Information on EC 4.2.1.135 - UDP-N-acetylglucosamine 4,6-dehydratase (configuration-retaining)

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The expected taxonomic range for this enzyme is: Campylobacter jejuni

EC NUMBER
COMMENTARY hide
4.2.1.135
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RECOMMENDED NAME
GeneOntology No.
UDP-N-acetylglucosamine 4,6-dehydratase (configuration-retaining)
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-N-acetyl-alpha-D-glucosamine = UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
2-acetamido-4-amino-2,4,6-trideoxy-alpha-D-galactosyl-diphospho-ditrans,octacis-undecaprenol biosynthesis
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Amino sugar and nucleotide sugar metabolism
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UDP-N,N'-diacetylbacillosamine biosynthesis
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UDP-N-acetyl-alpha-D-fucosamine biosynthesis
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UDP-N-acetyl-alpha-D-quinovosamine biosynthesis
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UDP-yelosamine biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-N-acetyl-alpha-D-glucosamine hydro-lyase (configuration-retaining; UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose-forming)
Contains NAD+ as a cofactor [2]. This is the first enzyme in the biosynthetic pathway of N,N'-diacetylbacillosamine [1], the first carbohydrate in the glycoprotein N-linked heptasaccharide in Campylobacter jejuni. This enzyme belongs to the short-chain dehydrogenase/reductase family of enzymes.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-N-acetyl-alpha-D-glucosamine
UDP-2-acetamido-2,6-dideoxy-alpha-D-xylo-hex-4-ulose + H2O
show the reaction diagram
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PglF performs a cofactor-dependent hydride transfer from the C4 position of UDP-GlcNAc to C6, in conjunction with the elimination of water across the glucosyl C5 and C6 bond
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UDP-N-acetylglucosamine
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show the reaction diagram
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?
UDP-N-acetylglucosamine
UDP-2-acetamido-2,6-dideoxy-alpha-D-4-ketohexulose + H2O
show the reaction diagram
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additional information
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PglF catalyzes the formation of a UDP-4-oxo sugar with the appropriate stereochemistry at position 5'' from UDP-GlcNAc. Sugar capsule capsular polysaccharide A (CPSA), which coats the surface of the mammalian symbiont Bacteroides fragilis, is a key mediator of mammalian immune system development, the enzyme, coupled to a Bacteroides fragilis-encoded aminotransferase (WcfR), is used in sythetic construction system for CPSA for synthesis of the rare stereoconfiguration sugar acetamido-4-amino-6-deoxygalactopyranose in a two-step coupled reaction with WcfR, overview
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Triton X-100
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at 0.04% 30fold higher activity than at 1%
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
7
UDP-N-acetyl-alpha-D-glucosamine
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pH 7.7, 37°C, full-length GST-PglF
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.118
UDP-N-acetyl-alpha-D-glucosamine
Campylobacter jejuni
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pH 7.7, 37°C, full-length GST-PglF
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.7
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assay at
7.8
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2
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assay at
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
93000
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SDS-PAGE, GST-PglF
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purified in the presence of detergent
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using affinity chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed as a His-tagged recombinant protein in Escherichia coli
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full-length PglF is overexpressed as a GST-fusion protein
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recombinantly expressed
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
DELTA1-129
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
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assay targets enzymes involved in the biosynthesis of the unusual bacterial sugar diNAcBac and the transfer of diNAcBac-phosphate to UndP. This multienzyme assay, together with the established assays for the individual enzymes, can be used to screen for inhibitors, and may be used to evaluate substrate flux along the inhibited pathway. This assay is optimized for maximum sensitivity to inhibition of PglF, PglE, PglD, and PglC by balancing the enzyme concentrations such that each is partially rate determining
synthesis
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sugar capsule capsular polysaccharide A (CPSA), which coats the surface of the mammalian symbiont Bacteroides fragilis, is a key mediator of mammalian immune system development, the enzyme, coupled to a Bacteroides fragilis-encoded aminotransferase (WcfR), is used in sythetic construction system for CPSA for synthesis of the rare stereoconfiguration sugar acetamido-4-amino-6-deoxygalactopyranose in a two-step coupled reaction with WcfR, overview
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