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Literature summary for 4.2.3.124 extracted from

  • Huang, Z.; Kakinuma, K.; Eguchi, T.
    Stereospecificity of hydride transfer in NAD+-catalyzed 2-deoxy-scyllo-inosose synthase, the key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics (2005), Bioorg. Chem., 33, 82-89.
    View publication on PubMed
Search for more literature for 4.2.3.124

Inhibitors

Inhibitors Comment Organism Structure
D-glucose 6-homophosphonate competitive inhibition versus D-glucose 6-phosphate Niallia circulans
D-glucose 6-phosphonate competitive inhibition versus D-glucose 6-phosphate, hydride transfer from 6-phosphonate to NAD+ Niallia circulans

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.21
-
 D-glucose 6-phosphate pH 7.7, 46°C Niallia circulans

Metals/Ions

Metals/Ions Comment Organism Structure
Co2+ required Niallia circulans

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
D-glucose 6-phosphate Niallia circulans the enzyme converts ubiquitous D-glucose 6-phosphate into the specific carbocycle, 2-deoxy-scyllo-inosose with an aid of NAD+-NADH recycling 2-deoxy-L-scyllo-inosose + phosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Niallia circulans Q9S5E2 gene btrC
-

Reaction

Reaction Comment Organism Reaction ID
D-glucose 6-phosphate = 2-deoxy-L-scyllo-inosose + phosphate DOIS catalyzes the multi-step and direct cyclization reaction of G-6-P consisting five crucial transformations, which include the initial NAD+-dependent dehydrogenation at C-4, the elimination of a phosphate from C-5 and C-6, the hydride comeback to C-4 to form a cyclic enol ether, and the finial aldol-type intramolecular condensation between C-6 and C-1 Niallia circulans
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-deoxy-D-glucose 6-phosphate low activity Niallia circulans 2,5-dideoxy-L-scyllo-inosose + phosphate
-
 ?
3-deoxy-D-glucose 6-phosphate low activity Niallia circulans 2,4-dideoxy-L-scyllo-inosose + phosphate
-
 ?
D-glucose 6-phosphate the enzyme converts ubiquitous D-glucose 6-phosphate into the specific carbocycle, 2-deoxy-scyllo-inosose with an aid of NAD+-NADH recycling Niallia circulans 2-deoxy-L-scyllo-inosose + phosphate
-
 ?
D-glucose 6-phosphate pro-R stereospecific hydride transfer by NAD+-catalyzed 2-deoxy-scyllo-inosose synthase Niallia circulans 2-deoxy-L-scyllo-inosose + phosphate
-
 ?
additional information 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 Niallia circulans ?
-
 ?

Synonyms

Synonyms Comment Organism
btrC
-
 Niallia circulans
DOIS
-
 Niallia circulans

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
46
-
 assay at Niallia circulans

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.7
-
 assay at Niallia circulans

Cofactor

Cofactor Comment Organism Structure
NAD+ required Niallia circulans

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3
-
 pH 7.7, 46°C Niallia circulans D-glucose 6-phosphonate
2.8
-
 pH 7.7, 46°C Niallia circulans D-glucose 6-homophosphonate

General Information

General Information Comment Organism
evolution 2-deoxy-scyllo-inosose synthase, i.e. DOIS or BtrC, clearly belongs to the family of dehydroquinate synthase, DHQS Niallia circulans
metabolism key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics Niallia circulans