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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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for maintenance.
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Escherichia coli K-12 substr. MG1655 Reaction: 2.3.1.191

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions Protein-Modification Reactions
Reactions Classified By Substrate Macromolecule Reactions Protein-Reactions Protein-Modification Reactions

EC Number: 2.3.1.191

Enzymes and Genes:
UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase Inferred from experiment : lpxD

In Pathway: lipid IVA biosynthesis

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Most BioCyc compounds have been protonated to a reference pH value of 7.3, and some reactions have been computationally balanced for hydrogen by adding free protons. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: UDP-3-O-(3-hydroxymyristoyl)glucosamine N-acyltransferase

Enzyme Commission Synonyms: UDP-3-O-acyl-glucosamine N-acyltransferase, UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase, acyltransferase LpxD, acyl-ACP:UDP-3-O-(3-hydroxyacyl)-GlcN N-acyltransferase, firA (gene name), lpxD (gene name)

Summary:
This is the third committed step in lipid A biosynthesis.

Enzyme Commission Summary:
The enzyme catalyzes a step of lipid A biosynthesis. LpxD from Escherichia prefers (R,S)-3-hydroxymyristoyl-[acyl-carrier protein] over (R,S)-3-hydroxypalmitoyl-[acyl-carrier protein] [Bartling09]. Escherichia coli lipid A acyltransferases do not have an absolute specificity for 14-carbon hydroxy fatty acids but can transfer fatty acids differing by one carbon unit if the fatty acid substrates are available. When grown on 1% propionic acid, lipid A also contains the odd-chain fatty acids tridecanoic acid, pentadecanoic acid, hydroxytridecanoic acid, and hydroxypentadecanoic acid [Bainbridge08]]|.

Citations: [Buetow07, Bartling08, Kelly93]

Gene-Reaction Schematic: ?

Relationship Links: BRENDA:EC:2.3.1.191 , ENZYME:EC:2.3.1.191 , IUBMB-ExplorEnz:EC:2.3.1.191


References

Bainbridge08: Bainbridge BW, Karimi-Naser L, Reife R, Blethen F, Ernst RK, Darveau RP (2008). "Acyl chain specificity of the acyltransferases LpxA and LpxD and substrate availability contribute to lipid A fatty acid heterogeneity in Porphyromonas gingivalis." J Bacteriol 190(13);4549-58. PMID: 18456814

Bartling08: Bartling CM, Raetz CR (2008). "Steady-state kinetics and mechanism of LpxD, the N-acyltransferase of lipid A biosynthesis." Biochemistry 47(19);5290-302. PMID: 18422345

Bartling09: Bartling CM, Raetz CR (2009). "Crystal structure and acyl chain selectivity of Escherichia coli LpxD, the N-acyltransferase of lipid A biosynthesis." Biochemistry 48(36);8672-83. PMID: 19655786

Buetow07: Buetow L, Smith TK, Dawson A, Fyffe S, Hunter WN (2007). "Structure and reactivity of LpxD, the N-acyltransferase of lipid A biosynthesis." Proc Natl Acad Sci U S A 104(11);4321-6. PMID: 17360522

Kelly93: Kelly TM, Stachula SA, Raetz CR, Anderson MS (1993). "The firA gene of Escherichia coli encodes UDP-3-O-(R-3-hydroxymyristoyl)-glucosamine N-acyltransferase. The third step of endotoxin biosynthesis." J Biol Chem 1993;268(26);19866-74. PMID: 8366125


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 18.5 on Sun Dec 21, 2014, BIOCYC13B.