UDP-3-O-acyl-GlcNAc Tris
UDP-3-O-acyl-GlcNAc Tris (UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine Tris) serves as a deacetylation substrate and biosynthetic intermediate in the biosynthetic pathways of lipid A and Kdo2-lipid A in Escherichia coli. UDP-3-O-acyl-GlcNAc Tris undergoes enzymatic deacetylation via LpxC to produce UDP-3-O-[(R)-3-hydroxymyristoyl]glucosamine and release acetate. UDP-3-O-acyl-GlcNAc Tris accumulates in Escherichia coli extracts in the absence of [(R)-3-hydroxymyristoyl]-acyl carrier protein. UDP-3-O-acyl-GlcNAc Tris can be used in studies related to Gram-negative shock.
For research use only. We do not sell to patients.
- CAS No.: 112710-84-6
- Formula: C35H64N4O22P2
- Molecular Weight:954.84
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Storage:
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
All Endogenous Metabolite Isoforms
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Biological Activity
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Microbial Metabolite |
UDP-3-O-acyl-GlcNAc Tris acts as substrate 1 in the Escherichia coli K12 Kdo2-lipid A biosynthetic pathway, where it is converted to the next pathway intermediate by the enzyme LpxC[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 112710-84-6
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Appearance Solid
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Molecular Weight 954.84
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Formula C35H64N4O22P2
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Color White to off-white
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SMILES
CC(N[C@@H]1[C@@H](OC(C[C@H](O)CCCCCCCCCCC)=O)[C@H](O)[C@@H](CO)O[C@@H]1OP(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@@](N3C=CC(NC3=O)=O)([H])O2)(O)=O)(O)=O)=O.OCC(CO)(N)CO
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Synonyms
UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine Tris
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Purity & Documentation
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Data Sheet (266 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Anderson MS, et al. Biosynthesis of lipid A in Escherichia coli: identification of UDP-3-O-[(R)-3-hydroxymyristoyl]-alpha-D-glucosamine as a precursor of UDP-N2,O3-bis[(R)-3-hydroxymyristoyl]-alpha-D-glucosamine. Biochemistry. 1988;27(6):1908-1917. [Content Brief]
[2]. Opiyo SO, et al. Evolution of the Kdo2-lipid A biosynthesis in bacteria. BMC Evol Biol. 2010;10:362. Published 2010 Nov 24. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
UDP-3-O-acyl-GlcNAc Tris Related Classifications
HY-W585865 Related Classifications
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- UDP-3-O-acyl-GlcNAc
- 112710-84-6
- UDP-3-O-(3-hydroxytetradecanoyl)-N-acetylglucosamine
- Endogenous Metabolite
- Bacterial
- acetate
- Escherichia coli strain JB1104
- Escherichia coli
- gram-negative shock
- lipid A
- Escherichia coli K12
- N-ethylmaleimide
- UDP-3-O-[(R)-3-hydroxymyristoyl]glucosamine
- LpxC
- Kdo2-lipid A biosynthetic pathways
- Inhibitor
- inhibitor
- inhibit