4.2.3.124: 2-deoxy-scyllo-inosose synthase
This is an abbreviated version!
For detailed information about 2-deoxy-scyllo-inosose synthase, go to the full flat file.
Word Map on EC 4.2.3.124
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4.2.3.124
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aminoglycoside
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circulans
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2-deoxystreptamine-containing
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2-deoxystreptamine
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carbocycle
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butirosin
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aminocyclitols
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dehydroquinate
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butirosin-producing
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aglycon
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kanamycin
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neomycin
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tobramycin
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actinomycete
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gentamicin
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nad+
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catechol
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tenebrarius
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cyclization
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micromonospora
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amacs
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aminoglycoside-aminocyclitols
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benzenoid
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shikimate
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industry
- 4.2.3.124
- aminoglycoside
- circulans
-
2-deoxystreptamine-containing
- 2-deoxystreptamine
-
carbocycle
- butirosin
-
aminocyclitols
- dehydroquinate
-
butirosin-producing
-
aglycon
- kanamycin
- neomycin
- tobramycin
-
actinomycete
- gentamicin
- nad+
- catechol
- tenebrarius
-
cyclization
- micromonospora
-
amacs
- aminoglycoside-aminocyclitols
-
benzenoid
- shikimate
- industry
Reaction
Synonyms
AlloH, btrC, BtrC2, DOI synthase, DOIS, KanA, kanC, neoC, tbmA
ECTree
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Substrates Products
Substrates Products on EC 4.2.3.124 - 2-deoxy-scyllo-inosose synthase
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REACTION DIAGRAM
2,5-dideoxy-L-scyllo-inosose + phosphate
low activity
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-
?
2-deoxy-D-glucose 6-phosphate
2,5-dideoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
low activity
-
-
?
2,4-dideoxy-L-scyllo-inosose + phosphate
low activity
-
-
?
3-deoxy-D-glucose 6-phosphate
2,4-dideoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
low activity
-
-
?
2-deoxy-L-scyllo-inosose + phosphate
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-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
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-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
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-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
carbocycle formation
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
intramolecular carbocyclization
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
intramolecular carbocyclization, mechanism, overview
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
intramolecular carbocyclization, multistep process
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
multistep reaction
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
the enzyme converts ubiquitous D-glucose 6-phosphate into the specific carbocycle, 2-deoxy-scyllo-inosose with an aid of NAD+-NADH recycling
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
cyclization stereochemistry, overview
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
intramolecular carbocyclization, hydride abstraction and returning appeared to take place within the same glucose molecule
product identification by GC-MS analysis
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?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
pro-R stereospecific hydride transfer by NAD+-catalyzed 2-deoxy-scyllo-inosose synthase
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-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
carbocycle formation
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
intramolecular carbocyclization
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
multistep reaction
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
intramolecular carbocyclization, mechanism, overview
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
intramolecular carbocyclization, hydride abstraction and returning appeared to take place within the same glucose molecule
product identification by GC-MS analysis
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
Niallia circulans SANK72073
intramolecular carbocyclization, multistep process
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
intramolecular carbocyclization, multistep process
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
intramolecular carbocyclization, multistep process
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
-
-
-
-
?
D-glucose 6-phosphate
2-deoxy-L-scyllo-inosose + phosphate
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-
-
-
?
?
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the hydroxy group at C-4 is essential for enzyme activity, while the hydroxy groups at C-2 and C-3 are significant for efficial transformation of natural glucose 6-phosphate, but not essential for the reaction catalysis at the active site of enzyme, no activity with 4-deoxy-glucose 6-phosphate, substrate specificity, overview
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-
?
additional information
?
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specific hydrogen-bond accepting and donating interactions between the hydroxy groups at C-2 and C-3 of the substrate and the enzyme are responsible for the recognition
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-
?
additional information
?
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substrate specificity of 2-deoxy-scyllo-inosose synthase towards deoxyglucose 6-phosphates and proposed mechanism
-
-
?
additional information
?
-
Niallia circulans SANK72073
the hydroxy group at C-4 is essential for enzyme activity, while the hydroxy groups at C-2 and C-3 are significant for efficial transformation of natural glucose 6-phosphate, but not essential for the reaction catalysis at the active site of enzyme, no activity with 4-deoxy-glucose 6-phosphate, substrate specificity, overview
-
-
?
additional information
?
-
Niallia circulans SANK72073
substrate specificity of 2-deoxy-scyllo-inosose synthase towards deoxyglucose 6-phosphates and proposed mechanism
-
-
?