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Literature summary for 2.3.1.241 extracted from

  • Six, D.A.; Carty, S.M.; Guan, Z.; Raetz, C.R.
    Purification and mutagenesis of LpxL, the lauroyltransferase of Escherichia coli lipid A biosynthesis (2008), Biochemistry, 47, 8623-8637.
    View publication on PubMedView publication on EuropePMC

Activating Compound

Activating Compound Comment Organism Structure
Triton X-100 greatly enhances the activity of the enzyme at lower concentrations, but the activity declines only gradually as the concentration of detergent increases Escherichia coli

Cloned(Commentary)

Cloned (Comment) Organism
overexpression in Escherichia coli Escherichia coli

Protein Variants

Protein Variants Comment Organism
D200A specific activity is 7.4% compared to wild-type activity Escherichia coli
E137A specific activity is 0.03% compared to wild-type activity Escherichia coli
H132A specific activity is 0.08% compared to wild-type activity Escherichia coli
P238A specific activity is 66% compared to wild-type activity Escherichia coli
R169A specific activity is 0.59% compared to wild-type activity Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
decanoyl-CoA functions as acyl donor at low concentration with inhibition of acylation at higher concentrations Escherichia coli
tetradecanoyl-CoA i.e. myristoyl-CoA, functions as acyl donor at low concentration with inhibition of acylation at higher concentrations Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.007
-
dodecanoyl-[acyl-carrier protein] pH 7.5, 30°C Escherichia coli
0.015
-
(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose pH 7.5, 30°C Escherichia coli

Localization

Localization Comment Organism GeneOntology No. Textmining
inner membrane integral membrane protein Escherichia coli
-
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
36000
-
x * 36000, calculated from sequence Escherichia coli
80000
-
LpxL monomer embeded in micelle of 12 n-dodecyl-beta-D-maltopyranoside molecules, gel filtration, mass spectrometry Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
a dodecanoyl-[acyl-carrier protein] + (3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose Escherichia coli
-
(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + an [acyl-carrier protein]
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli P0ACV0
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Escherichia coli

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
80
-
pH 7.5, 30°C Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
a dodecanoyl-[acyl-carrier protein] + (3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose
-
Escherichia coli (3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + an [acyl-carrier protein]
-
?
dodecanoyl-[acyl-carrier protein] + (3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose i.e. alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA. Kdo i.e. 3-deoxy-D-manno-octulosonic acid. The enzyme transfers laurate from lauroyl-acyl carrier protein to the 2'-R-3-hydroxymyristate moiety of the tetraacylated lipid A precursor Kdo2-lipid IVA. The enzyme catalyzes also a slow second acylation, generating Kdo2-(dilauroyl)-lipid IVA. The enzyme is capable of acylating lipid IVA in vitro. The specific activity with lipid IVA as the substrate is 6000fold lower than for Kdo2-lipid IVA. The presence of the Kdo disaccharide in the substrate accelerates laurate transfer by at least 3 orders of magnitude. The enzyme acylates the lipid A analogue 1-dephospho-Kdo2-lipid IVA with 10fold higher specific activity as compared to alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA. Lauroyl-CoA can serve as an alternative acyl donor. Decanoyl-CoA, and to a lesser extent myristoyl-CoA, also function as acyl donors at low concentrations with inhibition of acylation at higher concentrations. Palmitoyl-CoA is inefficiently utilized as an acyl donor, but some acylation is observed. R-3-hydroxymyristoyl-[acyl-carrier protein] and synthetic R-3-hydroxylauroylmethylphosphopantetheine are poor acyl chain donors Escherichia coli (3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose + an [acyl-carrier protein]
-
?

Subunits

Subunits Comment Organism
? x * 36000, calculated from sequence Escherichia coli

Synonyms

Synonyms Comment Organism
LpxL
-
Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Escherichia coli

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
131
-
(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->4)-(3-deoxy-alpha-D-manno-oct-2-ulopyranosylonate)-(2->6)-2-deoxy-2-[[(3R)-3-hydroxytetradecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-phosphono-alpha-D-glucopyranose pH 7.5, 30°C Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Escherichia coli