Enzyme

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     4. Lyases
        4.1 Carbon-carbon lyases
            4.1.2 Aldehyde-lyases
ID:4.1.2.47
Description:(S)-hydroxynitrile lyase.
Alternative Name: Oxynitrilase.
Hydroxynitrile lyase.
(S)-oxynitrilase.
(S)-cyanohydrin producing hydroxynitrile lyase.
Cath: 1.20.5.2390; 3.40.50.11320; 3.40.50.1820;

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 4.1.2.47
BRENDA Enzyme Link: BRENDA 4.1.2.47
KEGG Enzyme Link: KEGG4.1.2.47
BioCyc Enzyme Link: BioCyc 4.1.2.47
ExPASy Enzyme Link: ExPASy4.1.2.47
EC2PDB Enzyme Link: EC2PDB 4.1.2.47
ExplorEnz Enzyme Link: ExplorEnz 4.1.2.47
PRIAM enzyme-specific profiles Link: PRIAM 4.1.2.47
IntEnz Enzyme Link: IntEnz 4.1.2.47
MEDLINE Enzyme Link: MEDLINE 4.1.2.47
MSA:

4.1.2.47;

Phylogenetic Tree:

4.1.2.47;

Uniprot:
M-CSA:
RHEA:56592 a disubstituted aliphatic (S)-hydroxynitrile = a ketone + hydrogen cyanide
RULE(radius=1) [*:1]-[C;H0;+0:2](-[*:3])(-[OH;+0:4])-[C;H0;+0:5]#[*:6]>>[*:6]#[CH;+0:5].[*:1]-[C;H0;+0:2](-[*:3])=[O;H0;+0:4]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Improvement of a stereoselective biocatalytic synthesis by substrate and enzyme engineering: 2-hydroxy-(4'-oxocyclohexyl)acetonitrile as the model.Avi M, Wiedner RM, Griengl H, Schwab H200819006143
Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor.Semba H, Dobashi Y, Matsui T2008 Jun18540112
Atomic resolution crystal structures and quantum chemistry meet to reveal subtleties of hydroxynitrile lyase catalysis.Schmidt A, Gruber K, Kratky C, Lamzin VS2008 Aug 118524775
Hydroxynitrile lyase catalyzed cyanohydrin synthesis at high pH-values.von Langermann J, Guterl JK, Pohl M, Wajant H, Kragl U2008 Apr18204865
Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis.Gartler G, Kratky C, Gruber K2007 Mar 3017250917
Crystallization and preliminary X-ray diffraction studies of a hydroxynitrile lyase from Hevea brasiliensis.Wagner UG, Schall M, Hasslacher M, Hayn M, Griengl H, Schwab H, Kratky C1996 May 115299689
Substrate specificity of mutants of the hydroxynitrile lyase from Manihot esculenta.Bühler H, Effenberger F, Förster S, Roos J, Wajant H2003 Mar 312616635

RHEA:56588 a monosubstituted aliphatic (S)-hydroxynitrile = an aldehyde + hydrogen cyanide
RULE(radius=1) [*:1]-[CH;+0:2](-[OH;+0:3])-[C;H0;+0:4]#[*:5]>>[*:5]#[CH;+0:4].[*:1]-[CH;+0:2]=[O;H0;+0:3]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Improvement of a stereoselective biocatalytic synthesis by substrate and enzyme engineering: 2-hydroxy-(4'-oxocyclohexyl)acetonitrile as the model.Avi M, Wiedner RM, Griengl H, Schwab H200819006143
Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor.Semba H, Dobashi Y, Matsui T2008 Jun18540112
Atomic resolution crystal structures and quantum chemistry meet to reveal subtleties of hydroxynitrile lyase catalysis.Schmidt A, Gruber K, Kratky C, Lamzin VS2008 Aug 118524775
Hydroxynitrile lyase catalyzed cyanohydrin synthesis at high pH-values.von Langermann J, Guterl JK, Pohl M, Wajant H, Kragl U2008 Apr18204865
Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis.Gartler G, Kratky C, Gruber K2007 Mar 3017250917
Crystallization and preliminary X-ray diffraction studies of a hydroxynitrile lyase from Hevea brasiliensis.Wagner UG, Schall M, Hasslacher M, Hayn M, Griengl H, Schwab H, Kratky C1996 May 115299689
Substrate specificity of mutants of the hydroxynitrile lyase from Manihot esculenta.Bühler H, Effenberger F, Förster S, Roos J, Wajant H2003 Mar 312616635

RHEA:54660 an aromatic (S)-hydroxynitrile = an aromatic aldehyde + hydrogen cyanide
RULE(radius=1) [*:1]-[CH;+0:2](-[OH;+0:3])-[C;H0;+0:4]#[*:5]>>[*:5]#[CH;+0:4].[*:1]-[CH;+0:2]=[O;H0;+0:3]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Improvement of a stereoselective biocatalytic synthesis by substrate and enzyme engineering: 2-hydroxy-(4'-oxocyclohexyl)acetonitrile as the model.Avi M, Wiedner RM, Griengl H, Schwab H200819006143
Expression of hydroxynitrile lyase from Manihot esculenta in yeast and its application in (S)-mandelonitrile production using an immobilized enzyme reactor.Semba H, Dobashi Y, Matsui T2008 Jun18540112
Atomic resolution crystal structures and quantum chemistry meet to reveal subtleties of hydroxynitrile lyase catalysis.Schmidt A, Gruber K, Kratky C, Lamzin VS2008 Aug 118524775
Hydroxynitrile lyase catalyzed cyanohydrin synthesis at high pH-values.von Langermann J, Guterl JK, Pohl M, Wajant H, Kragl U2008 Apr18204865
Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis.Gartler G, Kratky C, Gruber K2007 Mar 3017250917
Crystallization and preliminary X-ray diffraction studies of a hydroxynitrile lyase from Hevea brasiliensis.Wagner UG, Schall M, Hasslacher M, Hayn M, Griengl H, Schwab H, Kratky C1996 May 115299689
Substrate specificity of mutants of the hydroxynitrile lyase from Manihot esculenta.Bühler H, Effenberger F, Förster S, Roos J, Wajant H2003 Mar 312616635