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Ligand 4-aminobutanal

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for 4-aminobutanal

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Natural Substrate (6 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.19

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH + 2 H+

742854, 737428, 743820, 741583, 742521

-

1.2.1.19

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH + H+

288041, 288082, 288069, 288078, 246680, 288063, 288070, 287169, 246674, 288080, 288064

-

1.2.1.19

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH + 2 H+

763552, 763594, 763333, 763695

-

1.2.1.19

3 entries

1.2.1.47

aminobutyraldehyde + NAD+ + H2O = aminobutyrate + NADH + H+

762675

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH + H+

689474

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyric acid + NADH + H+

723844, 726249

-

1.2.1.8

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.10

putrescine + O2 + H2O = 4-aminobutanal + NH3 + H2O2

-

-

1.4.3.22

putrescine + H2O + O2 = 4-aminobutanal + NH3 + H2O2

-

-

1.5.3.14

spermidine + O2 + H2O = 1,3-diaminopropane + 4-aminobutanal + H2O2

-

-

1.5.3.14

spermidine + O2 + H2O = propane-1,3-diamine + 4-aminobutanal + H2O2

-

-

1.5.3.14

2 entries

1.5.99.6

spermidine + cytochrome c = 1,3-diaminopropane + gamma-aminobutylaldehyde

-

-

2.6.1.113

putrescine + pyruvate = 4-aminobutanal + alanine

-

-

2.6.1.29

putrescine + 2-oxoglutarate = 4-aminobutanal + L-glutamate

639950, 639951

-

Substrate in Enzyme-catalyzed Reactions (23 results)

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Show Substrate (23 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.19

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH + 2 H+

742854, 737428, 743820, 741583, 742521

-

1.2.1.19

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH + H+

246680, 288063, 288070, 288075, 288078, 288064, 288081, 288082, 288080, 288041, 288066, 2168, 246674, 288065, 288073, 288069, 288077, 288068, 287169, 288079

-

1.2.1.19

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH

656627, 655946, 661760

-

1.2.1.19

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH + 2 H+

763552, 763594, 763333, 763695

-

1.2.1.19

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH + H+

712753

-

1.2.1.19

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+

742430

-

1.2.1.19

4-aminobutyraldehyde + NADP+ + H2O = 4-aminobutanoate + NADPH

655946, 661760

-

1.2.1.19

7 entries

1.2.1.24

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH

288167

-

1.2.1.3

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH

348692, 348693, 348701

-

1.2.1.47

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH + H+

762831

-

1.2.1.47

aminobutyraldehyde + NAD+ + H2O = aminobutyrate + NADH + H+

762675

-

1.2.1.47

gamma-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH + H+

689379

-

1.2.1.47

gamma-aminobutyraldehyde + NAD+ = gamma-aminobutyrate + NADH

288255

-

1.2.1.47

4 entries

1.2.1.54

4-aminobutyraldehyde + NAD+ = 4-aminobutanoate + NADH

288292

-

1.2.1.8

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH

712013

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutanoate + NADH + H+

741442

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH

390356, 390362, 390357, 390351, 390361, 390359

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH + 2 H+

763162

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyrate + NADH + H+

689474

-

1.2.1.8

4-aminobutyraldehyde + NAD+ + H2O = 4-aminobutyric acid + NADH + H+

675642, 711532, 723844, 726249

-

1.2.1.8

4-gamma-aminobutyraldehyde + NAD+ + H2O = ?

700697

-

1.2.1.8

gamma-aminobutyraldehyde + NAD(P)+ + H2O = ?

695893

-

1.2.1.8

8 entries

1.2.1.88

4-aminobutanal + NAD+ + H2O = 4-aminobutanoate + NADH + H+

763363

-

Product in Enzyme-catalyzed Reactions (23 results)

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Show Product (23 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.10

putrescine + O2 + H2O = 4-aminobutanal + NH3 + H2O2

-

-

1.4.3.10

spermidine + O2 + H2O = 4-aminobutyraldehyde + 1,3-diaminopropane + H2O2

395437, 395450, -

-

1.4.3.21

putrescine + H2O + O2 = 4-aminobutanal + NH3 + H2O2

-

-

1.4.3.21

putrescine + H2O + O2 = 4-aminobutyraldehyde + NH3 + H2O2

-

-

1.4.3.22

1,4-diaminobutane + H2O + O2 = 4-aminobutanal + NH3 + H2O2

391940, 391941, 391947, 391922, 391923, 391920, 391952, 391953, 391944, 391959, 391926, 391945, 391925, 391954, 391943, 391935, -

-

1.4.3.22

putrescine + H2O + O2 = 4-aminobutanal + NH3 + H2O2

-

-

1.4.3.22

putrescine + H2O + O2 = gamma-aminobutyraldehyde + NH3 + H2O2

-

-

1.4.3.10

2 entries

1.4.3.21

2 entries

1.4.3.22

3 entries

1.4.9.2

putrescine + H2O + 2,6-dichlorophenol indophenol = 4-aminobutanal + NH3 + reduced 2,6-dichlorophenol indophenol

-

-

1.5.3.14

spermidine + O2 + H2O = 1,3-diaminopropane + 4-aminobutanal + H2O2

-

-

1.5.3.14

spermidine + O2 + H2O = 4-aminobutanal + propane-1,3-diamine + H2O2

-

-

1.5.3.14

spermidine + O2 + H2O = propane-1,3-diamine + 4-aminobutanal + H2O2

-

-

1.5.99.6

spermidine + dichlorophenolindophenol = 1,3-diaminopropane + 4-aminobutyraldehyde + reduced dichlorophenolindophenol

-

-

1.5.99.6

spermidine + ferricyanide = 1,3-diaminopropane + 4-aminobutyraldehyde + ferrocyanide

-

-

1.5.99.6

spermidine + phenazine methosulfate = 1,3-diaminopropane + 4-aminobutyraldehyde + reduced phenazine methosulfate

-

-

1.5.99.6

spermidine + cytochrome c = 1,3-diaminopropane + gamma-aminobutylaldehyde

-

-

1.5.3.14

3 entries

1.5.99.6

4 entries

2.6.1.113

putrescine + pyruvate = 4-aminobutanal + alanine

-

-

2.6.1.19

putrescine + 2-oxoglutarate = L-glutamate + 4-aminobutanal

-

-

2.6.1.29

putrescine + 2-oxoglutarate = 4-aminobutanal + L-glutamate

639950, 639951

-

2.6.1.29

putrescine + pyruvate = 4-aminobutanal + L-alanine

639950, 639951

-

2.6.1.29

2 entries

2.6.1.77

1-butylamine + pyruvate = 4-aminobutyraldehyde + L-alanine

-

-

2.6.1.82

alpha-ketobutyric acid + putrescine = L-aspartate + 4-aminobutanal

-

-

2.6.1.82

putrescine + 2-oxoglutarate = L-glutamate + 4-aminobutanal

-

-

2.6.1.82

pyruvate + putrescine = L-alanine + 4-aminobutanal

-

-

2.6.1.82

3 entries

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.19

substrate inhibition

742854

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (10 results)

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Show Turnover Number (10 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.2.1.19

1.13

-

pH 8.0, 30°C, recombinant isozyme LrAMADH1

763552

1.2.1.19

1.2

-

pH 9.0, 37°C

742854

1.2.1.19

1.32

-

pH 8.0, 30°C, recombinant isozyme LrAMADH1

763552

1.2.1.19

1.7

-

pH 9.0, 37°C

742854

1.2.1.19

2.5

-

pH 9.0, 37°C

742854

1.2.1.19

3.02

-

isozyme PsAMADH 2, pH 9.0, 30°C

741583

1.2.1.19

3.1

-

isozyme PsAMADH 1, pH 9.0, 30°C

741583

1.2.1.19

4.3

-

pH 9.0, 37°C

742854

1.2.1.19

5.2

-

pH 9.0, 37°C

742854

1.2.1.19

7.7

-

0.1 M Tris-HCl pH 7.5, 1 mM NAD+, 25°C

661760

1.2.1.19

10 entries

K_M Value (41 results)

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Show KM Value (41 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.1.19

0.002

-

37°C, pH 8.7

656627

1.2.1.19

0.00394

-

pH 8.0, 30°C, recombinant isozyme LrAMADH1

763552

1.2.1.19

0.005

-

E3 isozyme

288078

1.2.1.19

0.0144

-

pH 8.5, 22°C, recombinant enzyme

743820

1.2.1.19

0.015

-

-

288041

1.2.1.19

0.0173

-

pH 9.5, 22°C, recombinant enzyme

743820

1.2.1.19

0.018

-

250 mM phosphate preparation, constant substrate 1 mM NAD+

288082

1.2.1.19

0.026

-

pH 9.0, 37°C

742854

1.2.1.19

0.02612

-

-

288079

1.2.1.19

0.028

-

pH 9.0, 37°C

742854

1.2.1.19

0.029

-

isozyme AMADH2, in 0.15 M Tris-HCl buffer (pH 9.0), at 20°C

712753

1.2.1.19

0.0312

-

pH 8.0, 30°C, recombinant isozyme LrAMADH1

763552

1.2.1.19

0.041

-

0.1 M Tris-HCl pH 7.5, 1 mM NAD+, 25°C

661760

1.2.1.19

0.0459

-

isozyme PsAMADH 2, pH 9.0, 30°C

741583

1.2.1.19

0.054

-

pH 9.0, 37°C

742854

1.2.1.19

0.059

-

pH 9.0, 37°C

742854

1.2.1.19

0.065

-

-

655946

1.2.1.19

0.081

-

400 mM phosphate preparation, constant substrate 1 mM NAD+

288082

1.2.1.19

0.083

-

-

288064

1.2.1.19

0.0848

-

pH 9.8, temperature not specified in the publication, isozyme MdAMADH1

742521

1.2.1.19

0.109

-

constant substrate 1 mM NAD+

288081

1.2.1.19

0.153

-

isozyme PsAMADH 1, pH 9.0, 30°C

741583

1.2.1.19

0.16

-

pH 9.8, temperature not specified in the publication, isozyme MdAMADH2

742521

1.2.1.19

0.17

-

isozyme AMADH1, in 0.15 M Tris-HCl buffer (pH 9.0), at 20°C

712753

1.2.1.19

0.26

-

pH 8.0

288069

1.2.1.19

0.278

-

pH 9.0, 37°C

742854

1.2.1.19

0.5

-

E2 isozyme

288078

1.2.1.19

0.8

-

E1 isozyme

288078

1.2.1.19

0.83

-

pH 9.5

288069

1.2.1.47

0.024

-

-

288255

1.2.1.47

0.067

-

pH 7.5, temperature not specified in the publication

762831

1.2.1.19

29 entries

1.2.1.47

2 entries

1.2.1.54

0.025

-

-

288292

1.2.1.8

0.00196

-

at pH 8.0 and 30°C

741442

1.2.1.8

0.003

-

wild-type enzyme

390351

1.2.1.8

0.004

-

mitochondrial enzyme

390357, 390362

1.2.1.8

0.005

-

-

390362

1.2.1.8

0.0098

-

mutant enzyme E103Q

390351

1.2.1.8

0.024

-

cytoplasmic enzyme

390357

1.2.1.8

0.037

-

-

390351

1.2.1.8

0.049

-

-

675642

1.2.1.8

1.1

-

in 100 mM sodium diphosphate pH 8.0, at 22°C

726249

1.2.1.8

9 entries

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.1.19

0.858

-

pH 9.0, 37°C

742854

References & Links

Literature References (91)

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Show Reference (91 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2168

3141581

The fourth arginine catabolic pathway of Pseudomonas aeruginosa [published erratum appears in J Gen Microbiol 1988 Sep;134(Pt 9):2633]

1988

Jann, A.; Matsumoto, H.; Haas, D.

J. Gen. Microbiol.

134

1043-1053

246674

35512

Enzymes of agmatine degradation and the control of their synthesis in Klebsiella aerogenes

1979

Friedrich, B.; Magasanik, B.

J. Bacteriol.

137

1127-1133

246680

3897201

Metabolic pathway for the utilization of L-arginine, L-ornithine, agmatine, and putrescine as nitrogen sources in Escherichia coli K-12

1985

Shaibe, E.; Metzer, E.; Halpern, Y.S.

J. Bacteriol.

163

933-937

287169

-

Fermentative degradation of putrescine by new strictly anaerobic bacteria

1989

Matthies, C.; Mayer, F.; Schink, B.

Arch. Microbiol.

151

498-505

288041

-

Enzymes of gamma-aminobutyrate metabolism (bacterial)

1962

Jakoby, W.B.

Methods Enzymol.

5

765-778

288063

3129020

Properties of gamma-aminobutyraldehyde dehydrogenase from Escherichia coli

1987

Prieto, M.I.; Martin, J.; Balana-Fouce, R.; Garrido-Pertierra, A.

Biochimie

69

1161-1168

288064

7097287

4-Aminobutyraldehyde dehydrogenase activity in rat brain

1982

Tago, K.; Kurioka, S.; Matsuda, M.

J. Neurochem.

39

803-809

288065

4817964

Purification and properties of 4-aminobutanal dehydrogenase from a Pseudomonas species

1974

Callewaert, D.M.; Rosemblatt, M.S.; Tchen, T.T.

J. Biol. Chem.

249

1737-1741

288066

13673029

Pyrrolidine and putrescine metabolism: gamma-aminobutyraldehyde dehydrogenase

1959

Jakoby, W.B.; Fredericks, J.

J. Biol. Chem.

234

2145-2150

288068

-

Putrescine breakdown in the yeast candida boidinii: subcellular location of some of the enzymes involved and properties of two acetamidoaldehyde dehydrogenases

1987

Gillyon, C.; Haywood, G.W.; Large, P.J.; Nellen, B.; Robertson, A.

J. Gen. Microbiol.

133

2477-2485

288069

-

4-Aminobutyraldehyde and 4-guanidinobutyraldehyde dehydrogenase for arginine degradation in Pseudomonas putida

1986

Yorifuji, T.; Koike, K.; Sakurai, T.; Yokoyama, K.

Agric. Biol. Chem.

50

2009-2016

288070

3510672

A pathway for putrescine catabolism in Escherichia coli

1986

Prieto-Santos, M.I.; Martin-Checa, J.; Balane-Fouce, R.; Garrido-Pertierra, A.

Biochim. Biophys. Acta

880

242-244

288073

186097

Determination of the hydride transfer stereospecificity of nicotinamide adenine dinucleotide linked oxidoreductases by proton magnetic resonance

1976

Arnold, L.J.; You, K.; Allison, W.S.; Kaplan, N.O.

Biochemistry

15

4844-4849

288075

3897202

Control of utilization of L-arginine, L-ornithine, agmatine, and putrescine as nitrogen sources in Escherichia coli K-12

1985

Shaibe, E.; Metzer, E.; Halpern, Y.S.

J. Bacteriol.

163

938-942

288077

-

Specific measurement of putrescine with putrescine oxidase and aminobutyraldehyde dehydrogenase

1988

Shimizu, E.; Tabata, Y.; Hayakawa, R.; Yorifuji, T.

Agric. Biol. Chem.

52

2865-2871

288078

8269919

Human aldehyde dehydrogenase, cDNA cloning and primary structure of the enzyme that catalyzes dehydrogenation of 4-aminobutyraldehyde

1993

Kurys, G.; Shah, P.C.; Kikonyogo, A.; Reed, D.; Ambroziak, W.; Pietruzko, R.

Eur. J. Biochem.

218

311-320

288079

-

The kinetic mechanism and chemical modification of gamma-aminobutyraldehyde dehydrogenase from soybean (glycine max) axes

1994

Kang, H.; Cho, Y.D.

Korean Biochem. J.

27

526-533

288080

-

Immunocytochemical and ultrastructural study of localization of the gamma-aminobutyraldehyde dehydrogenase in the bovine brain

1995

Lee, J.E.; Cho, Y.D.

Mol. Cells

5

167-170

288081

7584606

Purification and kinetic characterization of gamma-aminobutyraldehyde dehydrogenase from rat liver

1995

Testore, G.; Colombatto, S.; Silvagno, F.; Bedino, S.

Int. J. Biochem. Cell Biol.

27

1201-1210

288082

10467734

Aldehyde dehydrogenase from rat intestinal mucosa: purification and characterization of an isozyme with high affinity for gamma-aminobutyraldehyde

1999

Testore, G.; Cravanzola, C.; Bedino, S.

Int. J. Biochem. Cell Biol.

31

777-786

288167

4353628

Succinic semialdehyde dehydrogenase from a Pseudomonas species. I. Purification and chemical properties

1973

Callewaert, D.M.; Rosemblatt, M.S.; Suzuki, K.; Tchen, T.T.

J. Biol. Chem.

248

6009-6013

288255

10702312

Molecular and biochemical characterization of rat gamma-trimethylaminobutyraldehyde dehydrogenase and evidence for the involvement of human aldehyde dehydrogenase 9 in carnitine biosynthesis

2000

Vaz, F.M.; Fouchier, S.W.; Ofman, R.; Sommer, M.; Wanders, R.J.A.

J. Biol. Chem.

275

7390-7394

288292

16663901

gamma-Guanidinobutyraldehyde dehydrogenase of Vicia faba leaves

1984

Matsuda, H.; Suzuki, Y.

Plant Physiol.

76

654-657

348692

8645224

Aldehyde dehydrogenase from adult human brain that dehydrogenates gamma-aminobutyraldehyde: purification, characterization, cloning and distribution

1996

Kikonyogo, A.; Pietruszko, R.

Biochem. J.

316

317-324

348693

9787766

Methylglyoxal as substrate and inhibitor of human aldehyde dehydrogenase: comparison of kinetic properties among the three isoenzymes

1998

Izaguirre, G.; Kikonyogo, A.; Pietruszko, R.

Comp. Biochem. Physiol. B

119

747-754

348701

2925663

Human aldehyde dehydrogenase. Purification and characterization of a third isozyme with low Km for gamma-aminobutyraldehyde

1989

Kurys, G.; Ambroziak, W.; Pietruszko, R.

J. Biol. Chem.

264

4715-4721

390351

11106411

Overproduction of spinach betaine aldehyde dehydrogenase in Escherichia coli. Structural and functional properties of wild-type, mutants and E. coli enzymes

2000

Incharoensakdi, A.; Matsuda, N.; Hibino, T.; Meng, Y.L.; Ishikawa, H.; Hara, A.; Funaguma, T.; Takabe, T.; Takabe, T.

Eur. J. Biochem.

267

7015-7023

390356

7646513

Human aldehyde dehydrogenase E3 isozyme is a betaine aldehyde dehydrogenase

1995

Chern, M.K.; Pietruszko, R.

Biochem. Biophys. Res. Commun.

213

561-568

390357

11306043

Betaine aldehyde dehydrogenase from rat liver mitochondrial matrix

2001

Pietruszko, R.; Chern, M.K.

Chem. Biol. Interact.

130-132

193-199

390359

9973357

Rapid purification and properties of betaine aldehyde dehydrogenase from Pseudomonas aeruginosa

1999

Velasco-Garcia, R.; Mujica-Jimenez, C.; Mendoza-Hernandez, G.; Munoz-Clares, R.A.

J. Bacteriol.

181

1292-1300

390361

8990271

Betaine-aldehyde dehydrogenase from amaranth leaves efficiently catalyzes the NAD-dependent oxidation of dimethylsulfoniopropionaldehyde to dimethylsulfoniopropionate

1997

Vojtechova, M.; Hanson, A.D.; Munoz-Clares, R.A.

Arch. Biochem. Biophys.

337

81-88

390362

10505788

Evidence for mitochondrial localization of betaine aldehyde dehydrogenase in rat liver: purification, characterization, and comparison with human cytoplasmic E3 isozyme

1999

Chern, M.K.; Pietruszko, R.

Biochem. Cell Biol.

77

179-187

391920

2503012

Characterization of free and immobilized amine oxidases

1989

Stevanato, R.; Porchia, M.; Befani, O.; Mondovi, B.; Rigo, A.

Biotechnol. Appl. Biochem.

11

266-272

391922

6403048

Distribution and properties of human intestinal diamine oxidase and its relevance for the histamine catabolism

1983

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GABA synthesis mediated by gamma-aminobutanal dehydrogenase in Synechocystis sp. PCC6803 with disrupted glutamate and alpha-ketoglutarate decarboxylase genes

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2021

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Sci. Hortic.

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109706

Links to other databases for 4-aminobutanal

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