Ligand 3-acetylpyridine adenine dinucleotide

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Basic Ligand Information

Molecular Structure
Picture of 3-acetylpyridine adenine dinucleotide (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C22H28N6O14P2
3-acetylpyridine adenine dinucleotide
KPVQNXLUPNWQHM-RBEMOOQDSA-O
Synonyms:
3-acetyl-NAD+, 3-acetyl-pyridine-NAD+, 3-acetyl-pyridine adenine dinucleotide, 3-acetylnicotinamide-NAD+, 3-acetylpyridine-adenine dinucleotide, 3-acetylpyridine-adenine dinucleotide+, 3-acetylpyridine-NAD, 3-acetylpyridine-NAD+, 3-acetyl pyridine-NAD+, 3-acetylpyridine-NAD++, 3-acetylpyridine adenine dicucleotide, 3-acetyl pyridineadenine dinucleotide, 3-acetyl pyridine adenine dinucleotide, 3-acetylpyridine adenine dinucleotide+, 3-acetylpyridine adenine nucleotide, 3-acetylpyridine analogue of NAD+, 3-acetylpyridineNAD+, 3-acetylpyridine NAD+, 3-acetylpyridine oxidized, acetyl-NAD+, acetylpyridine-NAD+, acetylpyridine adenine dinucleotide, acetylpyridine adenine nucleotide, acetylpyridine adenine nucleotide, oxidized, APAD+, KSCN, oxidized 3-acetylpyridin-adenine dinucleotide, oxidized 3-acetylpyridine adenine dinucleotide, oxidized form of 3-acetylpyridine adenine dinucleotide

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-malate + 3-acetylpyridine-adenine dinucleotide = oxaloacetate + reduced 3-acetylpyridine-adenine dinucleotide + H+
show the reaction diagram
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NADPH + oxidized 3-acetylpyridine adenine dinucleotide = NADP+ + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (65 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-threonine + 3-acetyl-pyridine adenine dinucleotide = L-2-amino-3-oxobutanoate + ?
show the reaction diagram
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benzyl alcohol + oxidized 3-acetylpyridine adenine dinucleotide + H+ = benzaldehyde + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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UDP-glucose + 3-acetylpyridine adenine dinucleotide + H2O = UDP-glucuronate + ?
show the reaction diagram
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L-quinate + 3-acetylpyridine adenine dinucleotide = 3-dehydroquinate + ?
show the reaction diagram
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formaldehyde + glutathione + 3-acetylpyridine-adenine dinucleotide = S-formylglutathione + ?
show the reaction diagram
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(R)-3-hydroxybutanoate + 3-acetylpyridine adenine dinucleotide = acetoacetate + 3-acetylpyridine adenine dinucleotideH2
show the reaction diagram
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isocitrate + APAD+ = 2-oxoglutarate + CO2 + APADH
show the reaction diagram
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testosterone + 3-acetylpyridine adenine dinucleotide = ?
show the reaction diagram
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xanthine + 3-acetylpyridine-adenine dinucleotide+ + H2O = urate + 3-acetylpyridine-adenine dinucleotide(H)
show the reaction diagram
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formate + 3-acetylpyridine-NAD+ = CO2 + 3-acetylpyridine-NADH
show the reaction diagram
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2-oxoglutarate + CoA + 3-acetylpyridine adenine dinucleotide = succinyl-CoA + CO2 + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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D-glyceraldehyde 3-phosphate + 3-acetylpyridine NAD+ + phosphate = 3-phospho-D-glyceroyl phosphate + ?
show the reaction diagram
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succinate semialdehyde + 3-acetylpyridine adenine dinucleotide + H2O = succinate + reduced 3-acetylpyridine adenine dinucleotide + H+
show the reaction diagram
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D-erythrose 4-phosphate + 3-acetylpyridine adenine dinucleotide = 4-phosphoerythronate + ?
show the reaction diagram
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L-Ala + H2O + 3-acetylpyridine-NAD+ = pyruvate + H2O + 3-acetylpyridine-NADH
show the reaction diagram
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L-glutamate + 3-acetylpyridine-NAD+ = L-glutamine + 2-oxoglutarate + 3-acetylpyridine-NADH + H+
show the reaction diagram
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L-lysine + 3-acetylpyridine-NAD+ + H2O = alpha-aminoadipate delta-semialdehyde + NH3 + 3-acetylpyridine-NADH
show the reaction diagram
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L-phenylalanine + H2O + 3-acetylpyridine-NAD+ = phenylpyruvate + NH3 + acetylpyridine-NADH
show the reaction diagram
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L-Leu + H2O + 3-acetylpyridine-NAD+ = 4-methyl-2-oxopentanoate + NH3 + 3-acetylpyridine-NADH
show the reaction diagram
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L-erythro-3,5-diaminohexanoate + H2O + acetylpyridine-NAD+ = 5-amino-3-oxohexanoate + NH3 + acetylpyridine-NADH + H+
show the reaction diagram
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NADPH + 3-acetylpyridine-NAD+ = NADP+ + 3-acetylpyridine-NADH
show the reaction diagram
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NADPH + acetylpyridine-NAD+ = NADP+ + acetylpyridine-NADH
show the reaction diagram
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lipoamide + 3-acetylpyridine adenine dinucleotide = dihydrolipoamide + ?
show the reaction diagram
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thioredoxin + 3-acetylpyridine adenine dinucleotide = thioredoxin disulfide + reduced 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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ATP + 3-acetyl pyridineadenine dinucleotide = ?
show the reaction diagram
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ATP + 3-acetylpyridine-NAD+ = ?
show the reaction diagram
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ATP + 3-acetyl-pyridine-NAD+ = ?
show the reaction diagram
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3-acetylpyridine adenine dinucleotide + H2O = ?
show the reaction diagram
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3-acetylpyridine adenine dinucleotide + H2O = ?
show the reaction diagram
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acetylpyridine adenine dinucleotide + H2O = ?
show the reaction diagram
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3-acetylpyridine adenine dinucleotide + H2O = 3-acetylpyridine riboside 5'-phosphate + 5'-AMP
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
NADH + reduced 3-acetylpyridine adenine dinucleotide = NAD+ + oxidized 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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orcinol + 3-acetylpyridine-NADH + H+ + O2 = 2,3,5-trihydroxytoluene + 3-acetylpyridine-NAD+ + H2O
show the reaction diagram
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L-glutamine + 2-oxoglutarate + reduced form of 3-acetylpyridine adenine dinucleotide = L-glutamine + oxidized form of 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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7,8-dihydrofolate + acetylpyridine adenine nucleotide, reduced = 5,6,7,8-tetrahydrofolate + acetylpyridine adenine nucleotide, oxidized
show the reaction diagram
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trypanothione disulfide + reduced 3-acetylpyridine adenine dinucleotide = trypanothione + oxidized 3-acetylpyridine adenine dinucleotide
show the reaction diagram
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3-acetylpyridine + adenosine diphosphoribose = 3-acetylpyridine adenine dinucleotide + phosphate
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (51 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
can replace NAD+
-
67% of the activity with NAD+
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can substitute for beta-NAD+
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i.e. APAD+, 42% of the activity with NAD+ when cholic acid is utilized as substrate
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3-acetylpyridine adenine dinucleotide can be used instead of NAD+ to avoid concomitant oxidase activity that would degrade NADH produced by the ODH reaction
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less efficient than NAD+
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APAD
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70% of activity with NAD+, activity with NADP is 1.3% of the activity with NAD+
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reduced form is an alternative reductant, binds as tightly as NADH
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241% of the activity with NAD+ in the reaction with L-Phe
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64.5% of the activity with NAD+
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
500 mM, the reaction rate of neutral amylase increases markedly
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activates at low concentrations but inhibits above 1 M
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Inhibitor in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition, uncompetitive substrate inhibition versus IMP
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competitive inhibitor with respect to NADH
-
95% inhibition at 2 mM
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15% inhibition
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kinetics
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at about 0.25 M, 90% inhibition, reversible
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1 mM, 30% inhibition
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1 mM, 15% inhibition
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500 mM, the reaction rate of acid-stable amylase decreases
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0.02 mM, 94% residual activity in presence of 0.05 mM NAD, pH 7.4
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activates at low concentrations but inhibits above 1 M
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95% inhibition at 50 mM, completely reversible
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Metals and Ions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
200 mM, 37% increase of activity
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3D Structure of Enzyme-Ligand-Complex (PDB) (106 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (19 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2
-
with 7,8-dihydrofolate

KM Value (57 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.65
-
pH 10, cosubstrate (-)-quinate
0.0509
-
-
0.28
-
-
0.685
-
testosterone as substrate
1.16
-
-
0.05
-
-
0.022
-
-
3.13
-
-
0.77
-
-
3.3
-
pH 8.8
0.39
-
-
0.27
-
37°C, pH 7.5
0.27
-
37°C, pH 7.5
0.851
-
-
0.006
-
-

Ki Value (11 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.001
-
-
0.007
-
-
0.116
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1.151
-
at pH 7.0 and 20°C

References & Links

Links to other databases for 3-acetylpyridine adenine dinucleotide

ChEBI
PubChem
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PubChem