Ligand lipopolysaccharide

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Basic Ligand Information

Molecular Structure
Picture of lipopolysaccharide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H11O6R
lipopolysaccharide
FIYRYUJGVOTIEF-DVKNGEFBSA-N
Synonyms:
Beta-D-glucosides, beta-linked glucosides, D-glucosyl-lipopolysaccharide, D-mannosylglycoprotein, glycoprotein D-mannose, membrane-derived-oligosaccharide D-glucose

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-galactose + lipopolysaccharide = UDP + 1,3-alpha-D-galactosyl-lipopolysaccharide
show the reaction diagram
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UDP-N-acetyl-D-glucosamine + lipopolysaccharide = UDP + N-acetyl-D-glucosaminyllipopolysaccharide
show the reaction diagram
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UDPglucose + lipopolysaccharide = UDP + D-glucosyllipopolysaccharide
show the reaction diagram
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UDP-glucose + lipopolysaccharide = UDP + alpha-D-glucosyl-lipopolysaccharide
show the reaction diagram
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lipopolysaccharide + H2O = ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
6-(D-glucose-1-phospho)-D-mannosylglycoprotein + H2O = D-glucose alpha-1-phosphate + D-mannosylglycoprotein
show the reaction diagram
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re-lipopolysaccharide + H2O = 3-deoxy-D-manno-octulosonic acid + lipopolysaccharide
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-galactose + lipopolysaccharide = UDP + 1,3-alpha-D-galactosyl-lipopolysaccharide
show the reaction diagram
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UDPglucose + lipopolysaccharide = UDP + D-glucosyllipopolysaccharide
show the reaction diagram
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UDP-glucose + lipopolysaccharide = UDP + alpha-D-glucosyl-lipopolysaccharide
show the reaction diagram
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lipopolysaccharide + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
6-(D-glucose-1-phospho)-D-mannosylglycoprotein + H2O = D-glucose alpha-1-phosphate + D-mannosylglycoprotein
show the reaction diagram
-
re-lipopolysaccharide + H2O = 3-deoxy-D-manno-octulosonic acid + lipopolysaccharide
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (43 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
induces the membrane-associated isozyme
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phenoloxidase activity is highest at 0.2 mg/ml
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stimulates enzyme expression
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from Escherichia coli, activates
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activates the enzyme, activation is partly reduced by addition of inhibitor Sn-protoporphyrin
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upregulates expression and activity of LTB4OH in ex-smokers in a dose-dependent manner, but not in smokers. In vitro smoke exposure of ex-smokers' bronchoalveolar lavage cells abrogates the lipopolysaccharide-induced up-regulation of LTB4OH mRNA expression, thus tobacco smoke alters bronchoalveolar lavage cell LTB4OH mRNA expression in response to lipopolysaccharide exposure
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after stimulation by lipopolysaccharide, mRNA expression level in haemocytes is 25fold increased at 12 h and 7-8fold at 24 h. The concentration of T3 in haemolymph increases significantly at 12 h, the concentration of T4 does not change significantly
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exposure tolipopolysaccharide leads to the demise of motor neurons in a dose- and time-dependent manner, whereas interneurons are impaired relatively mildly. NADPH oxidase is activated upon lipopolysaccharide challenge, and inhibitor apocynin prevents inflammation-mediated toxicity to motor neurons
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macrophages challenged by bacterial lipopolysaccharides undergo extensive microtubule acetylation
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activity increases in a time-dependent fashion, maximal activation at 0.010 mg/ml lipopolysaccharide
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stimulate
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increases Sk1 transcription which is accompanied by increased SK activity and generation of sphingosine 1-phosphate. Sphingosine 1-phosphate is able to cause increases in COX-2 and PGE2 levels in RAW cells
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ASK1, TPL-2, TAK1, MEKK1 and MEKK3
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lipopolysaccharide stimulation induces the expression of PP4
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ecto-5'-nucleotidase activity increases after incubation with 10 ng/ml lipopolysaccharide for 24 h but is not changed after shorter incubation times
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expression and activity of isoforms PDE2, PDE3, PDE11 in cultured peritoneal macrophages are recovered after treatment of cultured cells with lipopolysaccharide. Lipopolysaccharide also up-regulates enzyme expression in resident peritoneal macrophages
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enzyme expression is significantly up-regulated in microglial activation induced in vitro by lipopolysaccharide
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following stimulation with bacterial lipopolysaccharide a marginal upregulation of the expression of carboxypeptidase M is observed
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combination of lipopolysaccharide plus interferon-gamma upregulates prolyl endopeptidase enzymatic activity. Lipopolysaccharide, interferon-gamma or alpha-synuclein alone do not significantly upregulate prolyl endopeptidase enzymatic activity
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slightly increases level of tPA mRNA expression. Co-treatment with lipopolysaccharide and dibutyryl-cAMP does not have an additive effect on tPA mRNA induction
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activates a Cat-B-dependent programmed death response in endothelial cells that is independent of both myeloid differentiation factor 88 and Toll-like receptor-associated interferon-inducing factor, is blocked by both Fas-associated death domain protein and phosphatidylinositol 3 kinase. Activates both caspase- and Cat B-dependent death pathways in presence of phosphatidylinositol 3 kinase inhibitor LY294002 or the inflammatory cytokine interferon-gamma
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lipopolysaccharide challenge (0.001 mg/ml) increases the protein level of MMP-9 and induces the activity of MMP-9 in H9c2 cardiomyoblasts through ERK1/2 signaling pathway
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excreted from Escherichia coli after oral infection, stimulates the enzyme in dental pulp and gingiva, tissue-specific effects, oveview
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100 ng/ml lipopolysaccharide stimulates the upregulation and nuclear translocation of APE1 in activated macrophages. APE1 critically mediates both the translocation of NF-B to the nucleus and the expression of inducible nitric oxide synthase by murine macrophage RAW264.7 cells after stimulation with LPS
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from Escherichia coli serotype O26:B26, increases mRNA expression in heart, brain, liver and adrenal gland
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lipopolysaccharide binds to receptor TLR4 on osteoblasts that directly induces isoform mPGES-1 expression for prostaglandin E2 synthesis, leading to subsequent bone resorption
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argininosuccinate synthase accumulates in circulation within 1 h after treatment with both lipopolysaccharide alone and hepatotoxic combination of lipopolysaccharide and D-Galactosamine. Enzyme physically binds to lipopolysaccharide
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Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
suppresses the enzyme activity of isozyme LPCAT3 toward linoleoyl-CoA and arachidonoyl-CoA in phorbol 12-myristate 13-acetate-treated U-937 cells
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downregulation of enzyme at both mRNA and protein level by stimulation of macrophages with lipopolysaccharide. Lipopolysaccharide triggers a delayed decline of cysteine desulfurase protein and its protein partner IscU; LPS triggers a delayed decline of Nfs1, rather involving transcriptional events or mRNA instability, also the expression of IscU is down-regulated in LPS-stimulated macrophages
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lipopolysaccharide treatment significantly decreases carboxypeptidase B activity. Administration of 5,5-dimethyl-1-pyrroline N-oxide to LPS-treated mice alleviates this loss of enzyme activity
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decreases tPA activity. Co-treatment with dibutyryl-cAMP and lipopolysaccharide dose-dependently prevents lipopolysaccharide-induced downregulation of tPA activity
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i.e. LPS, rough, dependent on, interacts with the beta-barrel in the outer membrane, function and mechanism overview, smooth LPS sterically inhibits the enzyme via its O-side chain
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1 microg/ml, 24 h, about 55% relative activity; 1 microg/ml, about 55% relative activity
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dependent on the origin
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Enzyme Kinetic Parameters

KM Value (10 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.048
0.05
pH 7.5, 37°C, recombinant His-tagged enzyme

References & Links

Links to other databases for lipopolysaccharide

ChEBI
PubChem
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PubChem