D00490
type: Enzyme
cath: Quinone Oxidoreductase; Chain A, domain 1
cath: Rossmann fold
ec: https://purl.uniprot.org/enzyme/1.1.1.1
uniprot: P26325
kegg enzyme: alcohol dehydrogenase
kegg pathway: Glycolysis / Gluconeogenesis
kegg pathway: Fatty acid metabolism
kegg pathway: Bile acid biosynthesis
kegg pathway: Glycine, serine and threonine metabolism
kegg pathway: Tyrosine metabolism
kegg pathway: 1- and 2-Methylnaphthalene degradation
kegg pathway: 3-Chloroacrylic acid degradation
kegg pathway: Retinol metabolism
kegg pathway: Metabolism of xenobiotics by cytochrome P450
kegg pathway: Drug metabolism - cytochrome P450
kegg cofactor: Zinc
kegg substrate: NAD+
kegg substrate: Primary alcohol
kegg substrate: Alcohol
kegg product: NADH
kegg product: Aldehyde
kegg product: Ketone
kegg product: H+
pdb: 1cdoA01
pdb: 1cdoB01
pdb: 1cdoA02
pdb: 1cdoB02
active site residues resources: P40394
active site residues resources: P00325
active site residues resources: P00327
active site residues resources: P00326
active site residues resources: P00328
references: Inhibition of human alcohol dehydrogenases by formamides.
references: Three-dimensional structure of horse liver alcohol dehydrogenase at 2-4 A resolution.
references: The crystal structure of complexes between horse liver alcohol dehydrogenase and the coenzyme analogues 3-iodopyridine-adenine dinucleotide and pyridine-adenine dinucleotide.
references: Structure of a triclinic ternary complex of horse liver alcohol dehydrogenase at 2.9 A resolution.
references: Crystallographic investigations of nicotinamide adenine dinucleotide binding to horse liver alcohol dehydrogenase.
references: Interdomain motion in liver alcohol dehydrogenase. Structural and energetic analysis of the hinge bending mode.
references: The influence of anions and inhibitors on the catalytic metal ion in Co(II)-substituted horse liver alcohol dehydrogenase.
references: Tryptophan luminescence from liver alcohol dehydrogenase in its complexes with coenzyme. A comparative study of protein conformation in solution.
references: Examination of subunit interaction in human ADH: carboxymethylation of the heterodimer beta 2 gamma 1.
references: General base catalysis in a glutamine for histidine mutant at position 51 of human liver alcohol dehydrogenase.
references: An aspartate residue in yeast alcohol dehydrogenase I determines the specificity for coenzyme.
references: Coordination geometry for cadmium in the catalytic zinc site of horse liver alcohol dehydrogenase: studies by PAC spectroscopy.
references: http://ezcatdb.cbrc.jp/EzCatDB/reference/D00490#12
references: Isoenzymes of horse liver alcohol dehydrogenase active on ethanol and steroids. cDNA cloning, expression, and comparison of active sites.
references: Structure of human beta 1 beta 1 alcohol dehydrogenase: catalytic effects of non-active-site substitutions.
references: Silicone-immobilized biocatalysts effective for bioconversions in nonaqueous media.
references: A single-residue exchange gives human recombinant beta beta alcohol dehydrogenase gamma gamma isozyme properties.
references: Copper(II)-substituted horse liver alcohol dehydrogenase: structure of the minor species.
references: Interconversion of E and S isoenzymes of horse liver alcohol dehydrogenase. Several residues contribute indirectly to catalysis.
references: The oxidation of aldehydes by horse liver alcohol dehydrogenase.
references: Horse liver alcohol dehydrogenase-S-isozyme: confirmation of the primary structure by protein sequencing and ion spray mass spectrometry.
references: Substrate specificity of alcohol dehydrogenases.
references: Unmasking of hydrogen tunneling in the horse liver alcohol dehydrogenase reaction by site-directed mutagenesis.
references: Horse liver alcohol dehydrogenase-catalyzed oxidation of aldehydes: dismutation precedes net production of reduced nicotinamide adenine dinucleotide.
references: Alternative pathways and reactions of benzyl alcohol and benzaldehyde with horse liver alcohol dehydrogenase.
references: Activation of enzymes in organic media at low water activity by polyols and saccharides.
references: Structural and catalytic properties of enzymes in reverse micelles.
references: Site specificity of glycation of horse liver alcohol dehydrogenase in vitro.
references: Refined crystal structure of liver alcohol dehydrogenase-NADH complex at 1.8-A resolution.
references: Crystallographic studies of two alcohol dehydrogenase-bound analogues of thiazole-4-carboxamide adenine dinucleotide (TAD), the active anabolite of the antitumor agent tiazofurin.
references: Crystallographic studies of isosteric NAD analogues bound to alcohol dehydrogenase: specificity and substrate binding in two ternary complexes.
references: Structures of horse liver alcohol dehydrogenase complexed with NAD+ and substituted benzyl alcohols.
references: Features of structural zinc in mammalian alcohol dehydrogenase. Site-directed mutagenesis of the zinc ligands.
references: Crystallographic investigations of alcohol dehydrogenases.
references: Structures of three human beta alcohol dehydrogenase variants. Correlations with their functional differences.
references: Mammalian class IV alcohol dehydrogenase (stomach alcohol dehydrogenase): structure, origin, and correlation with enzymology.
references: Crystallizations of novel forms of alcohol dehydrogenase.
references: The alcohol dehydrogenase system.
references: Cd-substituted horse liver alcohol dehydrogenase: catalytic site metal coordination geometry and protein conformation.
references: The vertebrate alcohol dehydrogenase system: variable class II type form elucidates separate stages of enzymogenesis.
references: On the role of Glu-68 in alcohol dehydrogenase.
references: Structural and sequence comparisons of quinone oxidoreductase, zeta-crystallin, and glucose and alcohol dehydrogenases.
references: Magnetic and optical properties of copper-substituted alcohol dehydrogenase: a bisthiolate copper (II) complex.
references: Mechanism of aldehyde oxidation catalyzed by horse liver alcohol dehydrogenase.
references: Kinetic and modelling studies of NAD+ and poly(ethylene glycol)-bound NAD+ in horse liver alcohol dehydrogenase.
references: The protein conformation of Cd-substituted horse liver alcohol dehydrogenase and its metal-site coordination geometry in binary and ternary inhibitor complexes.
references: Linking of isozyme and class variability patterns in the emergence of novel alcohol dehydrogenase functions. Characterization of isozymes in Uromastix hardwickii.

Quinone Oxidoreductase; Chain A, domain 1
type: Cath
references: http://www.cathdb.info/version/latest/superfamily/3.90.180.10
catalytic domain: index.html

Rossmann fold
type: Cath
references: http://www.cathdb.info/version/latest/superfamily/3.40.50.720
catalytic domain: index.html

Glycolysis / Gluconeogenesis
type: KeggPathway
references: KEGG:MAP00010

Fatty acid metabolism
type: KeggPathway
references: KEGG:MAP00071

Bile acid biosynthesis
type: KeggPathway
references: KEGG:MAP00120

Glycine, serine and threonine metabolism
type: KeggPathway
references: KEGG:MAP00260

Tyrosine metabolism
type: KeggPathway
references: KEGG:MAP00350

1- and 2-Methylnaphthalene degradation
type: KeggPathway
references: KEGG:MAP00624

3-Chloroacrylic acid degradation
type: KeggPathway
references: KEGG:MAP00641

Retinol metabolism
type: KeggPathway
references: KEGG:MAP00830

Metabolism of xenobiotics by cytochrome P450
type: KeggPathway
references: KEGG:MAP00980

Drug metabolism - cytochrome P450
type: KeggPathway
references: KEGG:MAP00982

Zinc
type: KeggCofactor
references: KEGG:C00038
compound type: heavy metal
references: CHEBI:29105
references: http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi

NAD+
type: KeggSubstrate
references: KEGG:C00003
compound type: amide group
compound type: amine group
compound type: nucleotide
references: CHEBI:15846
references: http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi

Primary alcohol
type: KeggSubstrate
references: KEGG:C00226
compound type: carbohydrate

Alcohol
type: KeggSubstrate
references: KEGG:C00069
compound type: carbohydrate

NADH
type: KeggProduct
references: KEGG:C00004
compound type: amide group
compound type: amine group
compound type: nucleotide
references: CHEBI:16908
references: http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi

Aldehyde
type: KeggProduct
references: KEGG:C00071
compound type: carbohydrate

Ketone
type: KeggProduct
references: KEGG:C00709
compound type: carbohydrate

H+
type: KeggProduct
references: KEGG:C00080
compound type: others
references: CHEBI:15378
references: http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi

1cdoA01
type: Pdb
references: 1cdo
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl
references: PDB:1cdo
catalytic residue: HIS 47;THR 48
cofactor binding residue: CYS 46;HIS 68;CYS 175(Catalytic zinc binding)

1cdoB01
type: Pdb
references: 1cdo
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl
references: PDB:1cdo
catalytic residue: HIS 47;THR 48
cofactor binding residue: CYS 46;HIS 68;CYS 175(Catalytic zinc binding)

Inhibition of human alcohol dehydrogenases by formamides.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/9572895
journal: J Med Chem
volume: 41
pages: 1696-701
published year: 1998
authors:
  item: Schindler JF
  item: Berst KB
  item: Plapp BV

Three-dimensional structure of horse liver alcohol dehydrogenase at 2-4 A resolution.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (2.4 ANGSTROMS).
medline id: 76193761
references: http://www.ncbi.nlm.nih.gov/pubmed/178875
journal: J Mol Biol
volume: 102
pages: 27-59
published year: 1976
authors:
  item: Eklund H
  item: Nordstrom B
  item: Zeppezauer E
  item: Soderlund G
  item: Ohlsson I
  item: Boiwe T
  item: Soderberg BO
  item: Tapia O
  item: Branden CI
  item: Akeson A
references: P00327
references: P00328

The crystal structure of complexes between horse liver alcohol dehydrogenase and the coenzyme analogues 3-iodopyridine-adenine dinucleotide and pyridine-adenine dinucleotide.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/202459
journal: Eur J Biochem
volume: 81
pages: 403-9
published year: 1977
authors:
  item: Samama JP
  item: Zeppezauer E
  item: Biellmann JF
  item: Branden CI

Structure of a triclinic ternary complex of horse liver alcohol dehydrogenase at 2.9 A resolution.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/7024556
journal: J Mol Biol
volume: 146
pages: 561-87
published year: 1981
authors:
  item: Eklund H
  item: Samma JP
  item: Wallen L
  item: Branden CI
  item: Akeson A
  item: Jones TA
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

Crystallographic investigations of nicotinamide adenine dinucleotide binding to horse liver alcohol dehydrogenase.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY.
medline id: 85122661
references: http://www.ncbi.nlm.nih.gov/pubmed/6098306
journal: Biochemistry
volume: 23
pages: 5982-96
published year: 1984
authors:
  item: Eklund H
  item: Samama JP
  item: Jones TA
references: P00327
references: P00328

Interdomain motion in liver alcohol dehydrogenase. Structural and energetic analysis of the hinge bending mode.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/3771574
journal: J Biol Chem
volume: 261
pages: 15273-80
published year: 1986
authors:
  item: Colonna-Cesari F
  item: Perahia D
  item: Karplus M
  item: Eklund H
  item: Braden CI
  item: Tapia O
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

The influence of anions and inhibitors on the catalytic metal ion in Co(II)-substituted horse liver alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/3608931
journal: Eur Biophys J
volume: 14
pages: 431-9
published year: 1987
authors:
  item: Bertini I
  item: Lanini G
  item: Luchinat C
  item: Haas C
  item: Maret W
  item: Zeppezauer M

Tryptophan luminescence from liver alcohol dehydrogenase in its complexes with coenzyme. A comparative study of protein conformation in solution.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/2322541
journal: Biochemistry
volume: 29
pages: 196-203
published year: 1990
authors:
  item: Strambini GB
  item: Gonnelli M

Examination of subunit interaction in human ADH: carboxymethylation of the heterodimer beta 2 gamma 1.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1772423
journal: Biochem Int
volume: 24
pages: 451-60
published year: 1991
authors:
  item: Fong WP
  item: Keung WM

General base catalysis in a glutamine for histidine mutant at position 51 of human liver alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1989677
journal: Biochemistry
volume: 30
pages: 1062-8
published year: 1991
authors:
  item: Ehrig T
  item: Hurley TD
  item: Edenberg HJ
  item: Bosron WF

An aspartate residue in yeast alcohol dehydrogenase I determines the specificity for coenzyme.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/2054345
journal: Biochemistry
volume: 30
pages: 6397-401
published year: 1991
authors:
  item: Fan F
  item: Lorenzen JA
  item: Plapp BV

Coordination geometry for cadmium in the catalytic zinc site of horse liver alcohol dehydrogenase: studies by PAC spectroscopy.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1807973
journal: Eur Biophys J
volume: 20
pages: 215-21
published year: 1991
authors:
  item: Bauer R
  item: Adolph HW
  item: Andersson I
  item: Danielsen E
  item: Formicka G
  item: Zeppezauer M

http://ezcatdb.cbrc.jp/EzCatDB/reference/D00490#12
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1935957
journal: Eur J Biochem
volume: 201
pages: 615-25
published year: 1991
authors:
  item: Adolph HW
  item: Maurer P
  item: Schneider-Bernlohr H
  item: Sartorius C
  item: Zeppezauer M
title: Substrate specificity and stereoselectivity of horse liver alcohol dehydrogenase. Kinetic evaluation of binding and activation parameters controlling the catalytic cycles of unbranched, acyclic secondary alcohols and ketones as substrates of the native and active-site-specific Co(II)-substituted enzyme.

Isoenzymes of horse liver alcohol dehydrogenase active on ethanol and steroids. cDNA cloning, expression, and comparison of active sites.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1712777
journal: J Biol Chem
volume: 266
pages: 13296-302
published year: 1991
authors:
  item: Park DH
  item: Plapp BV

Structure of human beta 1 beta 1 alcohol dehydrogenase: catalytic effects of non-active-site substitutions.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (3.0 ANGSTROMS).
medline id: 91376103
references: http://www.ncbi.nlm.nih.gov/pubmed/1896463
journal: Proc Natl Acad Sci U S A
volume: 88
pages: 8149-53
published year: 1991
authors:
  item: Hurley TD
  item: Bosron WF
  item: Hamilton JA
  item: Amzel LM
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl
references: P00325

Silicone-immobilized biocatalysts effective for bioconversions in nonaqueous media.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1368113
journal: Enzyme Microb Technol
volume: 14
pages: 371-5
published year: 1992
authors:
  item: Kawakami K
  item: Abe T
  item: Yoshida T

A single-residue exchange gives human recombinant beta beta alcohol dehydrogenase gamma gamma isozyme properties.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1572355
journal: Eur J Biochem
volume: 205
pages: 519-26
published year: 1992
authors:
  item: Hoog JO
  item: Eklund H
  item: Jornvall H

Copper(II)-substituted horse liver alcohol dehydrogenase: structure of the minor species.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1324852
journal: FEBS Lett
volume: 309
pages: 92-6
published year: 1992
authors:
  item: Formicka G
  item: Zeppezauer M
  item: Fey F
  item: Huttermann J

Interconversion of E and S isoenzymes of horse liver alcohol dehydrogenase. Several residues contribute indirectly to catalysis.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/1544927
journal: J Biol Chem
volume: 267
pages: 5527-33
published year: 1992
authors:
  item: Park DH
  item: Plapp BV

The oxidation of aldehydes by horse liver alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8493927
journal: Adv Exp Med Biol
volume: 328
pages: 481-91
published year: 1993
authors:
  item: Henehan GT
  item: Kenyon GL
  item: Oppenheimer NJ

Horse liver alcohol dehydrogenase-S-isozyme: confirmation of the primary structure by protein sequencing and ion spray mass spectrometry.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8493923
journal: Adv Exp Med Biol
volume: 328
pages: 451-5
published year: 1993
authors:
  item: Hubatsch I
  item: Zeppezauer M
  item: Waidelich D
  item: Bayer E

Substrate specificity of alcohol dehydrogenases.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8493917
journal: Adv Exp Med Biol
volume: 328
pages: 391-400
published year: 1993
authors:
  item: Plapp BV
  item: Green DW
  item: Sun HW
  item: Park DH
  item: Kim K

Unmasking of hydrogen tunneling in the horse liver alcohol dehydrogenase reaction by site-directed mutagenesis.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8504071
journal: Biochemistry
volume: 32
pages: 5503-7
published year: 1993
authors:
  item: Bahnson BJ
  item: Park DH
  item: Kim K
  item: Plapp BV
  item: Klinman JP

Horse liver alcohol dehydrogenase-catalyzed oxidation of aldehydes: dismutation precedes net production of reduced nicotinamide adenine dinucleotide.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8422379
journal: Biochemistry
volume: 32
pages: 735-8
published year: 1993
authors:
  item: Henehan GT
  item: Oppenheimer NJ

Alternative pathways and reactions of benzyl alcohol and benzaldehyde with horse liver alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8218182
journal: Biochemistry
volume: 32
pages: 11186-94
published year: 1993
authors:
  item: Shearer GL
  item: Kim K
  item: Lee KM
  item: Wang CK
  item: Plapp BV

Activation of enzymes in organic media at low water activity by polyols and saccharides.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8490046
journal: Biochim Biophys Acta
volume: 1163
pages: 144-8
published year: 1993
authors:
  item: Adlercreutz P

Structural and catalytic properties of enzymes in reverse micelles.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7684231
journal: Enzyme Microb Technol
volume: 15
pages: 383-92
published year: 1993
authors:
  item: Creagh AL
  item: Prausnitz JM
  item: Blanch HW

Site specificity of glycation of horse liver alcohol dehydrogenase in vitro.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8354263
journal: Eur J Biochem
volume: 215
pages: 567-72
published year: 1993
authors:
  item: Shilton BH
  item: Campbell RL
  item: Walton DJ

Refined crystal structure of liver alcohol dehydrogenase-NADH complex at 1.8-A resolution.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (1.8 ANGSTROMS)
journal: Acta Crystallogr D Biol Crystallogr
volume: 50
pages: 793-807
published year: 1994
authors:
  item: Al-Karadaghi S
  item: Cedergren-Zeppezauer ES
  item: Hovmoeller S
  item: Petratos K
  item: Terry H
  item: Wilson KS
references: P00327

Crystallographic studies of two alcohol dehydrogenase-bound analogues of thiazole-4-carboxamide adenine dinucleotide (TAD), the active anabolite of the antitumor agent tiazofurin.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/8286346
journal: Biochemistry
volume: 33
pages: 23-32
published year: 1994
authors:
  item: Li H
  item: Hallows WH
  item: Punzi JS
  item: Marquez VE
  item: Carrell HL
  item: Pankiewicz KW
  item: Watanabe KA
  item: Goldstein BM
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

Crystallographic studies of isosteric NAD analogues bound to alcohol dehydrogenase: specificity and substrate binding in two ternary complexes.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/7918390
journal: Biochemistry
volume: 33
pages: 11734-44
published year: 1994
authors:
  item: Li H
  item: Hallows WH
  item: Punzi JS
  item: Pankiewicz KW
  item: Watanabe KA
  item: Goldstein BM
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

Structures of horse liver alcohol dehydrogenase complexed with NAD+ and substituted benzyl alcohols.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/8172897
journal: Biochemistry
volume: 33
pages: 5230-7
published year: 1994
authors:
  item: Ramaswamy S
  item: Eklund H
  item: Plapp BV
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

Features of structural zinc in mammalian alcohol dehydrogenase. Site-directed mutagenesis of the zinc ligands.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7957193
journal: Eur J Biochem
volume: 225
pages: 1015-9
published year: 1994
authors:
  item: Jelokova J
  item: Karlsson C
  item: Estonius M
  item: Jornvall H
  item: Hoog JO

Crystallographic investigations of alcohol dehydrogenases.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8032158
journal: EXS
volume: 71
pages: 269-77
published year: 1994
authors:
  item: Eklund H
  item: Ramaswamy S
  item: Plapp BV
  item: el-Ahmad M
  item: Danielsson O
  item: Hoog JO
  item: Jornvall H

Structures of three human beta alcohol dehydrogenase variants. Correlations with their functional differences.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (2.45 ANGSTROMS).
medline id: 94260547
references: http://www.ncbi.nlm.nih.gov/pubmed/8201622
journal: J Mol Biol
volume: 239
pages: 415-29
published year: 1994
authors:
  item: Hurley TD
  item: Bosron WF
  item: Stone CL
  item: Amzel LM
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl
references: P00325

Mammalian class IV alcohol dehydrogenase (stomach alcohol dehydrogenase): structure, origin, and correlation with enzymology.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8127901
journal: Proc Natl Acad Sci U S A
volume: 91
pages: 1893-7
published year: 1994
authors:
  item: Pares X
  item: Cederlund E
  item: Moreno A
  item: Hjelmqvist L
  item: Farres J
  item: Jornvall H

Crystallizations of novel forms of alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7484400
journal: Adv Exp Med Biol
volume: 372
pages: 365-71
published year: 1995
authors:
  item: el-Ahmad M
  item: Ramaswamy S
  item: Danielsson O
  item: Karlsson C
  item: Estonius M
  item: Hoog JO
  item: Eklund H
  item: Jornvall H

The alcohol dehydrogenase system.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7484389
journal: Adv Exp Med Biol
volume: 372
pages: 281-94
published year: 1995
authors:
  item: Jornvall H
  item: Danielsson O
  item: Hjelmqvist L
  item: Persson B
  item: Shafqat J

Cd-substituted horse liver alcohol dehydrogenase: catalytic site metal coordination geometry and protein conformation.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7766625
journal: Biochemistry
volume: 34
pages: 7145-53
published year: 1995
authors:
  item: Hemmingsen L
  item: Bauer R
  item: Bjerrum MJ
  item: Zeppezauer M
  item: Adolph HW
  item: Formicka G
  item: Cedergren-Zeppezauer E

The vertebrate alcohol dehydrogenase system: variable class II type form elucidates separate stages of enzymogenesis.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7479907
journal: Proc Natl Acad Sci U S A
volume: 92
pages: 10904-8
published year: 1995
authors:
  item: Hjelmqvist L
  item: Estonius M
  item: Jornvall H

On the role of Glu-68 in alcohol dehydrogenase.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/7549877
journal: Protein Sci
volume: 4
pages: 1124-32
published year: 1995
authors:
  item: Ryde U

Structural and sequence comparisons of quinone oxidoreductase, zeta-crystallin, and glucose and alcohol dehydrogenases.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/8638928
journal: Arch Biochem Biophys
volume: 328
pages: 173-83
published year: 1996
authors:
  item: Edwards KJ
  item: Barton JD
  item: Rossjohn J
  item: Thorn JM
  item: Taylor GL
  item: Ollis DL

Magnetic and optical properties of copper-substituted alcohol dehydrogenase: a bisthiolate copper (II) complex.
type: BibliographicResource
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volume: 317
pages: 447-56
published year: 1996
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Mechanism of aldehyde oxidation catalyzed by horse liver alcohol dehydrogenase.
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references: http://www.ncbi.nlm.nih.gov/pubmed/8703951
journal: Biochemistry
volume: 35
pages: 9782-91
published year: 1996
authors:
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Kinetic and modelling studies of NAD+ and poly(ethylene glycol)-bound NAD+ in horse liver alcohol dehydrogenase.
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journal: Biochim Biophys Acta
volume: 1295
pages: 125-38
published year: 1996
authors:
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The protein conformation of Cd-substituted horse liver alcohol dehydrogenase and its metal-site coordination geometry in binary and ternary inhibitor complexes.
type: BibliographicResource
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journal: Eur J Biochem
volume: 241
pages: 546-51
published year: 1996
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Linking of isozyme and class variability patterns in the emergence of novel alcohol dehydrogenase functions. Characterization of isozymes in Uromastix hardwickii.
type: BibliographicResource
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journal: Eur J Biochem
volume: 236
pages: 563-70
published year: 1996
authors:
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Molecular modelling of human gastric alcohol dehydrogenase (class IV) and substrate docking: differences towards the classical liver enzyme (class I).
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journal: FEBS Lett
volume: 395
pages: 99-102
published year: 1996
authors:
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X-ray structure of human beta3beta3 alcohol dehydrogenase. The contribution of ionic interactions to coenzyme binding.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (2.4 ANGSTROMS).
medline id: 96291846
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Crystal structure of cod liver class I alcohol dehydrogenase: substrate pocket and structurally variable segments.
type: BibliographicResource
comment: X-RAY CRYSTALLOGRAPHY (2.05 ANGSTROMS).
medline id: 96259224
references: http://www.ncbi.nlm.nih.gov/pubmed/8845755
journal: Protein Sci
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authors:
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Three-dimensional structures of human alcohol dehydrogenase isoenzymes reveal the molecular basis for their functional diversity.
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journal: Adv Exp Med Biol
volume: 414
pages: 291-302
published year: 1997
authors:
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Alcohol dehydrogenase variability. Evolutionary and functional conclusions from characterization of further variants.
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references: http://www.ncbi.nlm.nih.gov/pubmed/9059632
journal: Adv Exp Med Biol
volume: 414
pages: 281-9
published year: 1997
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Electrostatic effects in the kinetics of coenzyme binding to isozymes of alcohol dehydrogenase from horse liver.
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journal: Biochemistry
volume: 36
pages: 8743-54
published year: 1997
authors:
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Flexibility of liver alcohol dehydrogenase in stereoselective binding of 3-butylthiolane 1-oxides.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/9003191
journal: Biochemistry
volume: 36
pages: 382-9
published year: 1997
authors:
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Binding of formamides to liver alcohol dehydrogenase.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/9132002
journal: Biochemistry
volume: 36
pages: 3522-7
published year: 1997
authors:
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A link between protein structure and enzyme catalyzed hydrogen tunneling.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/9371755
journal: Proc Natl Acad Sci U S A
volume: 94
pages: 12797-802
published year: 1997
authors:
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Specificity of alcohol dehydrogenases for sulfoxides.
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journal: Biochemistry
volume: 37
pages: 4482-9
published year: 1998
authors:
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Active site modifications in a double mutant of liver alcohol dehydrogenase: structural studies of two enzyme-ligand complexes.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/9649310
journal: Biochemistry
volume: 37
pages: 9295-304
published year: 1998
authors:
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Optical spectroscopy of nicotinoprotein alcohol dehydrogenase from Amycolatopsis methanolica: a comparison with horse liver alcohol dehydrogenase and UDP-galactose epimerase.
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references: http://www.ncbi.nlm.nih.gov/pubmed/9485460
journal: Biochemistry
volume: 37
pages: 3068-77
published year: 1998
authors:
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Bioinformatics in studies of SDR and MDR enzymes.
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references: http://www.ncbi.nlm.nih.gov/pubmed/10352708
journal: Adv Exp Med Biol
volume: 463
pages: 373-7
published year: 1999
authors:
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Substitutions in a flexible loop of horse liver alcohol dehydrogenase hinder the conformational change and unmask hydrogen transfer.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/10529241
journal: Biochemistry
volume: 38
pages: 13951-9
published year: 1999
authors:
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Molecular docking studies on interaction of diverse retinol structures with human alcohol dehydrogenases predict a broad role in retinoid ligand synthesis.
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references: http://www.ncbi.nlm.nih.gov/pubmed/10407146
journal: Biochim Biophys Acta
volume: 1432
pages: 239-50
published year: 1999
authors:
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Structural basis for substrate specificity differences of horse liver alcohol dehydrogenase isozymes.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/11041853
journal: Biochemistry
volume: 39
pages: 12885-97
published year: 2000
authors:
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Human liver class I alcohol dehydrogenase gammagamma isozyme: the sole cytosolic 3beta-hydroxysteroid dehydrogenase of iso bile acids.
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comment: Theoretical model
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journal: Hepatology
volume: 31
pages: 990-6
published year: 2000
authors:
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Contributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.
type: BibliographicResource
comment: X-ray crystallography
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journal: Biochemistry
volume: 40
pages: 12686-94
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Dynamic structures of horse liver alcohol dehydrogenase (HLADH): results of molecular dynamics simulations of HLADH-NAD(+)-PhCH(2)OH, HLADH-NAD(+)-PhCH(2)O(-), and HLADH-NADH-PhCHO.
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journal: J Am Chem Soc
volume: 123
pages: 11952-9
published year: 2001
authors:
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On the enzymatic activation of NADH.
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comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/11134046
journal: J Biol Chem
volume: 276
pages: 9316-21
published year: 2001
authors:
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Mammalian alcohol dehydrogenase - functional and structural implications.
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journal: J Biomed Sci
volume: 8
pages: 71-6
published year: 2001
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Three-dimensional structures of the three human class I alcohol dehydrogenases.
type: BibliographicResource
comment: X-ray crystallography
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journal: Protein Sci
volume: 10
pages: 697-706
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authors:
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Biomimetic NAD(+) models for tandem cofactor regeneration, horse liver alcohol dehydrogenase recognition of 1,4-NADH derivatives, and chiral synthesis.
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references: http://www.ncbi.nlm.nih.gov/pubmed/12491384
journal: Angew Chem Int Ed Engl
volume: 41
pages: 478-81
published year: 2002
authors:
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Mobility of fluorobenzyl alcohols bound to liver alcohol dehydrogenases as determined by NMR and X-ray crystallographic studies.
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comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/12501206
journal: Biochemistry
volume: 41
pages: 15770-9
published year: 2002
authors:
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Identification of a protein-promoting vibration in the reaction catalyzed by horse liver alcohol dehydrogenase.
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journal: J Am Chem Soc
volume: 124
pages: 3270-6
published year: 2002
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Boundary conditions for the Swain-Schaad relationship as a criterion for hydrogen tunneling.
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journal: J Am Chem Soc
volume: 124
pages: 3858-64
published year: 2002
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Ten-nanosecond molecular dynamics simulation of the motions of the horse liver alcohol dehydrogenase.PhCH2O- complex.
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journal: Proc Natl Acad Sci U S A
volume: 99
pages: 16597-600
published year: 2002
authors:
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Amino acid residues in the nicotinamide binding site contribute to catalysis by horse liver alcohol dehydrogenase.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/12627956
journal: Biochemistry
volume: 42
pages: 2907-15
published year: 2003
authors:
  item: Rubach JK
  item: Plapp BV
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Distinct but parallel evolutionary patterns between alcohol and aldehyde dehydrogenases: addition of fish/human betaine aldehyde dehydrogenase divergence.
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references: http://www.ncbi.nlm.nih.gov/pubmed/14523561
journal: Cell Mol Life Sci
volume: 60
pages: 2009-16
published year: 2003
authors:
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  item: Norin A
  item: El-Ahmad M
  item: Griffiths W
  item: Jornvall H

Formamides mimic aldehydes and inhibit liver alcohol dehydrogenases and ethanol metabolism.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/12855684
journal: J Biol Chem
volume: 278
pages: 36699-706
published year: 2003
authors:
  item: Venkataramaiah TH
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Participation of histidine-51 in catalysis by horse liver alcohol dehydrogenase.
type: BibliographicResource
comment: X-ray crystallography
references: http://www.ncbi.nlm.nih.gov/pubmed/15023053
journal: Biochemistry
volume: 43
pages: 3014-26
published year: 2004
authors:
  item: LeBrun LA
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  item: Plapp BV
references: http://www.ebi.ac.uk/thornton-srv/databases/cgi-bin/pdbsum/GetPage.pl

Anticorrelated motions as a driving force in enzyme catalysis: the dehydrogenase reaction.
type: BibliographicResource
references: http://www.ncbi.nlm.nih.gov/pubmed/15331786
journal: Proc Natl Acad Sci U S A
volume: 101
pages: 13152-6
published year: 2004
authors:
  item: Luo J
  item: Bruice TC

aldehyde reductase
type: KeggEnzyme

ADH
type: KeggEnzyme

alcohol dehydrogenase (NAD)
type: KeggEnzyme

aliphatic alcohol dehydrogenase
type: KeggEnzyme

ethanol dehydrogenase
type: KeggEnzyme

NAD-dependent alcohol dehydrogenase
type: KeggEnzyme

NAD-specific aromatic alcohol dehydrogenase
type: KeggEnzyme

NADH-alcohol dehydrogenase
type: KeggEnzyme

NADH-aldehyde dehydrogenase
type: KeggEnzyme

primary alcohol dehydrogenase
type: KeggEnzyme

yeast alcohol dehydrogenase
type: KeggEnzyme

ReferenceForCatalyticMechanism
reference index: 3
reference section: p.582-586

ReferenceForCatalyticMechanism
reference index: 6
reference section: p.437-438

ReferenceForCatalyticMechanism
reference index: 9
reference section: Fig.4, p.1065-1067

ReferenceForCatalyticMechanism
reference index: 12
reference section: Fig.2, p.619-621, p.624-625

ReferenceForCatalyticMechanism
reference index: 31
reference section: p.5235-5237

ReferenceForCatalyticMechanism
reference index: 33
reference section: p.273

ReferenceForCatalyticMechanism
reference index: 34
reference section: p.425-428

ReferenceForCatalyticMechanism
reference index: 43
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ReferenceForCatalyticMechanism
reference index: 44
reference section: p.135-136

ReferenceForCatalyticMechanism
reference index: 49
reference section: p.666-667

ReferenceForCatalyticMechanism
reference index: 61
reference section: Scheme 1, p.13957-13959

ReferenceForCatalyticMechanism
reference index: 66
reference section: Chart 1, Chart 2, p.11955-11956, p.11957-11959

ReferenceForCatalyticMechanism
reference index: 67
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ReferenceForCatalyticMechanism
reference index: 70
reference section: Scheme 2, p.480

ReferenceForCatalyticMechanism
reference index: 73
reference section: Fig.3

ReferenceForCatalyticMechanism
reference index: 78
reference section: Scheme 1, p.3023-3025