1.23

2 entries

Substrate in Enzyme-catalyzed Reactions (12 results)

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Show Substrate (12 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.251

1-palmitoyl-2-palmitoyl-sn-glycero-3-phosphocholine + hexa-acyl lipid A = 2-palmitoyl-sn-glycero-3-phosphocholine + hepta-acyl lipid A

733720

-

3.1.1.32

1,2-dipalmitoyl-phosphatidylcholine + H2O = 2-palmitoyl-sn-glycerophosphocholine + palmitate

730354

-

3.1.1.4

(R)-1,2-dipalmitoyl-glycero-3-phosphocholine + H2O = ?

716019

-

3.1.1.4

(R)-1,2-dipalmitoyl-sn-glycero-3-phosphocholine + H2O = ?

703287

-

3.1.1.4

1,2-dipalmitoyl-phosphatidylcholine + H2O = 1-palmitoyl-glycerophosphocholine + palmitate

679567

-

3.1.1.4

1,2-dipalmitoyl-phosphatidylcholine + H2O = 1-palmitoyl-glycerophosphocholine + palmitic acid

133901

-

3.1.1.4

1,2-dipalmitoyl-phosphatidylcholine + H2O = 1-palmitoyl-glycerophosphorylcholine + palmitic acid

133870, 133871, 133892, 133918, 133880, 133900, 133901, 133902, 133897, 133907, 133867, 133884, 133863, 709766

-

3.1.1.4

1,2-dipalmitoyl-phosphatidylcholine + H2O = 1-palmitoyl-phosphatidylcholine + palmitate

664195

-

3.1.1.4

1,2-dipalmitoyl-sn-phosphatidylcholine + H2O = 1-palmitoyl-sn-phosphatidylcholine + palmitate

751276

-

3.1.1.4

1-palmitoyl-2-palmitoyl-sn-glycerophosphocholine + H2O = 1-palmitoyl-sn-glycerophosphocholine + palmitate

729999

-

3.1.1.4

8 entries

3.1.1.5

1,2-dipalmitoylphosphatidylcholine + H2O = ?

649683, 692326

-

3.1.4.3

1,2-dipalmitoylphosphatidylcholine + H2O = 1,2-dipalmitoylglycerol + phosphorylcholine

666222, 135289, 135304, 135293, 668524

-

Product in Enzyme-catalyzed Reactions (11 results)

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Show Product (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.23

palmitoyl-CoA + 1-palmitoyl-sn-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.23

palmitoyl-CoA + 2-palmitoyl-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.23

palmitoyl-CoA + 2-palmitoyl-sn-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.23

1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA = 1,2-dipalmitoylphosphatidylcholine + CoA

-

-

2.3.1.23

1-palmitoyl-2-lysophosphatidylcholine + palmitoyl-CoA = CoA + 1,2-dipalmitoylphosphatidylcholine

-

-

2.3.1.23

1-palmitoyl-lysophosphatidylcholine + palmitoyl-CoA = CoA + 1,2-dipalmitoylphosphatidylcholine

-

-

2.3.1.23

palmitoyl-CoA + 1-palmitoyl-2-lysophosphatidylcholine = CoA + 1,2-dipalmitoylphosphatidylcholine

-

-

2.3.1.23

palmitoyl-CoA + 1-palmitoyl-sn-glycero-3-phosphocholine = CoA + 1,2-dipalmitoylphosphatidylcholine

-

-

2.3.1.62

palmitoyl-CoA + 1-palmitoyl-sn-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.62

palmitoyl-CoA + 2-palmitoyl-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.62

palmitoyl-CoA + 2-palmitoyl-sn-lysophosphatidylcholine = CoA + 1,2-dipalmitoyl-sn-lysophosphatidylcholine

-

-

2.3.1.23

8 entries

2.3.1.62

3 entries

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.4.54

0.1 mM, 1.3fold stimulation

710098

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.4

large unilamellar vesicles, inhibits hydrolysis of 1,2-dipalmitoyl-phosphatidylcholine small unilamellar vesicles

133902

-

3D Structure of Enzyme-Ligand-Complex (PDB) (97 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (97 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

1kb9, 3D-view

1.10.2.2

6giq, 3D-view

1.10.2.2

6hu9, 3D-view

1.10.2.2

24 entries

1.13.11.1

2azq, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

1.9.3.1

6giq, 3D-view

1.9.3.1

6hu9, 3D-view

1.9.3.1

6t0b, 3D-view

1.9.3.1

6t15, 3D-view

1.9.3.1

6ymx, 3D-view

1.9.3.1

6ymy, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

7.1.1.8

6t0b, 3D-view

7.1.1.8

6t15, 3D-view

7.1.1.8

6ymx, 3D-view

1.9.3.1

48 entries

7.1.1.8

24 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.1.1.4

0.917

-

small unilamellar vesicles

133901

3.1.1.4

1.42

-

large unilamellar vesicles

133900

3.1.1.4

2 entries

K_M Value (4 results)

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Show KM Value (4 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.1.1.5

0.19

-

37°C, pH 4.0

649683

3.1.4.3

0.166

-

-

135289

3.1.4.3

0.35

-

-

666222

3.1.4.3

0.6

-

-

135304

3.1.4.3

3 entries

References & Links

Literature References (30)

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Show Reference (30 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

133863

10461922

Regional distribution, ontogeny, purification, and characterization of the Ca2+-independent phospholipase A2 from rat brain

1999

Yang, H-C.; Mosior, M.; Ni, B.; Dennis, E.A.

J. Neurochem.

73

1278-1287

133867

9735349

Characterization of phospholipase A2 (PLA2) from Taiwan Cobra: Isoenzymes and their site-directed mutants

1998

Pan, F.M.; Chao, S.C.; Wu, S.H.; Chang, W.C.; Chiou, S.H.

Biochem. Biophys. Res. Commun.

250

154-160

133870

9767110

Expression and characterization of human group V phospholipase A2

1998

Chen, D.; Dennis, E.A.

Biochim. Biophys. Acta

1394

57-64

133871

9787801

Characterization of acidic Ca2+-independent phospholipase A2 of bovine lung

1998

Akiba, S.; Dodia, C.; Chen, X.; Fisher, A.B.

Comp. Biochem. Physiol. B

120

393-404

133880

7998924

Purification and characterization of a calcium-independent acidic phospholipase A2 from rat lung

1994

Wang, R.; Dodia, C.R.; Jain, M.K.; Fisher, A.B.

Biochem. J.

304

131-137

133884

8324881

Phospholipase A2 from Trypanosoma congolense: characterization and haematological properties

1993

Nok, A.J.; Esievo, K.A.N.; Ibrahim, S.; Ukoha, A.I.; Ikediobi, C.O.

Cell Biochem. Funct.

11

125-130

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

133897

2223865

Purification and characterization of a phospholipase A2 associated with rabbit lung microsomes: some evidence for its mitochondrial origin

1990

Filgueiras, O.M.O.; Possmayer, F.

Biochim. Biophys. Acta

1046

258-266

133900

3654625

The activation of porcine pancreatic phospholipase A2 by dipalmitoylphosphatidylcholine large unilamellar vesicles

1987

Romero, G.; Thompson, K.; Biltonen, R.L.

J. Biol. Chem.

262

13476-13482

133901

3754257

Hydrolysis of dipalmitoylphosphatidylcholine small unilamellar vesicles by porcine pancreatic phospholipase A2

1986

Menashe, M.

J. Biol. Chem.

261

5328-5333

133902

3754258

Hydrolysis of dipalmitoylphosphatidylcholine large unilamellar vesicles by porcine pancreatic phospholipase A2

1986

Lichtenberg, D.; Romero, G.; Menashe, M.; Biltonen, R.L.

J. Biol. Chem.

261

5334-5340

133907

7278678

Phospholipase A2 from bee venom

1981

Cottrell, R.C.

Methods Enzymol.

71

698-702

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

135289

8292995

Purification and characterization of phospholipase C preferentially hydrolysing phosphatidylcholine in Tetrahymena membranes

1993

Alam, S.; Banno, Y.; Nozawa, Y.

J. Eukaryot. Microbiol.

40

775-781

135293

3171547

A phospholipase C fron the Dallas IE strain of Legionella pneumophila serogroup. V. Purification and characterization of conditions for optimal activity with an artificial substrate

1988

Baine, W.B.

J. Gen. Microbiol.

134

489-498

135304

72664

Some characteristics of phospholipase C from Bacillus cereus

1977

Otnaess, A.B.; Little, C.; Sletten, K.; Wallin, R.; Johnsen, S.; Flengsrud, R.; Prydz, H.

Eur. J. Biochem.

79

459-468

649683

10749672

Purification and characterization of secretory phospholipase B, lysophospholipase and lysophospholipase/transacylase from a virulent strain of the pathogenic fungus Cryptococcus neoformans

2000

Chen, S.C.; Wright, L.C.; Golding, J.C.; Sorrell, T.C.

Biochem. J.

347

431-439

664195

16140037

Characterization of a cDNA encoding Arabidopsis secretory phospholipase A2-alpha, an enzyme that generates bioactive lysophospholipids and free fatty acids

2005

Ryu, S.B.; Lee, H.Y.; Doelling, J.H.; Palta, J.P.

Biochim. Biophys. Acta

1736

144-151

666222

16711602

Coexistence of phosphatidylcholine-specific phospholipase C and phospholipase D activities in rat cerebral cortex synaptosomes

2006

Mateos, M.V.; Uranga, R.M.; Salvador, G.A.; Giusto, N.M.

Lipids

41

273-280

668524

15804375

Uronema marinum: identification and biochemical characterization of phosphatidylcholine-hydrolyzing phospholipase C

2005

Seo, J.S.; Kim, M.S.; Lee, S.H.; Kim, K.H.; Lee, H.H.; Jeong, H.D.; Chung, J.K.

Exp. Parasitol.

110

22-29

679567

-

Characteristics of phospholipase A2 mutant of the starfish Asterina pectinifera

2007

Kishimura, H.; Ando, S.

Enzyme Microb. Technol.

40

461-465

692326

19019078

The identification of a phospholipase B precursor in human neutrophils

2009

Xu, S.; Zhao, L.; Larsson, A.; Venge, P.

FEBS J.

276

175-186

703287

-

Phospholipid monolayer hydrolysis by cytosolic phospholipase A2 gamma and lecithin retinol acyl transferase

2008

Methot, M.; Demers, E.; Bussieres, S.; Desbat, B.; Breton, R.; Salesse, C.

Colloids Surf. A Physicochem. Eng. Asp.

321

147-150

709766

20000434

Effect of phospholipase A2 hydrolysis products on calcium oxalate precipitation at lipid interfaces

2010

Sharbaugh, D.M.; Talham, D.R.

Langmuir

26

4925-4932

710098

17655883

The stimulatory effect of phosphatidylethanolamine on N-acylphosphatidylethanolamine-hydrolyzing phospholipase D (NAPE-PLD)

2007

Wang, J.; Okamoto, Y.; Tsuboi, K.; Ueda, N.

Neuropharmacology

54

8-15

716019

21561115

Secretory phospholipase A2 activity toward diverse substrates

2011

Madsen, J.J.; Linderoth, L.; Subramanian, A.K.; Andresen, T.L.; Peters, G.H.

J. Phys. Chem. B

115

6853-6861

729999

23007400

Roles of acidic phospholipids and nucleotides in regulating membrane binding and activity of a calcium-independent phospholipase A2 isoform

2012

Morrison, K.; Witte, K.; Mayers, J.R.; Schuh, A.L.; Audhya, A.

J. Biol. Chem.

287

38824-38834

730354

23275096

Phospholipase A1: a novel virulence factor in Trypanosoma cruzi

2013

Belaunzaran, M.L.; Wilkowsky, S.E.; Lammel, E.M.; Gimenez, G.; Bott, E.; Barbieri, M.A.; de Isola, E.L.

Mol. Biochem. Parasitol.

187

77-86

733720

11013210

Transfer of palmitate from phospholipids to lipid A in outer membranes of gram-negative bacteria

2000

Bishop, R.E.; Gibbons, H.S.; Guina, T.; Trent, M.S.; Miller, S.I.; Raetz, C.R.

EMBO J.

19

5071-5080

751276

29716959

The phospholipase A2 activity of peroxiredoxin 6

2018

Fisher, A.B.

J. Lipid Res.

59

1132-1147

Links to other databases for 1,2-dipalmitoylphosphatidylcholine

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Show Links (1 entry)

ChEBI

PubChem

-