EzCatDB: D00490
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DB codeD00490
CATH domainDomain 13.90.180.10 : Quinone Oxidoreductase; Chain A, domain 1Catalytic domain
Domain 23.40.50.720 : Rossmann foldCatalytic domain
E.C.1.1.1.1

CATH domainRelated DB codes (homologues)
3.40.50.720 : Rossmann foldS00543,S00551,S00552,S00553,S00602,S00604,S00605,S00608,S00610,S00625,S00319,S00328,S00329,S00330,S00331,S00332,D00456,D00457,D00458,S00324,S00320,S00325,S00326,S00327,D00459,S00335,S00336,S00334,T00219,S00339,D00513,D00001,D00002,D00003,D00005,D00007,D00008,D00010,D00012,D00017,D00018,D00023,D00027,D00028,D00031,D00032,D00033,D00034,D00035,D00037,D00048,D00071,D00476,D00481,D00482,D00492,D00494,D00545,D00601,D00603,D00604,D00605,D00615,D00845,D00857,D00858,M00161,M00171,M00210,T00002,T00010,T00011,T00015,T00227,T00247,T00408,T00414,D00827,D00262,D00274,D00275,M00035,T00109
3.90.180.10 : Quinone Oxidoreductase; Chain A, domain 1D00001,D00002,D00018,D00048,D00481,D00482,D00492,D00615

Enzyme Name
UniProtKBKEGG

P26325
Protein nameAlcohol dehydrogenase 1alcohol dehydrogenase
aldehyde reductase
ADH
alcohol dehydrogenase (NAD)
aliphatic alcohol dehydrogenase
ethanol dehydrogenase
NAD-dependent alcohol dehydrogenase
NAD-specific aromatic alcohol dehydrogenase
NADH-alcohol dehydrogenase
NADH-aldehyde dehydrogenase
primary alcohol dehydrogenase
yeast alcohol dehydrogenase
SynonymsEC 1.1.1.1
PfamPF08240 (ADH_N)
PF00107 (ADH_zinc_N)
[Graphical view]

KEGG pathways
MAP codePathways
MAP00010Glycolysis / Gluconeogenesis
MAP00071Fatty acid metabolism
MAP00120Bile acid biosynthesis
MAP00260Glycine, serine and threonine metabolism
MAP00350Tyrosine metabolism
MAP006241- and 2-Methylnaphthalene degradation
MAP006413-Chloroacrylic acid degradation
MAP00830Retinol metabolism
MAP00980Metabolism of xenobiotics by cytochrome P450
MAP00982Drug metabolism - cytochrome P450

UniProtKB:Accession NumberP26325
Entry nameADH1_GADCA
ActivityAn alcohol + NAD(+) = an aldehyde or ketone + NADH.
SubunitHomodimer.
Subcellular locationCytoplasm.
CofactorBinds 2 zinc ions per subunit.

Compound table: links to PDB-related databases & PoSSuM

CofactorsSubstratesProducts
KEGG-idC00038C00003C00226C00069C00004C00071C00709C00080
CompoundZincNAD+Primary alcoholAlcoholNADHAldehydeKetoneH+
Typeheavy metalamide group,amine group,nucleotidecarbohydratecarbohydrateamide group,amine group,nucleotidecarbohydratecarbohydrateothers
ChEBI29105
15846


16908


15378
PubChem32051
5893


439153


1038
                
1cdoA01Bound:2x_ZNBound:NADUnboundUnboundUnboundUnboundUnbound 
1cdoB01Bound:2x_ZNBound:NADUnboundUnboundUnboundUnboundUnbound 
1cdoA02UnboundBound:NADUnboundUnboundUnboundUnboundUnbound 
1cdoB02UnboundBound:NADUnboundUnboundUnboundUnboundUnbound 

Active-site residues
resource
Swiss-prot;P40394, P00325, P00327, P00326, P00328,P26325
pdbCatalytic residuesCofactor-binding residues
          
1cdoA01HIS 47;THR 48
CYS 46;HIS 68;CYS 175(Catalytic zinc binding)
1cdoB01HIS 47;THR 48
CYS 46;HIS 68;CYS 175(Catalytic zinc binding)
1cdoA02 
 
1cdoB02 
 

References for Catalytic Mechanism
ReferencesSectionsNo. of steps in catalysis
[3]p.582-586
[6]p.437-438
[9]Fig.4, p.1065-1067
[12]Fig.2, p.619-621, p.624-625
[31]p.5235-5237
[33]p.273
[34]p.425-428
[43]Fig.2, p.9786-9789, p.9790-9791
[44]p.135-136
[49]p.666-667
[61]Scheme 1, p.13957-13959
[66]Chart 1, Chart 2, p.11955-11956, p.11957-11959
[67]Fig.5, p.9320
[70]Scheme 2, p.480
[73]Fig.3
[78]Scheme 1, p.3023-3025

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Related UniProtKBP00327,P00328
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Year1977
Volume81
Pages403-9
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CommentsX-ray crystallography
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Volume146
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TitleStructure of a triclinic ternary complex of horse liver alcohol dehydrogenase at 2.9 A resolution.
Related PDB6adh
[4]
CommentsX-RAY CRYSTALLOGRAPHY.
Medline ID85122661
PubMed ID6098306
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Year1984
Volume23
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Related UniProtKBP00327,P00328
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CommentsX-ray crystallography
PubMed ID3771574
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Year1986
Volume261
Pages15273-80
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Related PDB5adh,7adh,8adh
[6]
PubMed ID3608931
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Year1987
Volume14
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Year1991
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Year1991
Volume30
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Year1991
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Year1991
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[12]
PubMed ID1935957
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Year1991
Volume201
Pages615-25
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[13]
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Year1991
Volume266
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Year1991
Volume88
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Related PDB3hud
Related UniProtKBP00325
[15]
PubMed ID1368113
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Year1992
Volume14
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Year1992
Volume205
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TitleA single-residue exchange gives human recombinant beta beta alcohol dehydrogenase gamma gamma isozyme properties.
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PubMed ID1324852
JournalFEBS Lett
Year1992
Volume309
Pages92-6
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TitleCopper(II)-substituted horse liver alcohol dehydrogenase: structure of the minor species.
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PubMed ID1544927
JournalJ Biol Chem
Year1992
Volume267
Pages5527-33
AuthorsPark DH, Plapp BV
TitleInterconversion of E and S isoenzymes of horse liver alcohol dehydrogenase. Several residues contribute indirectly to catalysis.
[19]
PubMed ID8493927
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Year1993
Volume328
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Year1993
Volume328
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Year1993
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PubMed ID8504071
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Year1993
Volume32
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AuthorsBahnson BJ, Park DH, Kim K, Plapp BV, Klinman JP
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Year1993
Volume32
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[24]
PubMed ID8218182
JournalBiochemistry
Year1993
Volume32
Pages11186-94
AuthorsShearer GL, Kim K, Lee KM, Wang CK, Plapp BV
TitleAlternative pathways and reactions of benzyl alcohol and benzaldehyde with horse liver alcohol dehydrogenase.
[25]
PubMed ID8490046
JournalBiochim Biophys Acta
Year1993
Volume1163
Pages144-8
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TitleActivation of enzymes in organic media at low water activity by polyols and saccharides.
[26]
PubMed ID7684231
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Year1993
Volume15
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Year1993
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[28]
CommentsX-RAY CRYSTALLOGRAPHY (1.8 ANGSTROMS)
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Year1994
Volume50
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Related UniProtKBP00327
[29]
CommentsX-ray crystallography
PubMed ID8286346
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Year1994
Volume33
Pages23-32
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Related PDB1adf,1adg
[30]
CommentsX-ray crystallography
PubMed ID7918390
JournalBiochemistry
Year1994
Volume33
Pages11734-44
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Related PDB1adb,1adc
[31]
CommentsX-ray crystallography
PubMed ID8172897
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Year1994
Volume33
Pages5230-7
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Related PDB1hld
[32]
PubMed ID7957193
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Year1994
Volume225
Pages1015-9
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[34]
CommentsX-RAY CRYSTALLOGRAPHY (2.45 ANGSTROMS).
Medline ID94260547
PubMed ID8201622
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Year1994
Volume239
Pages415-29
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TitleStructures of three human beta alcohol dehydrogenase variants. Correlations with their functional differences.
Related PDB1hdx,1hdy,1hdz
Related UniProtKBP00325
[35]
PubMed ID8127901
JournalProc Natl Acad Sci U S A
Year1994
Volume91
Pages1893-7
AuthorsPares X, Cederlund E, Moreno A, Hjelmqvist L, Farres J, Jornvall H
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PubMed ID7484400
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Year1995
Volume372
Pages365-71
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[37]
PubMed ID7484389
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Year1995
Volume372
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PubMed ID7766625
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Year1995
Volume34
Pages7145-53
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PubMed ID7479907
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Year1995
Volume92
Pages10904-8
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[40]
PubMed ID7549877
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Year1995
Volume4
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Year1996
Volume317
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PubMed ID8703951
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Year1996
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Year1996
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[45]
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Year1996
Volume241
Pages546-51
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[46]
PubMed ID8612630
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Year1996
Volume236
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[47]
PubMed ID8898073
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Year1996
Volume395
Pages99-102
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TitleMolecular modelling of human gastric alcohol dehydrogenase (class IV) and substrate docking: differences towards the classical liver enzyme (class I).
[48]
CommentsX-RAY CRYSTALLOGRAPHY (2.4 ANGSTROMS).
Medline ID96291846
PubMed ID8663387
JournalJ Biol Chem
Year1996
Volume271
Pages17057-61
AuthorsDavis GJ, Bosron WF, Stone CL, Owusu-Dekyi K, Hurley TD
TitleX-ray structure of human beta3beta3 alcohol dehydrogenase. The contribution of ionic interactions to coenzyme binding.
Related PDB1deh,1htb
Related UniProtKBP00325
[49]
CommentsX-RAY CRYSTALLOGRAPHY (2.05 ANGSTROMS).
Medline ID96259224
PubMed ID8845755
JournalProtein Sci
Year1996
Volume5
Pages663-71
AuthorsRamaswamy S, el Ahmad M, Danielsson O, Jornvall H, Eklund H
TitleCrystal structure of cod liver class I alcohol dehydrogenase: substrate pocket and structurally variable segments.
Related PDB1cdo
Related UniProtKBP26325
[50]
PubMed ID9059633
JournalAdv Exp Med Biol
Year1997
Volume414
Pages291-302
AuthorsHurley TD, Steinmetz CG, Xie P, Yang ZN
TitleThree-dimensional structures of human alcohol dehydrogenase isoenzymes reveal the molecular basis for their functional diversity.
[51]
PubMed ID9059632
JournalAdv Exp Med Biol
Year1997
Volume414
Pages281-9
AuthorsJornvall H, Shafqat J, el-Ahmad M, Hjelmqvist L, Persson B, Danielsson O
TitleAlcohol dehydrogenase variability. Evolutionary and functional conclusions from characterization of further variants.
[52]
PubMed ID9220961
JournalBiochemistry
Year1997
Volume36
Pages8743-54
AuthorsAdolph HW, Kiefer M, Cedergren-Zeppezauer E
TitleElectrostatic effects in the kinetics of coenzyme binding to isozymes of alcohol dehydrogenase from horse liver.
[53]
CommentsX-ray crystallography
PubMed ID9003191
JournalBiochemistry
Year1997
Volume36
Pages382-9
AuthorsCho H, Ramaswamy S, Plapp BV
TitleFlexibility of liver alcohol dehydrogenase in stereoselective binding of 3-butylthiolane 1-oxides.
Related PDB1bto,3bto
[54]
CommentsX-ray crystallography
PubMed ID9132002
JournalBiochemistry
Year1997
Volume36
Pages3522-7
AuthorsRamaswamy S, Scholze M, Plapp BV
TitleBinding of formamides to liver alcohol dehydrogenase.
Related PDB1lde,1ldy
[55]
CommentsX-ray crystallography
PubMed ID9371755
JournalProc Natl Acad Sci U S A
Year1997
Volume94
Pages12797-802
AuthorsBahnson BJ, Colby TD, Chin JK, Goldstein BM, Klinman JP
TitleA link between protein structure and enzyme catalyzed hydrogen tunneling.
Related PDB1axe,1axg
[56]
PubMed ID9521768
JournalBiochemistry
Year1998
Volume37
Pages4482-9
AuthorsCho H, Plapp BV
TitleSpecificity of alcohol dehydrogenases for sulfoxides.
[57]
CommentsX-ray crystallography
PubMed ID9649310
JournalBiochemistry
Year1998
Volume37
Pages9295-304
AuthorsColby TD, Bahnson BJ, Chin JK, Klinman JP, Goldstein BM
TitleActive site modifications in a double mutant of liver alcohol dehydrogenase: structural studies of two enzyme-ligand complexes.
Related PDB1a71,1a72
[58]
PubMed ID9485460
JournalBiochemistry
Year1998
Volume37
Pages3068-77
AuthorsPiersma SR, Visser AJ, de Vries S, Duine JA
TitleOptical spectroscopy of nicotinoprotein alcohol dehydrogenase from Amycolatopsis methanolica: a comparison with horse liver alcohol dehydrogenase and UDP-galactose epimerase.
[59]
PubMed ID9572895
JournalJ Med Chem
Year1998
Volume41
Pages1696-701
AuthorsSchindler JF, Berst KB, Plapp BV
TitleInhibition of human alcohol dehydrogenases by formamides.
[60]
PubMed ID10352708
JournalAdv Exp Med Biol
Year1999
Volume463
Pages373-7
AuthorsPersson B, Nordling E, Kallberg Y, Lundh D, Oppermann UC, Marschall HU, Jornvall H
TitleBioinformatics in studies of SDR and MDR enzymes.
[61]
CommentsX-ray crystallography
PubMed ID10529241
JournalBiochemistry
Year1999
Volume38
Pages13951-9
AuthorsRamaswamy S, Park DH, Plapp BV
TitleSubstitutions in a flexible loop of horse liver alcohol dehydrogenase hinder the conformational change and unmask hydrogen transfer.
Related PDB1qlh,1qlj
[62]
PubMed ID10407146
JournalBiochim Biophys Acta
Year1999
Volume1432
Pages239-50
AuthorsFoglio MH, Duester G
TitleMolecular docking studies on interaction of diverse retinol structures with human alcohol dehydrogenases predict a broad role in retinoid ligand synthesis.
[63]
CommentsX-ray crystallography
PubMed ID11041853
JournalBiochemistry
Year2000
Volume39
Pages12885-97
AuthorsAdolph HW, Zwart P, Meijers R, Hubatsch I, Kiefer M, Lamzin V, Cedergren-Zeppezauer E
TitleStructural basis for substrate specificity differences of horse liver alcohol dehydrogenase isozymes.
Related PDB1ee2
[64]
CommentsTheoretical model
PubMed ID10733557
JournalHepatology
Year2000
Volume31
Pages990-6
AuthorsMarschall HU, Oppermann UC, Svensson S, Nordling E, Persson B, Hoog JO, Jornvall H
TitleHuman liver class I alcohol dehydrogenase gammagamma isozyme: the sole cytosolic 3beta-hydroxysteroid dehydrogenase of iso bile acids.
Related PDB1dda
[65]
CommentsX-ray crystallography
PubMed ID11601993
JournalBiochemistry
Year2001
Volume40
Pages12686-94
AuthorsRubach JK, Ramaswamy S, Plapp BV
TitleContributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.
Related PDB1ju9
[66]
PubMed ID11724603
JournalJ Am Chem Soc
Year2001
Volume123
Pages11952-9
AuthorsLuo J, Bruice TC
TitleDynamic 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.
[67]
CommentsX-ray crystallography
PubMed ID11134046
JournalJ Biol Chem
Year2001
Volume276
Pages9316-21
AuthorsMeijers R, Morris RJ, Adolph HW, Merli A, Lamzin VS, Cedergren-Zeppezauer ES
TitleOn the enzymatic activation of NADH.
Related PDB1het,1heu
[68]
PubMed ID11173978
JournalJ Biomed Sci
Year2001
Volume8
Pages71-6
AuthorsHoog JO, Hedberg JJ, Stromberg P, Svensson S
TitleMammalian alcohol dehydrogenase - functional and structural implications.
[69]
CommentsX-ray crystallography
PubMed ID11274460
JournalProtein Sci
Year2001
Volume10
Pages697-706
AuthorsNiederhut MS, Gibbons BJ, Perez-Miller S, Hurley TD
TitleThree-dimensional structures of the three human class I alcohol dehydrogenases.
Related PDB1hso,1hsz,1ht0
[70]
PubMed ID12491384
JournalAngew Chem Int Ed Engl
Year2002
Volume41
Pages478-81
AuthorsLo HC, Fish RH
TitleBiomimetic NAD(+) models for tandem cofactor regeneration, horse liver alcohol dehydrogenase recognition of 1,4-NADH derivatives, and chiral synthesis.
[71]
CommentsX-ray crystallography
PubMed ID12501206
JournalBiochemistry
Year2002
Volume41
Pages15770-9
AuthorsRubach JK, Plapp BV
TitleMobility of fluorobenzyl alcohols bound to liver alcohol dehydrogenases as determined by NMR and X-ray crystallographic studies.
Related PDB1mg0,1mgo
[72]
PubMed ID11916410
JournalJ Am Chem Soc
Year2002
Volume124
Pages3270-6
AuthorsCaratzoulas S, Mincer JS, Schwartz SD
TitleIdentification of a protein-promoting vibration in the reaction catalyzed by horse liver alcohol dehydrogenase.
[73]
PubMed ID11942822
JournalJ Am Chem Soc
Year2002
Volume124
Pages3858-64
AuthorsKohen A, Jensen JH
TitleBoundary conditions for the Swain-Schaad relationship as a criterion for hydrogen tunneling.
[74]
PubMed ID12481026
JournalProc Natl Acad Sci U S A
Year2002
Volume99
Pages16597-600
AuthorsLuo J, Bruice TC
TitleTen-nanosecond molecular dynamics simulation of the motions of the horse liver alcohol dehydrogenase.PhCH2O- complex.
[75]
CommentsX-ray crystallography
PubMed ID12627956
JournalBiochemistry
Year2003
Volume42
Pages2907-15
AuthorsRubach JK, Plapp BV
TitleAmino acid residues in the nicotinamide binding site contribute to catalysis by horse liver alcohol dehydrogenase.
Related PDB1n8k,1n92
[76]
PubMed ID14523561
JournalCell Mol Life Sci
Year2003
Volume60
Pages2009-16
AuthorsHjelmqvist L, Norin A, El-Ahmad M, Griffiths W, Jornvall H
TitleDistinct but parallel evolutionary patterns between alcohol and aldehyde dehydrogenases: addition of fish/human betaine aldehyde dehydrogenase divergence.
[77]
CommentsX-ray crystallography
PubMed ID12855684
JournalJ Biol Chem
Year2003
Volume278
Pages36699-706
AuthorsVenkataramaiah TH, Plapp BV
TitleFormamides mimic aldehydes and inhibit liver alcohol dehydrogenases and ethanol metabolism.
Related PDB1p1r
[78]
CommentsX-ray crystallography
PubMed ID15023053
JournalBiochemistry
Year2004
Volume43
Pages3014-26
AuthorsLeBrun LA, Park DH, Ramaswamy S, Plapp BV
TitleParticipation of histidine-51 in catalysis by horse liver alcohol dehydrogenase.
Related PDB1qv6,1qv7
[79]
PubMed ID15331786
JournalProc Natl Acad Sci U S A
Year2004
Volume101
Pages13152-6
AuthorsLuo J, Bruice TC
TitleAnticorrelated motions as a driving force in enzyme catalysis: the dehydrogenase reaction.

comments
This enzyme is structurally similar to class III of zinc-containing alcohol dehydrogenase superfamily.
Although this enzyme binds two zinc ions, only one zinc ion is involved in catalysis.

createdupdated
2005-01-112009-02-26


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