| Entry |
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| Name |
aliphatic (R)-hydroxynitrile lyase;
(R)-HNL;
(R)-oxynitrilase;
(R)-hydroxynitrile lyase;
LuHNL
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| Class |
Lyases;
Carbon-carbon lyases;
Aldehyde-lyases
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| Sysname |
(2R)-2-hydroxy-2-methylbutanenitrile butan-2-one-lyase (cyanide forming)
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| Reaction(IUBMB) |
(2R)-2-hydroxy-2-methylbutanenitrile = cyanide + butan-2-one [RN: R09358]
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| Reaction(KEGG) |
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| Substrate |
(2R)-2-hydroxy-2-methylbutanenitrile [CPD: C18796]
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| Product |
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| Comment |
The enzyme contains Zn2+ [1]. The enzyme catalyses the stereoselective synthesis of aliphatic (R)-cyanohydrins [1]. No activity towards mandelonitrile and 4-hydroxymandelonitrile [5]. Natural substrates for the (R)-oxynitrilase from Linum usitatissimum are acetone and butan-2-one, which are the building blocks of the cyanogen glycosides in Linum, linamarin and lotaustralin, or linustatin and neolinustatin, respectively [4].
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| History |
EC 4.1.2.46 created 2011
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| Pathway |
| Cyanoamino acid metabolism | | Biosynthesis of secondary metabolites |
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| Orthology |
| aliphatic (R)-hydroxynitrile lyase |
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| Reference |
1 |
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| Authors |
Trummler, K., Roos, J., Schwaneberg, U., Effenberger, F., Forster, S., Pfizenmaier, K. and Wajant, H. |
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| Title |
Expression of the Zn2+-containing hydroxynitrile lyase from flax (Linum usitatissimum) in Pichia pastoris- utilization of the recombinant enzyme for enzymatic analysis and site-directed mutagenesis. |
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| Journal |
Plant Sci. 139 (1998) 19-27. |
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| Reference |
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| Authors |
Trummler K, Wajant H |
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| Title |
Molecular cloning of acetone cyanohydrin lyase from flax (Linum usitatissimum). Definition of a novel class of hydroxynitrile lyases. |
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| Journal |
J. Biol. Chem. 272 (1997) 4770-4. |
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| Sequence |
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| Reference |
3 |
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| Authors |
Albrecht, J., Jansen, I.and Kula, M.R. |
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| Title |
Improved purification of an (R)-oxynitrilase from Linum usitatissimum (flax) and investigation of the substrate range. |
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| Journal |
Biotechnol. Appl. Biochem. 17 (1993) 191-203. |
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| Reference |
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| Authors |
Xu LL, Singh BK, Conn EE. |
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| Title |
Purification and characterization of acetone cyanohydrin lyase from Linum usitatissimum. |
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| Journal |
Arch. Biochem. Biophys. 263 (1988) 256-63. |
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| Sequence |
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| Reference |
5 |
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| Authors |
Cabirol, F.L., Tan, P.L., Tay, B., Cheng, S., Hanefeld, U. and Sheldon, R.A. |
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| Title |
Linum usitatissimum hydroxynitrile lyase cross-linked enzyme aggregates: a recyclable enantioselective catalyst. |
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| Journal |
Adv. Synth. Catal. 350 (2008) 2329-2338. |
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| Reference |
6 |
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| Authors |
Breithaupt, H., Pohl, M., Bonigk, W., Heim, P., Schimz, K.-L. and Kula, M.-R. |
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| Title |
Cloning and expression of (R)-hydroxynitrile lyase from Linum usitatissimum (flax). |
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| Journal |
J. Mol. Catal. B 6 (1999) 315-332. |
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| Other DBs |
ExplorEnz - The Enzyme Database: IUBMB Enzyme Nomenclature: ExPASy - ENZYME nomenclature database: BRENDA, the Enzyme Database: |
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| LinkDB |
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