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2.3.1.241: Kdo2-lipid IVA acyltransferase

This is an abbreviated version!
For detailed information about Kdo2-lipid IVA acyltransferase, go to the full flat file.

Word Map on EC 2.3.1.241

Reaction

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
=
(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]

Synonyms

(Kdo)2-lipid IVA lauroyltransferase, alpha-Kdo-(2->4)-alpha-(2->6)-lipid IVA lauroyltransferase, dodecanoyl-[acyl-carrier protein]:alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA O-dodecanoyltransferase, dodecanoyl-[acyl-carrier protein]:Kdo2-lipid IVA O-dodecanoyltransferase, ESA02293, htrB, HtrB1, Kdo2-lipid IVA lauroyltransferase, lauroyl-[acyl-carrier protein]:Kdo2-lipid IVA O-lauroyltransferase, lipid A biosynthesis lauroyltransferase, LpxL, LpxL1, LpxL2, lpxL_1, lpxL_2, PA0011, PP_1735

ECTree

     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.241 Kdo2-lipid IVA acyltransferase

Substrates Products

Substrates Products on EC 2.3.1.241 - Kdo2-lipid IVA acyltransferase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
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
(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]
show the reaction diagram
a dodecanoyl-[acyl-carrier protein] + Kdo2-lipid IVA
dodecanoyl-Kdo2-lipid IVA + an [acyl-carrier protein]
show the reaction diagram
a tetradecanoyl-[acyl-carrier protein] + Kdo2-lipid IVA
tetradecanoyl-Kdo2-lipid IVA + an [acyl-carrier protein]
show the reaction diagram
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
(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]
show the reaction diagram
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
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additional information
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