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Information on EC 1.1.1.67 - mannitol 2-dehydrogenase
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EC Tree
1.1.1.67 mannitol 2-dehydrogenaseSpecify your search results
Word Map
- 1.1.1.67
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polyol
- fluorescens
- d-fructose
- synthesis
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5-dehydrogenase
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1.1.1.138
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heterofermentative
- reuteri
- gluconobacter
- industry
- pfldh
- arabitol
- molasses
- nutrition
- biotechnology
- analysis
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria, Archaea
Synonyms
pfmdh, mannitol 2-dehydrogenase, mannitol-2-dehydrogenase, nadh-dependent mannitol dehydrogenase, nad+-dependent mannitol dehydrogenase, psm2dh, tm0298, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
alcohol dehydrogenase, zinc-containing
D-mannitol dehydrogenase
M2DH
mannitol 2-dehydrogenase
mannitol dehydrogenase
mannitol-2-dehydrogenase
MDH
MtDH
MtlD
NAD+-dependent mannitol dehydrogenase
polyol dehydrogenase
TM0298
TM_0298
D-mannitol dehydrogenase
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mannitol dehydrogenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
D-mannitol + NAD+ = D-fructose + NADH + H+
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D-mannitol + NAD+ = D-fructose + NADH + H+
the oxyanion hole of mannitol 2-dehydrogenase drives a precatalytic conformational equilibrium at the ternary complex level in which the reactive group of the substrate is activated for chemical conversion through its precise alignment with the unprotonated side chain of Lys295 in mannitol oxidation and C=O bond polarization by the carboxamide moieties of Asn191 and Asn300 in fructose reduction. In the subsequent hydride transfer step, the two asparagine residues provide about 40 kJ/mol of electrostatic stabilization
D-mannitol + NAD+ = D-fructose + NADH + H+
binding of substrate and NAD(H) is random for both D-mannitol oxidation and D-fructose reduction. Hydride transfer is rate-determining for D-fructose reduction. Product release steps control the maximum rates in the other direction of the enzymatic reaction
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
redox reaction
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reduction
oxidation
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reduction
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SYSTEMATIC NAME
IUBMB Comments
D-mannitol:NAD+ 2-oxidoreductase
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CAS REGISTRY NUMBER
COMMENTARY
9001-65-4
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
D-fructose + polyethylenimine-NH-succinyl-NADH + H+
D-mannitol + polyethylenimine-NH-succinyl-NAD+
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-
-
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r
D-glucitol + NAD+
?
4% of the activity with D-mannitol
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-
?
D-mannitol + polyethyleneglycol-NH-succinyl-aminoethyl-NAD+
D-fructose + polyethyleneglycol-NH-succinyl-aminoethyl-NADH
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-
-
?
D-mannitol + polyethyleneglycol-NH-succinyl-NAD+
D-fructose + polyethyleneglycol-NH-succinyl-NADH
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-
-
?
D-mannitol + polyethylenimin-NH-succinyl-NAD+
D-fructose + polyethylenimin-NH-succinyl-NADH
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-
-
?
D-tagatose + NAD(P)+
? + NAD(P)H
29% relative activity compared to D-fructose
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-
?
D-tagatose + NAD+
?
29% relative activity on D-tagatose compared to 100% activity on D-fructose
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?
D-xylose + NADH + H+
D-xylitol + NAD+
18% activity compared to D-fructose
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r
D-xylulose + NAD(P)+
? + NAD(P)H
18% relative activity compared to D-fructose
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-
?
D-xylulose + NAD+
?
18% relative activity on D-xylulose compared to 100% activity on D-fructose
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-
?
L-sorbose + NAD(P)+
? + NAD(P)H
5% relative activity compared to D-fructose
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?
targatose + NADH + H+
? + NAD+
29% activity compared to D-fructose
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r
D-fructose + NADH + H+
D-mannitol + NAD+
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-
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r
D-fructose + NADH + H+
D-mannitol + NAD+
-mannitol production
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r
D-fructose + NADH + H+
D-mannitol + NAD+
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r
D-fructose + NADH + H+
D-mannitol + NAD+
-mannitol production
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r
D-fructose + NADH + H+
D-mannitol + NAD+
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Asn300 has an auxiliary role in stabilization of the transition state of hydride transfer and His303 contributes to substrate positioning, role of Lys295 in general base enzymic catalysis
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?
D-fructose + NADH + H+
D-mannitol + NAD+
the Thermotoga maritima MtDH pathway produces D-mannitol from glucose in two steps: first the xylose isomerase from Thermotoga neapolitana converts glucose to fructose, then MtDH converts D-fructose to D-mannitol
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r
D-fructose + NADH + H+
D-mannitol + NAD+
the Thermotoga maritima MtDH pathway produces D-mannitol from glucose in two steps: first the xylose isomerase from Thermotoga neapolitana converts glucose to fructose, then MtDH converts D-fructose to D-mannitol
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r
D-fructose + NADH + H+
D-mannitol + NAD+
the Thermotoga maritima MtDH pathway produces D-mannitol from glucose in two steps: first the xylose isomerase from Thermotoga neapolitana converts glucose to fructose, then MtDH converts D-fructose to D-mannitol
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r
D-fructose + NADH + H+
D-mannitol + NAD+
the Thermotoga maritima MtDH pathway produces D-mannitol from glucose in two steps: first the xylose isomerase from Thermotoga neapolitana converts glucose to fructose, then MtDH converts D-fructose to D-mannitol
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r
D-fructose + NADH + H+
D-mannitol + NAD+
the Thermotoga maritima MtDH pathway produces D-mannitol from glucose in two steps: first the xylose isomerase from Thermotoga neapolitana converts glucose to fructose, then MtDH converts D-fructose to D-mannitol
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r
D-fructose + NADPH + H+
D-mannitol + NADP+
also active on fructose with NADPH
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?
D-fructose + NADPH + H+
D-mannitol + NADP+
low activity
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r
D-fructose + NADPH + H+
D-mannitol + NADP+
low activity
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r
D-fructose + NADPH + H+
D-mannitol + NADP+
low activity
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r
D-fructose + NADPH + H+
D-mannitol + NADP+
Thermotoga maritima MSB8 / DSM 3109 / ATCC 43589
also active on fructose with NADPH
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?
D-fructose + NADPH + H+
D-mannitol + NADP+
low activity
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r
D-mannitol + NAD(P)+
D-fructose + NAD(P)H + H+
Thermotoga maritima MSB8 / DSM 3109 / ATCC 43589
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r
D-mannitol + NAD+
D-fructose + NADH + H+
free energy profiles for the enzymatic reaction suggest that enzyme primarily acts in D-mannitol oxidation
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r
D-mannitol + NAD+
D-fructose + NADH + H+
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enzyme highly specific for D-mannitol and D-fructose
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r
D-mannitol + NAD+
D-fructose + NADH + H+
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enzyme highly specific for D-mannitol and D-fructose
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r
D-mannitol + NAD+
D-fructose + NADH + H+
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the epsilon-NH2 group of Lys295 participates in an obligatory pH-dependent, pre-catalytic equilibrium which may control alcohol/alkoxide equilibration of the enzyme-bound D-mannitol and activates the C2 atom for subsequent catalytic oxidation by NAD+
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?
D-mannitol + NAD+
D-fructose + NADH + H+
wild-type enzyme
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r
D-mannitol + NAD+
D-fructose + NADH + H+
Thermotoga maritima MSB8 / DSM 3109 / ATCC 43589
100% activity
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r
D-mannitol + NADP+
D-fructose + NADPH + H+
M2DH is a much poorer enzyme when it employes NADP+ and NADPH as compared to NAD+ and NADH
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r
D-mannitol + NADP+
D-fructose + NADPH + H+
32% of the activity with NAD+
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?
L-sorbose + NADH + H+
L-sorbitol + NAD+
5% relative activity on L-sorbose compared to 100% activity on D-fructose
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?
L-sorbose + NADH + H+
L-sorbitol + NAD+
5% activity compared to D-fructose
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r