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Ligand lipid X

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.182

UDP-2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosamine + 2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate = UDP + 2,3-bis((R)-3-hydroxytetradecanoyl)-beta-D-glucosaminyl-(1->6)-2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate

638258, 638252, 638256, 638253, 638254

-

2.4.1.182

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate = UDP + 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-beta-D-glucosaminyl-(1->6)-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate

758842, 759836

-

2.4.1.182

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.251

1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine + 3-O-deacyl lipid X = 2-acyl-sn-glycero-3-phosphocholine + lipid X

0

-

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

4ggm, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b49, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b4a, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b4b, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5k8k, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

6ph9, 3D-view

3.6.1.54

6 entries

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.182

UDP-2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosamine + 2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate = UDP + 2,3-bis((R)-3-hydroxytetradecanoyl)-beta-D-glucosaminyl-(1->6)-2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate

638254, 638258, 638253, 638252, 638255, 638257, 638256, 638259

-

2.4.1.182

UDP-3-((R)-3-hydroxytetradecanoyl)-N-acetyl-alpha-D-glucosamine + 2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate = UDP + 3-((R)-3-hydroxytetradecanoyl)-N-acetyl-beta-D-glucosaminyl-(1->6)-2,3-bis((R)-3-hydroxytetradecanoyl)-alpha-D-glucosaminyl 1-phosphate

638255

-

2.4.1.182

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate = UDP + 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-beta-D-glucosaminyl-(1->6)-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate

758842, 759836

-

2.4.1.182

3 entries

Product in Enzyme-catalyzed Reactions (7 results)

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Show Product (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.251

1-palmitoyl-2-acyl-sn-glycero-3-phosphocholine + 3-O-deacyl lipid X = 2-acyl-sn-glycero-3-phosphocholine + lipid X

0

-

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

4ggm, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b49, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b4a, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5b4b, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

5k8k, 3D-view

3.6.1.54

UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosamine + H2O = 2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-alpha-D-glucosaminyl 1-phosphate + UMP

0

6ph9, 3D-view

3.6.1.54

6 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (26 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (26 entries)

EC NUMBER

ENZYME 3D STRUCTURE

2.7.1.130

4lkv, 3D-view

3.2.2.22

4guw, 3D-view

3.6.1.54

4ggm, 3D-view

3.6.1.54

5b49, 3D-view

3.6.1.54

5b4a, 3D-view

3.6.1.54

5b4b, 3D-view

3.6.1.54

5k8k, 3D-view

3.6.1.54

6ph9, 3D-view

3.6.1.54

4ggm, 3D-view

3.6.1.54

5b49, 3D-view

3.6.1.54

5b4a, 3D-view

3.6.1.54

5b4b, 3D-view

3.6.1.54

5k8k, 3D-view

3.6.1.54

6ph9, 3D-view

3.6.1.54

4ggm, 3D-view

3.6.1.54

5b49, 3D-view

3.6.1.54

5b4a, 3D-view

3.6.1.54

5b4b, 3D-view

3.6.1.54

5k8k, 3D-view

3.6.1.54

6ph9, 3D-view

3.6.1.54

4ggm, 3D-view

3.6.1.54

5b49, 3D-view

3.6.1.54

5b4a, 3D-view

3.6.1.54

5b4b, 3D-view

3.6.1.54

5k8k, 3D-view

3.6.1.54

6ph9, 3D-view

3.6.1.54

24 entries

Enzyme Kinetic Parameters

References & Links

Literature References (10)

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Show Reference (10 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

638252

6370995

The biosynthesis of gram-negative endotoxin. Formation of lipid A disaccharides from monosaccharide precursors in extracts of Escherichia coli

1984

Ray, B.L.; Painter, G.; Raetz, C.R.H.

J. Biol. Chem.

259

4852-4859

638253

2824445

Nucleotide sequence of the Escherichia coli gene for lipid A disaccharide synthase

1987

Crowell, D.N.; Reznikoff, W.S.; Raetz, C.R.H.

J. Bacteriol.

169

5727-5734

638254

3531165

Molecular cloning of the genes for lipid A disaccharide synthase and UDP-N-acetylglucosamine acyltransferase in Escherichia coli

1986

Crowell, D.N.; Anderson, M.S.; Raetz, C.R.H.

J. Bacteriol.

168

152-159

638255

3049593

Purification and properties of lipid A disaccharide synthase of Escherichia coli

1988

Radika, K.; Raetz, C.R.H.

J. Biol. Chem.

263

14859-14867

638256

1495426

Lipid A disaccharide synthase from Escherichia coli

1992

Raetz, C.R.H.

Methods Enzymol.

209

455-466

638257

-

Synthesis of fluorinated analogues of lipid A

1992

Vyplel, H.; Scholz, D.; Loibner, H.; Kern, M.; Bednarik, K.; Schaller, H.

Tetrahedron Lett.

33

1261-1264

638258

8982270

Association of lipid A disaccharide synthase with aerobic glycerol-3-phosphate dehydrogenase in extracts of Escherichia coli

1996

Milla, M.E.; Raetz, C.R.H.

Biochim. Biophys. Acta

1304

245-253

638259

8045896

Biosynthesis of a structurally novel lipid A in Rhizobium leguminosarum: Identification and characterization of six metabolic steps leading from UDP-GlcNAc to 3-deoxy-D-manno-2-octulosonic acid2-lipid IVA

1994

Price, N.P.J.; Kelly, T.M.; Raetz, C.R.H.; Carlson, R.W.

J. Bacteriol.

176

4646-4655

758842

27940308

Structure, inhibition, and regulation of essential lipid A enzymes

2017

Zhou, P.; Zhao, J.

Biochim. Biophys. Acta

1862

1424-1438

759836

29371662

Crystal structure of lipid A disaccharide synthase LpxB from Escherichia coli

2018

Bohl, T.E.; Shi, K.; Lee, J.K.; Aihara, H.

Nat. Commun.

9

377

Links to other databases for lipid X

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Show Links (1 entry)

ChEBI

PubChem