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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A = alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA = 4'-alpha-L-Ara4N-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + lipid IVA = lipid IIA + ditrans,octacis-undecaprenyl phosphate
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
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + lipid IVA = lipid IIA + ditrans,octacis-undecaprenyl phosphate
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(2Z)-3,7-dimethylocta-2,6-dien-1-yl 1-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl) phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A)
lipid II(A) + undecaprenyl phosphate
additional information
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no activity with (2Z)-3,7-dimethylocta-2,6-dien-1-yl 1-O-(4-amino-4-deoxy-beta-L-arabinopyranosyl) phosphate and (2E)-3,7-dimethylocta-2,6-dien-1-yl 1-O-(4-amino-4-deoxy-alpha-L-arabinopyranosyl) phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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the reaction is part of a enzymatic pathway by which Gram-negative bacteria acquire antibiotic resistance
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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ArnT confers resistance to the antibiotic polymyxin in Salmonella typhimurium and Escherichia coli through the modification of lipid A, a major component of the outer surface of Gram-negative bacteria. ArnT transfers a neutral aminoarabinose moiety onto the negative phosphate groups of lipid A, reducing the surface charge of the bacteria and preventing cationic peptides such as polymyxin from electrostatically recognizing and killing the bacteria. Only small amounts of ArnT are necessary to provide resistance against polymyxin to the bacterial cell
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4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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the reaction is part of a enzymatic pathway by which Gram-negative bacteria acquire antibiotic resistance
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A)
lipid II(A) + undecaprenyl phosphate
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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
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A)
lipid II(A) + undecaprenyl phosphate
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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
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?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
4-amino-4-deoxy-alpha-L-arabinopyranosyl undecaprenyl phosphate + lipid IV(A)
lipid II(A) + undecaprenyl phosphate
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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
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
-
the reaction is part of a enzymatic pathway by which Gram-negative bacteria acquire antibiotic resistance
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-
?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
-
ArnT confers resistance to the antibiotic polymyxin in Salmonella typhimurium and Escherichia coli through the modification of lipid A, a major component of the outer surface of Gram-negative bacteria. ArnT transfers a neutral aminoarabinose moiety onto the negative phosphate groups of lipid A, reducing the surface charge of the bacteria and preventing cationic peptides such as polymyxin from electrostatically recognizing and killing the bacteria. Only small amounts of ArnT are necessary to provide resistance against polymyxin to the bacterial cell
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-
?
4-amino-4-deoxy-alpha-L-arabinopyranosyl di-trans,poly-cis-undecaprenyl phosphate + lipid IVA
lipid IIA + di-trans,poly-cis-undecaprenyl phosphate
-
the reaction is part of a enzymatic pathway by which Gram-negative bacteria acquire antibiotic resistance
-
-
?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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-
-
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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-
-
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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-
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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-
-
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?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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-
-
-
?
4-amino-4-deoxy-alpha-L-arabinopyranosyl ditrans,octacis-undecaprenyl phosphate + alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + ditrans,octacis-undecaprenyl phosphate
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?
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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
J. Biol. Chem.
276
43122-43131
2001
Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Impellitteri, N.A.; Merten, J.A.; Bretscher, L.E.; Klug, C.S.
Identification of a functionally important loop in Salmonella typhimurium ArnT
Biochemistry
49
29-35
2010
Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Trent, M.S.; Ribeiro, A.A.; Doerrler, W.T.; Lin, S.; Cotter, R.J.; Raetz, C.R.
Accumulation of a polyisoprene-linked amino sugar in polymyxin-resistant Salmonella typhimurium and Escherichia coli: structural characterization and transfer to lipid A in the periplasm
J. Biol. Chem.
276
43132-43144
2001
Escherichia coli, Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Bretscher, L.E.; Morrell, M.T.; Funk, A.L.; Klug, C.S.
Purification and characterization of the L-Ara4N transferase protein ArnT from Salmonella typhimurium
Protein Expr. Purif.
46
33-39
2006
Salmonella enterica subsp. enterica serovar Typhimurium (O52327), Salmonella enterica subsp. enterica serovar Typhimurium
brenda
Herrera, C.M.; Hankins, J.V.; Trent, M.S.
Activation of PmrA inhibits LpxT-dependent phosphorylation of lipid A promoting resistance to antimicrobial peptides
Mol. Microbiol.
76
1444-1460
2010
Escherichia coli (P76473)
brenda
Tavares-Carreon, F.; Fathy Mohamed, Y.; Andrade, A.; Valvano, M.A.
ArnT proteins that catalyze the glycosylation of lipopolysaccharide share common features with bacterial N-oligosaccharyltransferases
Glycobiology
26
286-300
2016
Salmonella enterica, Burkholderia cenocepacia
brenda
Nowicki, E.M.; OBrien, J.P.; Brodbelt, J.S.; Trent, M.S.
Extracellular zinc induces phosphoethanolamine addition to Pseudomonas aeruginosa lipid A via the ColRS two-component system
Mol. Microbiol.
97
166-178
2015
Pseudomonas aeruginosa
brenda
Tavares-Carreon, F.; Patel, K.B.; Valvano, M.A.
Burkholderia cenocepacia and Salmonella enterica ArnT proteins that transfer 4-amino-4-deoxy-l-arabinose to lipopolysaccharide share membrane topology and functional amino acids
Sci. Rep.
5
10773
2015
Salmonella enterica
brenda
Petrou, V.; Herrera, C.; Schultz, K.; Clarke, O.; Vendome, J.; Tomasek, D.; Banerjee, S.; Rajashankar, K.; Dufrisne, M.; Kloss, B.; Kloppmann, E.; Rost, B.; Klug, C.; Trent, M.; Shapiro, L.; Mancia, F.
Structures of aminoarabinose transferase ArnT suggest a molecular basis for lipid A glycosylation.
Science
351
608-612
2016
Cupriavidus metallidurans, Cupriavidus metallidurans CH34
brenda
Sato, T.; Shiraishi, T.; Hiyama, Y.; Honda, H.; Shinagawa, M.; Usui, M.; Kuronuma, K.; Masumori, N.; Takahashi, S.; Tamura, Y.; Yokota, S.I.
Contribution of novel amino acid alterations in PmrA or PmrB to colistin resistance in mcr-negative Escherichia coli clinical isolates, including major multidrug-resistant lineages O25b H4-ST131-H30Rx and Non-x
Antimicrob. Agents Chemother.
62
e00864-18
2018
Escherichia coli
brenda
Olagnon, C.; Monjaras Feria, J.; Gruenwald-Gruber, C.; Blaukopf, M.; Valvano, M.A.; Kosma, P.
Synthetic phosphodiester-linked 4-amino-4-deoxy-L-arabinose derivatives demonstrate that ArnT is an inverting aminoarabinosyl transferase
Chembiochem
20
2936-2948
2019
Burkholderia cenocepacia
brenda
2.4.2.43 lipid IVA 4-amino-4-deoxy-L-arabinosyltransferase
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