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Ligand reduced acetylpyridine adenine dinucleotide

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.37

(S)-malate + 3-acetylpyridine-adenine dinucleotide = oxaloacetate + reduced 3-acetylpyridine-adenine dinucleotide + H+

-

-

7.1.1.1

NADPH + oxidized 3-acetylpyridine adenine dinucleotide = NADP+ + reduced 3-acetylpyridine adenine dinucleotide

-

-

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.27

pyruvate + APADH + H+ = (S)-lactate + APAD+

740541

-

1.12.1.2

NADH + reduced 3-acetylpyridine adenine dinucleotide = NAD+ + oxidized 3-acetylpyridine adenine dinucleotide

672279

-

1.14.13.6

orcinol + 3-acetylpyridine-NADH + H+ + O2 = 2,3,5-trihydroxytoluene + 3-acetylpyridine-NAD+ + H2O

438809

-

1.17.1.8

2,3-dihydrodipicolinate + reduced 3-acetylpyridine adenine dinucleotide = 2,3,4,5-tetrahydrodipicolinate + oxidized 3-acetylpyridine adenine dinucleotide

390624

-

1.17.1.8

2,3-dihydrodipicolinate + reduced 3-acetylpyridine adenine dinucleotide = 2,3,4,5-tetrahydrodipicolinate + oxidized 3-acetylpyridine adenine dinucleotide + H2O

390624

-

1.17.1.8

2 entries

1.5.1.3

7,8-dihydrofolate + acetylpyridine adenine nucleotide, reduced = 5,6,7,8-tetrahydrofolate + acetylpyridine adenine nucleotide, oxidized

392226

-

1.8.1.12

trypanothione disulfide + reduced 3-acetylpyridine adenine dinucleotide = trypanothione + oxidized 3-acetylpyridine adenine dinucleotide

394792

-

Product in Enzyme-catalyzed Reactions (38 results)

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Show Product (38 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.205

IMP + APAD+ + H2O = XMP + APADH + H+

-

-

1.1.1.205

inosine 5'-phosphate + 3-acetylpyridine adenine dinucleotide + H2O = xanthosine 5'-phosphate + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.1.1.205

inosine 5'-phosphate + acetylpyridine adenine dinucleotide + H2O = xanthosine 5'-phosphate + reduced acetylpyridine adenine dinucleotide

-

-

1.1.1.205

3 entries

1.1.1.21

benzyl alcohol + oxidized 3-acetylpyridine adenine dinucleotide + H+ = benzaldehyde + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.1.1.27

(S)-lactate + APAD+ = pyruvate + APADH + H+

-

-

1.1.1.27

(S)-lactate + 3-acetyl pyridine adenine dinucleotide = pyruvate + reduced 3-acetyl pyridine adenine dinucleotide

-

-

1.1.1.27

(S)-lactate + 3-acetylpyridine adenine dinucleotide = pyruvate + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.1.1.27

3 entries

1.1.1.30

(R)-3-hydroxybutanoate + 3-acetylpyridine adenine dinucleotide = acetoacetate + 3-acetylpyridine adenine dinucleotideH2

286528

-

1.1.1.37

(S)-malate + 3-acetylpyridine-adenine dinucleotide = oxaloacetate + reduced 3-acetylpyridine-adenine dinucleotide + H+

-

-

1.1.1.37

(S)-malate + acetylpyridine adenine dinucleotide = oxaloacetate + reduced acetylpyridine adenine dinucleotide

-

-

1.1.1.37

2 entries

1.1.1.41

isocitrate + APAD+ = 2-oxoglutarate + CO2 + APADH

-

-

1.17.1.4

xanthine + 3-acetylpyridine-adenine dinucleotide+ + H2O = urate + 3-acetylpyridine-adenine dinucleotide(H)

644579, 644609

-

1.17.1.9

formate + 3-acetylpyridine-NAD+ = CO2 + 3-acetylpyridine-NADH

-

-

1.2.1.105

2-oxoglutarate + CoA + 3-acetylpyridine adenine dinucleotide = succinyl-CoA + CO2 + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.2.1.24

succinate semialdehyde + 3-acetylpyridine adenine dinucleotide + H2O = succinate + reduced 3-acetylpyridine adenine dinucleotide + H+

-

-

1.2.1.3

propanal + 3-acetylpyridine-NAD+ + H2O = propionate + 3-acetylpyridine-NADH

-

-

1.3.1.7

D-malate + 3-acetylpyridine adenine dinucleotide = pyruvate + CO2 + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.4.1.1

L-Ala + H2O + 3-acetylpyridine-NAD+ = pyruvate + H2O + 3-acetylpyridine-NADH

-

-

1.4.1.15

L-glutamate + 3-acetylpyridine-NAD+ = L-glutamine + 2-oxoglutarate + 3-acetylpyridine-NADH + H+

-

-

1.4.1.18

L-lysine + 3-acetylpyridine-NAD+ + H2O = alpha-aminoadipate delta-semialdehyde + NH3 + 3-acetylpyridine-NADH

-

-

1.4.1.9

L-Leu + H2O + 3-acetylpyridine-NAD+ = 4-methyl-2-oxopentanoate + NH3 + 3-acetylpyridine-NADH

-

-

1.6.1.1

NADPH + 3-acetylpyridine-NAD+ = NADP+ + 3-acetylpyridine-NADH

392595, 392590

-

1.6.1.2

NADPH + 3-acetylpyridine-NAD+ = 3-acetylpyridine-NADH + NADP+

-

-

1.6.1.2

NADH + oxidized 3-acetylpyridine adenine dinucleotide = NAD+ + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.6.1.2

NADPH + 3-acetylpyridine adenine dinucleotide = NADP+ + reduced 3-acetylpyridine adenine dinucleotide

-

-

1.6.1.2

NADPH + oxidized 3-acetylpyridine adenine dinucleotide = NADP+ + reduced 3-acetylpyridine adenine dinucleotide

392636, 392639, 392657, 392608, , 392659, 392668, 392661

-

1.6.1.2

4 entries

1.8.1.9

thioredoxin + 3-acetylpyridine adenine dinucleotide = thioredoxin disulfide + reduced 3-acetylpyridine adenine dinucleotide

394935

-

7.1.1.1

NADPH + 3-acetylpyridine-NAD+ + H+[side 1] = NADP+ + 3-acetylpyridine-NADH + H+[side 2]

-

-

7.1.1.1

NADPH + 3-acetylpyridine-NAD+ = 3-acetylpyridine-NADH + NADP+

-

-

7.1.1.1

NADPH + oxidized 3-acetylpyridin-adenine dinucleotide + H+[side 1] = NADP+ + reduced 3-acetylpyridin-adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

NADPH + oxidized 3-acetylpyridine adenine dinucleotide + H+ [side 1] = NADP+ + reduced 3-acetylpyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

NADPH + oxidized 3-acetylpyridine adenine dinucleotide + H+[side 1] = NADP+ + reduced 3-acetylpyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

NADPH + oxidized 3-acetylpyridine adenine dinucleotide = NADP+ + reduced 3-acetylpyridine adenine dinucleotide

-

-

7.1.1.1

1,N6-etheno-NADPH + oxidized acetyl pyridine adenine dinucleotide + H+[side 1] = 1,N6-etheno-NADP+ + reduced acetyl pyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

deamino-NADPH + oxidized acetyl pyridine adenine dinucleotide + H+[side 1] = deamino-NADP+ + reduced acetyl pyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

NADPH + oxidized acetyl pyridine adenine dinucleotide + H+/in = NADP+ + reduced acetyl pyridine adenine dinucleotide + H+/out

-

-

7.1.1.1

NADPH + oxidized acetyl pyridine adenine dinucleotide + H+[side 1] = NADP+ + reduced acetyl pyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

NADPH + oxidized acetylpyridine adenine dinucleotide + H+[side 1] = NADP+ + reduced acetylpyridine adenine dinucleotide + H+[side 2]

-

-

7.1.1.1

11 entries

Enzyme Cofactor/Cosubstrate (2 results)

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EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.95

-

287536

-

1.1.1.95

40% as effective as NADH

287525, 287530

-

1.1.1.95

2 entries

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.6.1.2

competitive vs. oxidized acetylpyridine dinucleotide, noncompetitive vs. NADPH

392639

-

3.3.1.1

0.02 mM, 52% residual activity in presence of 0.05 mM NAD, pH 7.4

710157

-

7.1.1.1

competitive inhibition vs. oxidized acetylpyridine adenine dinucleotide, mixed inhibition vs. NADPH

392598

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (22 results)

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Show Turnover Number (22 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.27

0.00386

-

pH 5.5, 25°C, recombinant enzyme

740541

1.1.1.37

175

-

pH 10.2

655488

7.1.1.1

0.0667

-

reverse reaction of wild-type domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.1

-

reverse reaction of A432C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.117

-

reverse reaction of D393C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.167

-

reverse reaction of H345C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.167

-

reverse reaction of R350C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.283

-

reverse reaction of K424C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.283

-

reverse reaction of R425C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.55

-

reverse reaction of A348C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.567

-

reverse reaction of G430C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

0.917

-

reverse reaction of D392C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

10

-

cyclic reaction of R425C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

11.7

-

cyclic reaction of G430C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

15

-

cyclic reaction of D392C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

20.8

-

cyclic reaction of H345C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

33.3

-

cyclic reaction of R350C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

36.7

-

cyclic reaction of K424C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

40

-

cyclic reaction of D393C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

51.7

-

cyclic reaction of A432C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

55

-

cyclic reaction of A348C mutant domain III/R. rubrum domain I mixture

392667

7.1.1.1

81.7

-

cyclic reaction of wild-type domain III/R. rubrum domain I mixture

392667

7.1.1.1

20 entries

K_M Value (5 results)

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Show KM Value (5 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.27

0.0166

-

pH 5.5, 25°C, recombinant enzyme

740541

1.1.1.37

0.37

-

pH 10.2

655488

1.1.1.95

0.00016

-

25°C

287536

1.14.13.6

0.65

-

substrate: orcinol

438809

1.17.1.8

0.004

-

-

390624

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.6.1.2

0.093

-

vs. NADPH

392639

1.6.1.2

0.12

-

vs. oxidized acetylpyridine adenine dinucleotide

392639

1.6.1.2

2 entries

References & Links

Literature References (26)

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Show Reference (26 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

286528

7213590

Inhibition of D(-)-beta-hydroxybutyrate dehydrogenase by butanedione, phenylglyoxal, and diethyl pyrocarbonate

1981

Phelps, D.C.; Hatefi, Y.

Biochemistry

20

459-463

287525

4384871

The mechanism of end product inhibition of serine biosynthesis. I. purification and kinetics of phosphoglycerate dehydrogenase

1968

Sugimoto, E.; Pizer, L.I.

J. Biol. Chem.

243

2081-2089

287530

-

3-Phosphoglycerate dehydrogenase (Escherichia coli)

1971

Pizer, L.I.; Sugimoto, E.

Methods Enzymol.

17B

325-331

287536

4772281

Inhibition of 3-phosphoglycerate dehydrogenase from Pisum sativum by purine nucleotides

1973

Slaughter, J.C.

Biochem. J.

135

563-565

390624

7893644

Expression, purification, and characterization of Escherichia coli dihydrodipicolinate reductase

1995

Reddy, S.G.; Sacchettini, J.C.; Blanchard, J.S.

Biochemistry

34

3492-3501

392226

3052577

Dihydrofolate reductase from Escherichia coli: the kinetic mechanism with NADPH and reduced acetylpyridine adenine dinucleotide phosphate as substrates

1988

Stone, S.R.; Morrison, J.F.

Biochemistry

27

5493-5499

392590

4393131

Purification and properties of the pyridine nucleotide transhydrogenase from Pseudomonas aeruginosa

1970

Cohen, P.T.; Kaplan, N.O.

J. Biol. Chem.

245

2825-2836

392595

-

Nicotinamide nucleotide transhydrogenases

1976

Rydström, J.; Hoek, J.B.; Ernster, L.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

13

51-88

392598

1849819

Purification and properties of the H(+)-nicotinamide nucleotide transhydrogenase from Rhodobacter capsulatus

1991

Lever, R.M.; Palmer, T.; Cunningham, I.J.; Cotton, N.P.J.; Jackson, J.B.

Eur. J. Biochem.

197

247-255

392608

3028417

Evidence for a role of a vicinal dithiol in catalysis and proton pumping in mitochondrial nicotinamide nucleotide transhydrogenase

1987

Persson, B.; Rydström, J.

Biochem. Biophys. Res. Commun.

142

573-578

392636

37401

Assay of nicotinamide nucleotide transhydrogenases in mammalian, bacterial, and reconstituted systems

1979

Rydström, J.

Methods Enzymol.

55

261-273

392639

368063

The kinetic mechanism of pyridine nucleotide transhydrogenase from Escherichia coli

1979

Hanson, R.L.

J. Biol. Chem.

254

888-893

392657

8117298

Evidence for a nicotineamide nucleotide transhydrogenase in Klebsiella pneumoniae

1994

Fristedt, U.; Rydström, J.; Persson, B.

Biochem. Biophys. Res. Commun.

198

928-932

392659

8898902

Properties of the purified, recombinant, NADP(H)-binding domain III of the proton-translocating nicotinamide nucleotide transhydrogenase from Rhodospirillum rubrum

1996

Diggle, C.; Bizouarn, T.; Cotton, N.P.; Jackson, J.B.

Eur. J. Biochem.

241

162-170

392661

9230921

Mutations at tyrosine-235 in the mobile loop region of domain I protein of transhydrogenase from Rhodospirillum rubrum strongly inhibit hydride transfer

1997

Bizouarn, T.; Grimley, R.; Diggle, C.; Thomas, C.M.; Jackson, J.B.

Biochim. Biophys. Acta

1320

265-274

392667

11027139

Interactions of the NADP(H)-binding domain III of proton-translocating transhydrogenase from Escherichia coli with NADP(H) and the NAD(H)-binding domain I studied by NMR and site-directed mutagenesis

2000

Bergkvist, A.; Johansson, C.; Johansson, T.; Rydström, J.; Karlsson, g.

Biochemistry

39

12595-12605

392668

10773166

Proton translocating nicotinamide nucleotide transhydrogenase from E. coli. Mechanism of action deduced from its structural and catalytic properties

2000

Bizouarn, T.; Fjellstrom, O.; Meuller, J.; Axelsson, M.; Bergkvist, A.; Johansson, C.; Goran Karlsson, B.; Rydstrom, J.

Biochim. Biophys. Acta

1457

211-228

394792

7548022

Catalytic and potentiometric characterization of E201D and E201Q mutants of Trypanosoma congolense trypanothione reductase

1995

Zheng, R.; Cenas, N.; Blanchard, J.S.

Biochemistry

34

12697-12703

394935

8664271

A stable mixed disulfide between thioredoxin reductase and its substrate, thioredoxin: preparation and characterization

1996

Wang, P.F.; Veine, D.M.; Ahn, S.H.; Williams, C.H., Jr.

Biochemistry

35

4812-4819

438809

1126936

Metabolism of resorcinylic compounds by bacteria. Purification and properties of orcinol hydroxylase from Pseudomonas putida 01

1975

Ohta, Y.; Higgins, I.J.; Ribbons, D.W.

J. Biol. Chem.

250

3814-3825

644579

4294045

Purification and properties of chicken liver xanthine dehydrogenase

1967

Rajagopalan, K.V.; Handler, P.

J. Biol. Chem.

242

4097-4107

644609

6573870

Soybean nodule xanthine dehydrogenase: A kinetic study

1983

Boland, M.J.; Blevins, D.G.; Randall, D.D.

Arch. Biochem. Biophys.

222

435-441

655488

15317584

An a-proteobacterial type malate dehydrogenase may complement LDH function in Plasmodium falciparum: Cloning and biochemical characterization of the enzyme

2004

Tripathi, A.K.; Desai, P.V.; Pradhan, A.; Khan, S.I.; Avery, M.A.; Walker, L.A.; Tekwani, B.L.

Eur. J. Biochem.

271

3488-3502

672279

16038606

Use of a reverse micelle system for study of oligomeric structure of NAD+-reducing hydrogenase from Ralstonia eutropha H16

2005

Tikhonova, T.V.; Kurkin, S.A.; Klyachko, N.L.; Popov, V.O.

Biochemistry

70

645-651

710157

20183597

Evaluation of NAD(H) analogues as selective inhibitors for Trypanosoma cruzi S-adenosylhomocysteine hydrolase

2009

Li, Q.; Cai, S.; Fang, J.; Borchardt, R.; Kuczera, K.; Middaugh, C.; Schowen, R.

Nucleosides Nucleotides Nucleic Acids

28

473-484

740541

25542170

Biochemical and structural characterization of Cryptosporidium parvum lactate dehydrogenase

2015

Cook, W.J.; Senkovich, O.; Hernandez, A.; Speed, H.; Chattopadhyay, D.

Int. J. Biol. Macromol.

74

608-619

Links to other databases for reduced acetylpyridine adenine dinucleotide

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ChEBI

PubChem

-