KEGG   ENZYME: 2.3.1.305
Entry
EC 2.3.1.305                Enzyme                                 
Name
acyl-[acyl-carrier protein]---UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucopyranose N-acyltransferase;
lpxA (gene name) (ambiguous)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
(3R)-3-hydroxyacyl-[acyl-carrier-protein]:UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucopyranose 3-N-[(3R)-hydroxyacyl]transferase
Reaction(IUBMB)
a (3R)-3-hydroxyacyl-[acyl-carrier protein] + UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucopyranose = an [acyl-carrier protein] + a UDP-2-acetamido-2,3-dideoxy-3-{[(3R)-3-hydroxyacyl]amino}-alpha-D-glucopyranose [RN:R12931]
Reaction(KEGG)
R12931
Substrate
(3R)-3-hydroxyacyl-[acyl-carrier protein] [CPD:C01271];
UDP-2-acetamido-3-amino-2,3-dideoxy-alpha-D-glucopyranose [CPD:C22427]
Product
[acyl-carrier protein] [CPD:C00229];
UDP-2-acetamido-2,3-dideoxy-3-{[(3R)-3-hydroxyacyl]amino}-alpha-D-glucopyranose [CPD:C22428]
Comment
The enzyme is found in bacterial species whose lipid A contains 2,3-diamino-2,3-dideoxy-D-glucopyranose. Some enzymes, such as that from Leptospira interrogans, are highly specific for 2,3-diamino-2,3-dideoxy-D-glucopyranose, while others, such as the enzyme from Acidithiobacillus ferrooxidans, are also able to accept UDP-N-acetyl-alpha-D-glucosamine (cf. EC 2.3.1.129, acyl-[acyl-carrier-protein]---UDP-N-acetylglucosamine O-acyltransferase). The enzymes from different organisms also differ in their specificity for the acyl donor. The enzyme from Leptospira interrogans is highly specific for (3R)-3-hydroxydodecanoyl-[acp], while that from Mesorhizobium loti functions almost equally well with 10-, 12-, and 14-carbon 3-hydroxyacyl-[acp]s.
History
EC 2.3.1.305 created 2021
Reference
1  [PMID:15044493]
  Authors
Sweet CR, Williams AH, Karbarz MJ, Werts C, Kalb SR, Cotter RJ, Raetz CR.
  Title
Enzymatic synthesis of lipid A molecules with four amide-linked acyl chains. LpxA acyltransferases selective for an analog of UDP-N-acetylglucosamine in which an amine replaces the 3"-hydroxyl group.
  Journal
J Biol Chem 279:25411-9 (2004)
DOI:10.1074/jbc.M400597200
  Sequence
[afr:AFE_1456]
Reference
2  [PMID:19456129]
  Authors
Robins LI, Williams AH, Raetz CR.
  Title
Structural basis for the sugar nucleotide and acyl-chain selectivity of Leptospira interrogans LpxA.
  Journal
Biochemistry 48:6191-201 (2009)
DOI:10.1021/bi900629e
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.305
IUBMB Enzyme Nomenclature: 2.3.1.305
ExPASy - ENZYME nomenclature database: 2.3.1.305
BRENDA, the Enzyme Database: 2.3.1.305

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