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Literature summary extracted from

  • Trent, M.S.; Ribeiro, A.A.; Lin, S.; Cotter, R.J.; Raetz, C.R.
    An inner membrane enzyme in Salmonella and Escherichia coli that transfers 4-amino-4-deoxy-L-arabinose to lipid A: induction on polymyxin-resistant mutants and role of a novel lipid-linked donor (2001), J. Biol. Chem., 276, 43122-43131.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
2.4.2.43 Triton X-100 transferase—transfer of the 4-amino-4-deoxy-alpha-L-arabinose unit from its putative isoprenoid carrier, undecaprenyl phosphate-4-amino-4-deoxy-alpha-L-arabinose, to the radiolabeled acceptor [4'-32P]lipid IV(A) is dependent upon the presence of the nonionic detergent Triton X-100, with maximal activity observed at 0.2% in the assay system Salmonella enterica subsp. enterica serovar Typhimurium

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.4.2.B4 overxpression of the L-Ara4N lipid A transferase (ArnT) behind a T7lac promoter Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43 overxpression of the L-Ara4N lipid A transferase (ArnT) behind a T7lac promoter Salmonella enterica subsp. enterica serovar Typhimurium

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.4.2.43 Ca2+ Cacl2, inhibits above 1 mM Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43 Mg2+ Mgcl2, inhibits above 1 mM Salmonella enterica subsp. enterica serovar Typhimurium

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.4.2.B4 membrane inner membrane Salmonella enterica subsp. enterica serovar Typhimurium 16020
-
2.4.2.43 membrane inner membrane Salmonella enterica subsp. enterica serovar Typhimurium 16020
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.4.2.B4 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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 + 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate Salmonella enterica subsp. enterica serovar Typhimurium attachment of the cationic sugar 4-amino-4-deoxy-L-arabinose to lipid A is required for the maintenance of polymyxin resistance in Salmonella typhimurium. Lipid A molecules containing a Kdo disaccharide are modified with two 4-amino-4-deoxy-alpha-L-arabinose units (at the 1-phosphate moiety and at the 4'-phosphate moiety), indicating that the addition of L-Ara4N to the 4'-position is KDO-dependent. ArnT is a bifunctional glycosyltransferase in that it can incorporate two 4-amino-4-deoxy-alpha-L-arabinose units. Transfer to lipid A occurs on the periplasmic side of the inner membrane 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-alpha-D-glucopyranose + undecaprenyl phosphate
-
 ?
2.4.2.43 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A) Salmonella enterica subsp. enterica serovar Typhimurium ArnT adds a single 4-amino-4-deoxy-alpha-L-arabinose unit to the 1-phosphate moiety of the tetraacylated lipid A precursor, lipid IV(A), which lacks Kdo and forms lipid II (A). Transfer to lipid A occurs on the periplasmic side of the inner membrane. ArnT is a bifunctional glycosyltransferase in that it can incorporate two 4-amino-4-deoxy-alpha-L-arabinose units. Lipid IV(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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. Lipid II(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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-alpha-D-glucopyranose lipid II(A) + undecaprenyl phosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.4.2.B4 Salmonella enterica subsp. enterica serovar Typhimurium
-
-
-
2.4.2.43 Salmonella enterica subsp. enterica serovar Typhimurium
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.4.2.B4
-
 Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43
-
 Salmonella enterica subsp. enterica serovar Typhimurium

Reaction

EC Number Reaction Comment Organism Reaction ID
2.4.2.43 4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + lipid IVA = lipid IIA + ditrans,octacis-undecaprenyl phosphate lipid IV(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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. Lipid II(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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-alpha-D-glucopyranose Salmonella enterica subsp. enterica serovar Typhimurium
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.2.B4 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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 + 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate attachment of the cationic sugar 4-amino-4-deoxy-L-arabinose to lipid A is required for the maintenance of polymyxin resistance in Salmonella typhimurium. Lipid A molecules containing a Kdo disaccharide are modified with two 4-amino-4-deoxy-alpha-L-arabinose units (at the 1-phosphate moiety and at the 4'-phosphate moiety), indicating that the addition of L-Ara4N to the 4'-position is KDO-dependent. ArnT is a bifunctional glycosyltransferase in that it can incorporate two 4-amino-4-deoxy-alpha-L-arabinose units. Transfer to lipid A occurs on the periplasmic side of the inner membrane Salmonella enterica subsp. enterica serovar Typhimurium 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-alpha-D-glucopyranose + undecaprenyl phosphate
-
 ?
2.4.2.B4 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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 + 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate lipid A molecules containing a KDO disaccharide are modified with two 4-amino-4-deoxy-alpha-L-arabinose units (at the 1-phosphate moiety and at the 4'-phosphate moiety), indicating that the addition of L-Ara4N to the 4'-position is KDO-dependent Salmonella enterica subsp. enterica serovar Typhimurium 3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranosyl-(2->6)-2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]amino]-3-O-[(3R)-3-hydroxytetradecanoyl]-4-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[[(3R)-3-hydroxytetradecanoyl]amino]-1-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl)phosphono-alpha-D-glucopyranose + undecaprenyl phosphate
-
 ?
2.4.2.43 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A) ArnT adds a single 4-amino-4-deoxy-alpha-L-arabinose unit to the 1-phosphate moiety of the tetraacylated lipid A precursor, lipid IV(A), which lacks Kdo and forms lipid II (A). Transfer to lipid A occurs on the periplasmic side of the inner membrane. ArnT is a bifunctional glycosyltransferase in that it can incorporate two 4-amino-4-deoxy-alpha-L-arabinose units. Lipid IV(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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. Lipid II(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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-alpha-D-glucopyranose Salmonella enterica subsp. enterica serovar Typhimurium lipid II(A) + undecaprenyl phosphate
-
 ?
2.4.2.43 4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A) ArnT adds a single 4-amino-4-deoxy-alpha-L-arabinose unit to the 1-phosphate moiety of the tetraacylated lipid A precursor. Lipid IV(A), which lacks Kdo and forms lipid II (A)lipid IV(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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. Lipid II(A) = 2-deoxy-2-[[(3R)-3-hydroxypentadecanoyl]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-alpha-D-glucopyranose Salmonella enterica subsp. enterica serovar Typhimurium lipid II(A) + undecaprenyl phosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.4.2.B4 L-Ara4N transferase
-
 Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43 L-Ara4N transferase
-
 Salmonella enterica subsp. enterica serovar Typhimurium

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.4.2.B4 30
-
 assay at Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43 30
-
 assay at Salmonella enterica subsp. enterica serovar Typhimurium

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.4.2.B4 6.5
-
-
 Salmonella enterica subsp. enterica serovar Typhimurium
2.4.2.43 6.5
-
-
 Salmonella enterica subsp. enterica serovar Typhimurium