KEGG   ENZYME: 4.1.2.46Help
Entry
EC 4.1.2.46                 Enzyme                                 

Name
aliphatic (R)-hydroxynitrile lyase;
(R)-HNL;
(R)-oxynitrilase;
(R)-hydroxynitrile lyase;
LuHNL
Class
Lyases;
Carbon-carbon lyases;
Aldehyde-lyases
BRITE hierarchy
Sysname
(2R)-2-hydroxy-2-methylbutanenitrile butan-2-one-lyase (cyanide forming)
Reaction(IUBMB)
(2R)-2-hydroxy-2-methylbutanenitrile = cyanide + butan-2-one [RN:R09358]
Reaction(KEGG)
R09358;
(other) R01553 R02811
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Substrate
(2R)-2-hydroxy-2-methylbutanenitrile [CPD:C18796]
Product
cyanide [CPD:C00177];
butan-2-one [CPD:C02845]
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].
History
EC 4.1.2.46 created 2011
Pathway
ec00460  Cyanoamino acid metabolism
ec01110  Biosynthesis of secondary metabolites
Orthology
K14577  aliphatic (R)-hydroxynitrile lyase
Reference
1
  Authors
Trummler, K., Roos, J., Schwaneberg, U., Effenberger, F., Forster, S., Pfizenmaier, K. and Wajant, H.
  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.
  Journal
Plant Sci 139:19-27 (1998)
Reference
2  [PMID:9030531]
  Authors
Trummler K, Wajant H
  Title
Molecular cloning of acetone cyanohydrin lyase from flax (Linum usitatissimum). Definition of a novel class of hydroxynitrile lyases.
  Journal
J Biol Chem 272:4770-4 (1997)
DOI:10.1074/jbc.272.8.4770
  Sequence
Reference
3  [PMID:8387315]
  Authors
Albrecht J, Jansen I, Kula MR
  Title
Improved purification of an (R)-oxynitrilase from Linum usitatissimum (flax) and  investigation of the substrate range.
  Journal
Biotechnol Appl Biochem 17 ( Pt 2):191-203 (1993)
Reference
4  [PMID:3377504]
  Authors
Xu LL, Singh BK, Conn EE.
  Title
Purification and characterization of acetone cyanohydrin lyase from Linum usitatissimum.
  Journal
Arch Biochem Biophys 263:256-63 (1988)
DOI:10.1016/0003-9861(88)90634-0
  Sequence
Reference
5
  Authors
Cabirol, F.L., Tan, P.L., Tay, B., Cheng, S., Hanefeld, U. and Sheldon, R.A.
  Title
Linum usitatissimum hydroxynitrile lyase cross-linked enzyme aggregates: a recyclable enantioselective catalyst.
  Journal
Adv Synth Catal 350:2329-2338 (2008)
Reference
6
  Authors
Breithaupt, H., Pohl, M., Bonigk, W., Heim, P., Schimz, K.-L. and Kula, M.-R.
  Title
Cloning and expression of (R)-hydroxynitrile lyase from Linum usitatissimum (flax).
  Journal
J Mol Catal B 6:315-332 (1999)
Other DBs
ExplorEnz - The Enzyme Database: 4.1.2.46
IUBMB Enzyme Nomenclature: 4.1.2.46
ExPASy - ENZYME nomenclature database: 4.1.2.46
BRENDA, the Enzyme Database: 4.1.2.46

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