Ligand thio-NAD+

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Basic Ligand Information

Molecular Structure
Picture of thio-NAD+ (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C21H27N7O13P2S
thio-NAD+
UQYPZLRUJKCREN-NNYOXOHSSA-N
Synonyms:
3-thionicotinamide-adenine dinucleotide, 3-thionicotinamide adenine dinucleotide, beta-thionicotinamide adenine dinucleotide, thio-NAD, thio NAD+, thioNAD+, thionicotinamide-NAD, thionicotinamide-NAD+, thionicotinamide derivative of NAD+, thionicotinamide NAD, thionicotinamideNAD+, thionicotinamide NAD+

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thio-NADH + H+ + ubiquinone + 2 Na+/in = thio-NAD+ + ubiquinol + 2 Na+/out
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-threonine + thionicotinamide-NAD+ = L-2-amino-3-oxobutanoate + ?
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formaldehyde + glutathione + thio-NAD+ = S-formylglutathione + thio-NADH
show the reaction diagram
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D-glucose 6-phosphate + thionicotinamide-NAD+ = 6-phospho-D-glucono-1,5-lactone + thionicotinamide-NADH + H+
show the reaction diagram
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(S)-malate + thionicotinamide-NAD+ = oxaloacetate + thionicotinamide-NADH + H+
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D-glucose 6-phosphate + thio-NAD+ = 6-phospho-D-glucono-1,5-lactone + thio-NADH + H+
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cholic acid + thio-NAD+ = 7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oic acid + thio-NADH
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(2R,3S)-3-isopropylmalate + thionicotinamide NAD+ = 2-oxoisohexanoate + thionicotinamideNADH + CO2
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D-malate + thio-NAD+ = pyruvate + CO2 + thio-NADH + H+
show the reaction diagram
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formate + thio-NAD+ = CO2 + thio-NADH
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D-glyceraldehyde 3-phosphate + thio-NAD+ + phosphate = 3-phospho-D-glyceroyl phosphate + thio-NADH
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propanal + 3-thionicotinamide-adenine dinucleotide + H2O = propionate + ?
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D-malate + thio-NAD+ = pyruvate + CO2 + thio-NADH
show the reaction diagram
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L-Leu + H2O + thionicotinamide-NAD+ = 4-methyl-2-oxopentanoate + NH3 + thionicotinamide-NADH
show the reaction diagram
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thio-NAD+ + NADH = thio-NADH + NAD+
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thio-NAD+ + NAD(P)H = NAD+ + thio-NAD(P)H
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thioNAD+ + H2O = ?
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thio-NAD+ + H2O = ?
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thio-NAD+ + H2O = ?
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Thionicotinamide derivative of NAD+ + (deoxyribonucleotide)n + (deoxyribonucleotide)m = ?
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Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
thio-NADH + NADP+ = thio-NAD+ + NADPH
show the reaction diagram
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lipoamide + thio-NADH = dihydrolipoamide + thio-NAD+
show the reaction diagram
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thio-NADH + NADP+ = thio-NAD+ + NADPH
show the reaction diagram
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thio-NADH + H+ + ubiquinone + 2 Na+/in = thio-NAD+ + ubiquinol + 2 Na+/out
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5-33% of activity with NAD+ depending on substrate
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utilized with the same activity as NAD+
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5% as effective as NAD+
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alternative coenzyme
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can substitute for beta-NAD+
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101% of the activity with NAD+ in the reaction with L-Phe
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strong inhibition versus beta-NAD+, isoenzyme E2; substrate inhibition, isoenzyme E1
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65% inactivation at 0.2 mM
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addition of 1 mM, inhibition 63.2%
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3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2100
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pH 7.4, 80C, recombinant enzyme

KM Value (26 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0301
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0.23
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1.5
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pH 7.4, 80C, recombinant enzyme
0.051
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pH 9.0, 22C
0.02
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cosubstrate: hypoxanthine
0.17
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0.0151
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isoenzyme E1
0.036
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reaction with NADH
0.25
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References & Links

Links to other databases for thio-NAD+

ChEBI
PubChem
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PubChem