Information on EC 1.1.1.281 - GDP-4-dehydro-6-deoxy-D-mannose reductase

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
1.1.1.281
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RECOMMENDED NAME
GeneOntology No.
GDP-4-dehydro-6-deoxy-D-mannose reductase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
GDP-alpha-D-rhamnose + NAD(P)+ = GDP-4-dehydro-alpha-D-rhamnose + NAD(P)H + H+
show the reaction diagram
; This enzyme differs from EC 1.1.1.187, GDP-4-dehydro-D-rhamnose reductase, in that the only product formed is GDP-D-rhamnose (GDP-6-deoxy-D-mannose). D-Rhamnose is a constituent of lipopolysaccharides of Gram-negative plant and human pathogenic bacteria
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
redox reaction
reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
GDP-D-rhamnose biosynthesis
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Fructose and mannose metabolism
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Amino sugar and nucleotide sugar metabolism
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SYSTEMATIC NAME
IUBMB Comments
GDP-6-deoxy-alpha-D-mannose:NAD(P)+ 4-oxidoreductase (D-rhamnose-forming)
This enzyme differs from EC 1.1.1.187, GDP-4-dehydro-D-rhamnose reductase, in that the only product formed is GDP-alpha-D-rhamnose. D-Rhamnose is a constituent of lipopolysaccharides of Gram-negative plant and human pathogenic bacteria.
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CAS REGISTRY NUMBER
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9075-56-3
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
no activity in Schistosoma mansoni
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Manually annotated by BRENDA team
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
the enzyme consumes the immediate precursor to GDP-L-fucose to produce GDP-D-rhamnose, which might be a dead-end product in recombinant insect cells
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
GDP-4-dehydro-6-deoxy-D-mannose + NAD(P)H + H+
GDP-D-rhamnose + NAD(P)+
show the reaction diagram
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?
GDP-4-dehydro-6-deoxy-D-mannose + NADPH
GDP-6-deoxy-D-mannose + NADP+
show the reaction diagram
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?
GDP-6-deoxy-D-lyxo-4-hexulose + NADH + H+
GDP-alpha-D-rhamnose + NAD+
show the reaction diagram
GDP-6-deoxy-D-lyxo-4-hexulose + NADPH + H+
GDP-alpha-D-rhamnose + NADP+
show the reaction diagram
GDP-6-deoxy-D-mannose + NAD(P)+
GDP-4-dehydro-6-deoxy-D-mannose + NAD(P)H
show the reaction diagram
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
GDP-4-dehydro-6-deoxy-D-mannose + NAD(P)H + H+
GDP-D-rhamnose + NAD(P)+
show the reaction diagram
Q9HTB6
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?
GDP-4-dehydro-6-deoxy-D-mannose + NADPH
GDP-6-deoxy-D-mannose + NADP+
show the reaction diagram
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?
GDP-6-deoxy-D-mannose + NAD(P)+
GDP-4-dehydro-6-deoxy-D-mannose + NAD(P)H
show the reaction diagram
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
33900
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x * 34000, SDS-PAGE of FLAG-tagged recombinant enzyme, x * 33900, calculated
34000
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x * 34000, recombinant FLAG-tagged enzyme; x * 34000, SDS-PAGE of FLAG-tagged recombinant enzyme, x * 33900, calculated
38100
x * 38100, SDS-PAGE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Saccharomyces cerevisiae
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gene rmd, constitutive recombinant overexpression in Spodoptera frugiperda Sf9 cells or in Trichoplusia ni High Five cells under the transcriptional control of the Autographa californica multicapsid nucleopolyhedrovirus (AcMNPV) immediate early 1 (ie1) promoter and via baculovirus transfection. Rmd to blocks the production of GDP-L-fucose and glycoprotein fucosylation because GDP-L-fucose is required as the donor substrate for this process
overexpression in Escherichia coli
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
GDP-L-fucose biosynthesis in eukaryotic cells is reduced by expression of bacterial Rmd, which converts GDP-4-dehydro-6-deoxy-D-mannose to GDP-D-rhamnose, assessing a vector-based glycoengineering strategy for blocking glycoprotein fucosylation in insect cells, overview. N-glycan profiling by MALDI-TOF mass spectrometry
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
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generating GDP-rhamnose for in vitro rhamnosylation of glycoproteins and glycopeptides; generation of GDP-rhamnose by coexpression of enzyme with GDP-mannose-4,6-dehydratase in Saccharomyces cerevisiae; the functional expression of the Pseudomonas aeruginosa enzyme in Saccharomyces cerevisiae will provide a tool for generating GDP-rhamnose for in vitro rhamnosylation of glycoprotein and glycopeptides
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Show AA Sequence (203 entries)
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LINKS TO OTHER DATABASES (specific for EC-Number 1.1.1.281)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)