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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
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP-2,3-diacylglucosamine + 2,3-diacylglucosamine 1-phosphate
2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine 1-phosphate + UDP
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
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
additional information
?
-
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
-
-
-
?
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
-
-
-
-
?
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
-
-
-
ir
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
-
-
-
ir
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
-
-
product analysis
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
ir
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
-
strong preference for 2,3-diacylated substrates, but the (R)-3-hydroxy substituent is not required
-
ir
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
-
involved with EC 2.3.1.129 and EC 2.7.1.130 in the biosynthesis of the phosphorylated glycolipid, Lipid A, in the outer membrane of E. coli and other gram-negative bacteria
-
-
?
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
-
involved in lipid A biosynthesis
-
-
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
ir
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
-
strong preference for 2,3-diacylated substrates, but the (R)-3-hydroxy substituent is not required
-
ir
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
-
involved with EC 2.3.1.129 and EC 2.7.1.130 in the biosynthesis of the phosphorylated glycolipid, Lipid A, in the outer membrane of E. coli and other gram-negative bacteria
-
-
?
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
-
2,3-diacylglucosamine 1-phosphate is lipid X
-
-
?
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
-
lipid X isolated from E. coli
-
-
?
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
-
-
-
?
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
-
-
-
?
UDP-2,3-diacylglucosamine + 2,3-diacylglucosamine 1-phosphate
2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine 1-phosphate + UDP
-
-
-
-
?
UDP-2,3-diacylglucosamine + 2,3-diacylglucosamine 1-phosphate
2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine 1-phosphate + UDP
-
-
-
-
?
UDP-2,3-diacylglucosamine + 2,3-diacylglucosamine 1-phosphate
2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine 1-phosphate + UDP
-
-
-
-
?
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
-
-
-
?
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
-
-
-
?
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
-
-
-
?
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
-
-
-
-
?
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
-
0.44% of the activity with UDP-2,3-diacylglucosamine
-
-
?
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
-
0.44% of the activity with UDP-2,3-diacylglucosamine
-
-
?
additional information
?
-
formation of lipid A disaccharide from UDP-GlcNAc and lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, releasing UDP. Lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, bears two R-3-hydroxymyristoyl chains in Arabidopsis thaliana and is a key precursor of lipid A. No other lipid X molecular species are detected
-
-
?
additional information
?
-
formation of lipid A disaccharide from UDP-GlcNAc and lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, releasing UDP. Lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, bears two R-3-hydroxymyristoyl chains in Arabidopsis thaliana and is a key precursor of lipid A. No other lipid X molecular species are detected
-
-
?
additional information
?
-
LpxB combines lipid X with the preceding lipid metabolite, UDP-2,3-bis(beta-hydroxymyristoyl)-D-glucosamine, to form lipid A disaccharide
-
-
?
additional information
?
-
LpxB only consumes lipid X in a 1:1 ratio with UDP-2,3-bis(beta-hydroxymyristoyl)-D-glucosamine. Near irreversibility of the LpxB enzyme
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-
?
additional information
?
-
analysis of UDP binding site structure and ligand-bound structure of LpxB. The GlcNAc moiety is highly flexible or that UDP-GlcNAc is hydrolysed during soaking. The uracil base binds in a hydrophobic pocket formed by L197, P198, P231, and V233, which is on the second Rossmann-fold domain and facing the deep inter-domain cleft. The P231 carbonyl oxygen also hydrogen-bonds with N3 of uracil and the G199 amide nitrogen hydrogen-bonds with the O4 carbonyl of uracil. In addition, two water molecules connect active site residues to uracil: the first water connects the G199 carbonyl oxygen and the V233 amide nitrogen to O4 of uracil, and the second water connects the G261 amide nitrogen to the O2 carbonyl of uracil
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-
-
additional information
?
-
-
analysis of UDP binding site structure and ligand-bound structure of LpxB. The GlcNAc moiety is highly flexible or that UDP-GlcNAc is hydrolysed during soaking. The uracil base binds in a hydrophobic pocket formed by L197, P198, P231, and V233, which is on the second Rossmann-fold domain and facing the deep inter-domain cleft. The P231 carbonyl oxygen also hydrogen-bonds with N3 of uracil and the G199 amide nitrogen hydrogen-bonds with the O4 carbonyl of uracil. In addition, two water molecules connect active site residues to uracil: the first water connects the G199 carbonyl oxygen and the V233 amide nitrogen to O4 of uracil, and the second water connects the G261 amide nitrogen to the O2 carbonyl of uracil
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-
-
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
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
additional information
?
-
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
-
-
-
-
?
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
-
involved with EC 2.3.1.129 and EC 2.7.1.130 in the biosynthesis of the phosphorylated glycolipid, Lipid A, in the outer membrane of E. coli and other gram-negative bacteria
-
-
?
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
-
involved in lipid A biosynthesis
-
-
?
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
-
involved with EC 2.3.1.129 and EC 2.7.1.130 in the biosynthesis of the phosphorylated glycolipid, Lipid A, in the outer membrane of E. coli and other gram-negative bacteria
-
-
?
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
-
-
-
?
UDP-2,3-bis(3-hydroxytetradecanoyl)glucosamine + 2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
UDP + 2,3-bis(3-hydroxytetradecanoyl)-D-glucosaminyl-(1->6)-beta-D-2,3-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl 1-phosphate
-
-
-
?
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
-
-
-
?
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
-
-
-
?
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
-
-
-
?
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
-
-
-
-
?
additional information
?
-
formation of lipid A disaccharide from UDP-GlcNAc and lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, releasing UDP. Lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, bears two R-3-hydroxymyristoyl chains in Arabidopsis thaliana and is a key precursor of lipid A. No other lipid X molecular species are detected
-
-
?
additional information
?
-
formation of lipid A disaccharide from UDP-GlcNAc and lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, releasing UDP. Lipid X, i.e. 2,3-diacylglucosamine 1-phosphate, bears two R-3-hydroxymyristoyl chains in Arabidopsis thaliana and is a key precursor of lipid A. No other lipid X molecular species are detected
-
-
?
additional information
?
-
LpxB combines lipid X with the preceding lipid metabolite, UDP-2,3-bis(beta-hydroxymyristoyl)-D-glucosamine, to form lipid A disaccharide
-
-
?
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
additional information
?
-
-
involved in the biosynthetic pathway leading to 3-aminoglucosamine analogues of lipid A, responsible for cytotoxic effect on the host Acanthamoeba castellanii
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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evolution
LpxB is among the most highly conserved enzymes in the Raetz pathway
evolution
LpxB is an inverting glycosyltransferase of family 19 of the GT-B superfamily
evolution
LpxB is an inverting glycosyltransferase of family 19 of the GT-B superfamily
evolution
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LpxB is an inverting glycosyltransferase of family 19 of the GT-B superfamily
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malfunction
42fold accumulation of 2,3-diacylglucosamine 1-phosphate in Arabidopsis thaliana atlpxb-1 mutant
malfunction
overexpression of LpxB in Escherichia coli results in the accumulation of aberrant tubular membranes of a uniform diameter along the inner surface of the bacterial inner membrane, suggesting that the accumulation of the lipid product of the LpxB reaction, 2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine-1-phosphate (DSMP), is toxic to cells
malfunction
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overexpression of LpxB in Escherichia coli results in the accumulation of aberrant tubular membranes of a uniform diameter along the inner surface of the bacterial inner membrane, suggesting that the accumulation of the lipid product of the LpxB reaction, 2',3'-diacylglucosamine-(beta,1'-6)-2,3-diacylglucosamine-1-phosphate (DSMP), is toxic to cells
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malfunction
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42fold accumulation of 2,3-diacylglucosamine 1-phosphate in Arabidopsis thaliana atlpxb-1 mutant
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metabolism
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catalyzes the fifth step of lipid A biosynthesis
metabolism
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catalyzes the fifth step of lipid A biosynthesis
metabolism
the enzyme is involved in the lipid A biosynthesis catalyzing the fifth step, LpxH and LpxB may form a complex that performs metabolic channeling. LpxB combines lipid X with the preceding lipid metabolite, UDP-2,3-bis(beta-hydroxymyristoyl)-D-glucosamine, to form lipid A disaccharide. Development of a quantitative model of the nine enzyme-catalyzed steps of Escherichia coli lipid A biosynthesis, modelling, detailed overview
metabolism
LpxB is a glycosyltransferase in the Raetz (lipid A synthesis) pathway that catalyzes nucleophilic attack of the 6'-hydroxyl of lipid X on the anomeric carbon of UDP-diacyl-glucosamine (UDP-DAG) to form beta(1-6)-tetraacyl-disaccharide 1-phosphate (lipid A disaccharide)
metabolism
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catalyzes the fifth step of lipid A biosynthesis
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physiological function
most Gram-negative bacteria are surrounded by a glycolipid called lipopolysaccharide (LPS), which forms a barrier to hydrophobic toxins and, in pathogenic bacteria, is a virulence factor. During LPS biosynthesis, the membrane-associated glycosyltransferase (LpxB) forms a tetraacylated disaccharide that is further acylated to form the membrane anchor moiety of LPS. LpxB is essential for growth of Escherichia coli and is among the most highly conserved enzymes in the Raetz pathway
physiological function
role of LpxB as the disaccharide synthetase to condense UDP-DAGn with lipid X to form DSMP and UDP
physiological function
role of LpxB as the disaccharide synthetase to condense UDP-DAGn with lipid X to form DSMP and UDP
physiological function
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role of LpxB as the disaccharide synthetase to condense UDP-DAGn with lipid X to form DSMP and UDP
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additional information
Escherichia coli enzyme LpxB has a glycosyltransferase-B family fold but with a highly intertwined, C-terminally swapped dimer comprising four domains. Homology modeling using the UDP-N-acetylglucosamine 2-epimerase structure from Thermus thermophilus strain HB8 (PDB ID 1V4V) as template, structure comparisons, overview. The hydrophobic patch (V66, V68, L69, L72, L75, and L76) is essential for productive membrane association or substrate binding
additional information
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Escherichia coli enzyme LpxB has a glycosyltransferase-B family fold but with a highly intertwined, C-terminally swapped dimer comprising four domains. Homology modeling using the UDP-N-acetylglucosamine 2-epimerase structure from Thermus thermophilus strain HB8 (PDB ID 1V4V) as template, structure comparisons, overview. The hydrophobic patch (V66, V68, L69, L72, L75, and L76) is essential for productive membrane association or substrate binding
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Ray, B.L.; Painter, G.; Raetz, C.R.H.
The biosynthesis of gram-negative endotoxin. Formation of lipid A disaccharides from monosaccharide precursors in extracts of Escherichia coli
J. Biol. Chem.
259
4852-4859
1984
Escherichia coli
brenda
Crowell, D.N.; Reznikoff, W.S.; Raetz, C.R.H.
Nucleotide sequence of the Escherichia coli gene for lipid A disaccharide synthase
J. Bacteriol.
169
5727-5734
1987
Escherichia coli
brenda
Crowell, D.N.; Anderson, M.S.; Raetz, C.R.H.
Molecular cloning of the genes for lipid A disaccharide synthase and UDP-N-acetylglucosamine acyltransferase in Escherichia coli
J. Bacteriol.
168
152-159
1986
Escherichia coli
brenda
Radika, K.; Raetz, C.R.H.
Purification and properties of lipid A disaccharide synthase of Escherichia coli
J. Biol. Chem.
263
14859-14867
1988
Escherichia coli, Escherichia coli MC1061/pSR8
brenda
Raetz, C.R.H.
Lipid A disaccharide synthase from Escherichia coli
Methods Enzymol.
209
455-466
1992
Escherichia coli, Escherichia coli MC1061/pSR8
brenda
Vyplel, H.; Scholz, D.; Loibner, H.; Kern, M.; Bednarik, K.; Schaller, H.
Synthesis of fluorinated analogues of lipid A
Tetrahedron Lett.
33
1261-1264
1992
Escherichia coli
-
brenda
Milla, M.E.; Raetz, C.R.H.
Association of lipid A disaccharide synthase with aerobic glycerol-3-phosphate dehydrogenase in extracts of Escherichia coli
Biochim. Biophys. Acta
1304
245-253
1996
Escherichia coli
brenda
Price, N.P.J.; Kelly, T.M.; Raetz, C.R.H.; Carlson, R.W.
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
J. Bacteriol.
176
4646-4655
1994
Rhizobium leguminosarum
brenda
Albers, U.; Tiaden, A.; Spirig, T.; Al Alam, D.; Goyert, S.M.; Gangloff, S.C.; Hilbi, H.
Expression of Legionella pneumophila paralogous lipid A biosynthesis genes under different growth conditions
Microbiology
153
3817-3829
2007
Legionella pneumophila (Q5WSK6), Legionella pneumophila (Q5WWX7), Legionella pneumophila (Q5X5J5), Legionella pneumophila
brenda
Metzger, L.E.; Raetz, C.R.
Purification and characterization of the lipid A disaccharide synthase (LpxB) from Escherichia coli, a peripheral membrane protein
Biochemistry
48
11559-11571
2009
Escherichia coli, Haemophilus influenzae, Escherichia coli C41(DE3)
brenda
Metzger, L.E.; Raetz, C.R.
An alternative route for UDP-diacylglucosamine hydrolysis in bacterial lipid A biosynthesis
Biochemistry
49
6715-6726
2010
Arabidopsis thaliana (F4IF99), Arabidopsis thaliana Col-0 (F4IF99)
brenda
Emiola, A.; George, J.; Andrews, S.S.
A complete pathway model for lipid A biosynthesis in Escherichia coli
PLoS ONE
10
e0121216
2014
Escherichia coli (P10441)
brenda
Zhou, P.; Zhao, J.
Structure, inhibition, and regulation of essential lipid A enzymes
Biochim. Biophys. Acta
1862
1424-1438
2017
Chlamydia trachomatis (O84416), Escherichia coli (P10441), Chlamydia trachomatis D/UW-3/Cx (O84416)
brenda
Bohl, T.E.; Shi, K.; Lee, J.K.; Aihara, H.
Crystal structure of lipid A disaccharide synthase LpxB from Escherichia coli
Nat. Commun.
9
377
2018
Escherichia coli (P10441), Escherichia coli
brenda