4.1.2.10: (R)-mandelonitrile lyase
This is an abbreviated version!
For detailed information about (R)-mandelonitrile lyase, go to the full flat file.
Word Map on EC 4.1.2.10
-
4.1.2.10
-
cyanohydrin
-
prunus
-
synthesis
-
hcn
-
cherry
-
enantioselective
-
serotina
-
lyases
-
r-mandelonitrile
-
enantiomeric
-
amygdalus
-
diisopropyl
-
prunasin
-
cyanogenesis
-
hbhnl
-
hydrocyanic
-
hevea
-
s-selective
-
pharmacology
-
agriculture
- 4.1.2.10
- cyanohydrin
- prunus
- synthesis
- hcn
- cherry
-
enantioselective
- serotina
- lyases
-
r-mandelonitrile
-
enantiomeric
- amygdalus
-
diisopropyl
- prunasin
-
cyanogenesis
- hbhnl
-
hydrocyanic
-
hevea
-
s-selective
- pharmacology
- agriculture
Reaction
Synonyms
(R)-(+)-Mandelonitrile lyase, (R)-HNL, (R)-HNL5, (R)-hydroxynitrile lyase, (R)-Mandelonitrile lyase, (R)-Oxynitrilase, (R)-PeHNL, (R)-selective HNL, AciX9_0562, almond oxynitrilase, APHNL, AtHNL, cupin 2 conserved barrel domain protein, cupin 2 domain-containing protein, D-alpha-hydroxynitrile lyase, D-Hydroxynitrile lyase, D-Oxynitrilase, DtHNL1, EjHNL, FAD-HNL, HNL, HNL1, HNL2, HNL4, HNL5, Hydroxynitrile lyase, hydroynitrile lyase, Lyase, mandelonitrile, mandelonitrile lyase, MDL, Mdl1, NdHNL, Oxynitrilase, PaHNL, PaHNL1, PaHNL5, PaMDL, ParsHNL, PhaMDL, PmHNL, R-HNL, R-hydroxynitrile lyase, R-selective HNL, R-selective hydroxynitrile lyase
ECTree
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Reference on EC 4.1.2.10 - (R)-mandelonitrile lyase
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REF. 
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Wajant, H.; Foerster, S.; Selmar, D.; Effenberger, F.; Pfizenmaier, K.
Purification and characterization of a novel (R)-mandelonitrile lyase from the fern Phlebodium aureum
Plant Physiol.
109
1231-1238
1995
Phlebodium aureum, Prunus dulcis (O24243)
Lauble, H.; Mueller, K.; Schindellin, H.; Foerster, S.; Effenberger, F.
Crystallization and preliminary X-ray diffraction studies of mandelonitrile lyase from almonds
Proteins Struct. Funct. Genet.
19
343-347
1994
Prunus dulcis
Zheng, L.; Poulton, J.E.
Temporal and spatial expression of amygdalin hydrolase and (R)-(+)-mandelonitrile lyase in black cherry seeds
Plant Physiol.
109
31-39
1995
Prunus serotina (P52706), Prunus serotina
Effenberger, F.; Foerster, S.; Wajant, H.
Hydroxynitrile lyases in stereoselective catalysis
Curr. Opin. Biotechnol.
11
532-539
2000
Prunus sp.
Willeman, W.F.; Hanefeld, U.; Straathof, A.J.J.; Heijnen, J.J.
Estimation of kinetic parameters by progress curve analysis for the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase
Enzyme Microb. Technol.
27
423-433
2000
Prunus dulcis
de Gonzalo, G.; Brieva, R.; Gotor, V.
(R)-Oxynitrilase-catalyzed transformation of omega-hydroxyalkanals
J. Mol. Catal. B
19-20
223-230
2002
Prunus dulcis
-
Dreveny, I.; Kratky, C.; Gruber, K.
The active site of hydroxynitrile lyase from Prunus amygdalus: modeling studies provide new insights into the mechanism of cyanogenesis
Protein Sci.
11
292-300
2002
Prunus dulcis
Dreveny, I.; Gruber, K.; Glieder, A.; Thompson, A.; Kratky, C.
The hydroxynitrile L-lyase from almond: A lyase that looks like an oxidoreductase
Structure
9
803-815
2001
Prunus dulcis (O24243), Prunus dulcis
Lin, G.; Han, S.; Li, Z.
Enzymic synthesis of (R)-cyanohydrins by three (R)-oxynitrilase sources in micro-aqueous organic medium
Tetrahedron
55
3531-3540
1999
Rhaphiolepis bibas, Prunus armeniaca, Prunus persica
-
Bianchi, P.; Roda, G.; Riva, S.; Danieli, B.; Zabelinskaja-Mackova, A.; Griengl, H.
On the selectivity of oxynitrilases towards alpha-oxygenated aldehydes
Tetrahedron
57
2213-2220
2001
Prunus dulcis
-
Huang, S.R.; Liu, S.L.; Zong, M.H.; Xu, R.
Synthesis of (R)-2-trimethylsilyl-2-hydroxyl-ethylcyanide catalyzed with (R)-oxynitrilase from loquat seed meal
Biotechnol. Lett.
27
79-82
2005
Rhaphiolepis bibas
Weis, R.; Poechlauer, P.; Bona, R.; Skranc, W.; Luiten, R.; Wubbolts, M.; Schwab, H.; Glieder, A.
Biocatalytic conversion of unnatural substrates by recombinant almond R-HNL isoenzyme 5
J. Mol. Catal. B
29
211-218
2004
Prunus dulcis
-
van Langen, L.M.; Selassa, R.P.; van Rantwijk, F.; Sheldon, R.A.
Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation
Org. Lett.
7
327-329
2005
Prunus dulcis
Gaisberger, R.P.; Fechter, M.H.; Griengl, H.
The first hydroxynitrile lyase catalysed cyanohydrin formation in ionic liquids
Tetrahedron
15
2959-2963
2004
Prunus dulcis
-
Kobler, C.; Bohrer, A.; Effenberger, F.
Hydroxynitrile lyase-catalyzed addition of HCN to 2- and 3-substituted cyclohexanones
Tetrahedron
60
10397-10410
2004
Prunus dulcis
-
Solis, A.; Luna, H.; Manjarrez, N.; Perez, H.I.
Study on the (R)-oxynitrilase activity of Pouteria sapota
Tetrahedron
60
10427-10431
2004
Pouteria sapota
-
Nanda, S.; Kato, Y.; Asano, Y.
A new (R)-hydroxynitrile lyase from Prunus mume: asymmetric synthesis of cyanohydrins
Tetrahedron
61
10908-10916
2005
Prunus mume
-
Ueatrongchit, T.; Kayo, A.; Komeda, H.; Asano, Y.; H-Kittikun, A.
Purification and characterization of a novel (R)-hydroxynitrile lyase from Eriobotrya japonica (Loquat)
Biosci. Biotechnol. Biochem.
72
1513-1522
2008
Rhaphiolepis bibas (B7VF77), Rhaphiolepis bibas
Liu, Z.; Pscheidt, B.; Avi, M.; Gaisberger, R.; Hartner, F.S.; Schuster, C.; Skranc, W.; Gruber, K.; Glieder, A.
Laboratory evolved biocatalysts for stereoselective syntheses of substituted benzaldehyde cyanohydrins
Chembiochem
9
58-61
2008
Prunus dulcis
Pscheidt, B.; Avi, M.; Gaisberger, R.; Hartner, F.S.; Skranc, W.; Glieder, A.
Screening hydroxynitrile lyases for (R)-pantolactone synthesis
J. Mol. Catal. B
52-53
183-188
2008
Prunus dulcis
-
Fang, F.; Ji, A.; Meng, Z.
Biosynthesis of chiral methyl ketone cyanohydrins catalyzed by oxynitrilase in Chaenomeles speciosa seed meal
React. Kinet. Catal. Lett.
93
233-239
2008
Chaenomeles speciosa
-
Andexer, J.; von Langermann, J.; Mell, A.; Bocola, M.; Kragl, U.; Eggert, T.; Pohl, M.
An R-selective hydroxynitrile lyase from Arabidopsis thaliana with an alpha/beta-hydrolase fold
Angew. Chem. Int. Ed. Engl.
46
8679-8681
2007
Arabidopsis thaliana (Q9LFT6), Arabidopsis thaliana
Dreveny, I.; Andryushkova, A.S.; Glieder, A.; Gruber, K.; Kratky, C.
Substrate binding in the FAD-dependent hydroxynitrile lyase from almond provides insight into the mechanism of cyanohydrin formation and explains the absence of dehydrogenation activity
Biochemistry
48
3370-3377
2009
Prunus dulcis (O24243)
Willeman, W.F.; Gerrits, P.J.; Hanefeld, U.; Brussee, J.; Straathof, A.J.; van der Gen, A.; Heijnen, J.J.
Development of a process model to describe the synthesis of (R)-mandelonitrile by Prunus amygdalus hydroxynitrile lyase in an aqueous-organic biphasic reactor
Biotechnol. Bioeng.
77
239-247
2002
Prunus dulcis (O24243)
Fechter, M.H.; Gruber, K.; Avi, M.; Skranc, W.; Schuster, C.; Pöchlauer, P.; Klepp, K.O.; Griengl, H.
Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis
Chemistry
13
3369-3376
2007
Prunus dulcis
Ueatrongchit, T.; Tamura, K.; Ohmiya, T.; H-Kittikun, A.; Asano, Y.
Hydroxynitrile lyase from Passiflora edulis. Purification, characteristics and application in asymmetric synthesis of (R)-mandelonitrile
Enzyme Microb. Technol.
46
456-465
2010
Passiflora edulis
Guterl, J.K.
Andexer, J.N.; Sehl, T.; von Langermann, J.; Frindi-Wosch, I.; Rosenkranz, T.; Fitter, J.; Gruber, K.; Kragl, U.; Eggert, T.; Pohl, M.: Uneven twins: comparison of two enantiocomplementary hydroxynitrile lyases with alpha/beta-hydrolase fold
J. Biotechnol.
141
166-173
2009
Arabidopsis thaliana
Ueatrongchit, T.; Komeda, H.; Asano, Y.; H-Kittikun, A.
Parameters influencing asymmetric synthesis of (R)-mandelonitrile by a novel (R)-hydroxynitrile lyase from Eriobotrya japonica
J. Mol. Catal. B
56
208-214
2009
Rhaphiolepis bibas
-
Suelves, M.; Puigdomenech, P.
Molecular cloning of the cDNA coding for the (R)-(+)-mandelonitrile lyase of Prunus amygdalus: temporal and spatial expression patterns in flowers and mature seeds
Planta
206
388-393
1998
Prunus dulcis (O24243), Prunus dulcis
Roda, G.; Riva, S.; Danieli, B.
Almond oxynitrilase-catalyzed transformation of aldehydes is strongly influenced by naphthyl and alkoxy substituents
Tetrahedron
10
3939-3949
1999
Prunus dulcis
-
Fukuta, Y.; Nanda, S.; Kato, Y.; Yurimoto, H.; Sakai, Y.; Komeda, H.; Asano, Y.
Characterization of a new (R)-hydroxynitrile lyase from the Japanese apricot Prunus mume and cDNA cloning and secretory expression of one of the isozymes in Pichia pastoris
Biosci. Biotechnol. Biochem.
75
214-220
2011
Prunus mume, Prunus mume (B9X0I1), Prunus mume (B9X0I2)
Fuhshuku, K.; Asano, Y.
Synthesis of (R)-beta-nitro alcohols catalyzed by R-selective hydroxynitrile lyase from Arabidopsis thaliana in the aqueous-organic biphasic system
J. Biotechnol.
153
153-159
2011
Arabidopsis thaliana, Arabidopsis thaliana (Q9LFT6)
Tuekel, S.; Yildirim, D.; Alagoez, D.; Alptekin, O.; Yuecebilgi, G.; Bilgin, R.
Partial purification and immobilization of a new (R)-hydroxynitrile lyase from seeds of Prunus pseudoarmeniaca
J. Mol. Catal. B
66
161-165
2010
Prunus pseudoarmeniaca
-
Liu, S.; Zong, M.
(R)-oxynitrilase from Prunus salicina catalysed synthesis of (R)-ketone-cyanohydrin by enantioselective transcyanation
Prog. Biochem. Biophys.
37
1212-1216
2010
Prunus salicina
-
Hussain, Z.; Wiedner, R.; Steiner, K.; Hajek, T.; Avi, M.; Hecher, B.; Sessitsch, A.; Schwab, H.
Characterization of two bacterial hydroxynitrile lyases with high similarity to cupin superfamily proteins
Appl. Environ. Microbiol.
78
2053-2055
2012
endophytic bacterium Psm-BT4509 (G9DE15)
Scholz, K.E.; Kopka, B.; Wirtz, A.; Pohl, M.; Jaeger, K.E.; Krauss, U.
Fusion of a flavin-based fluorescent protein to hydroxynitrile lyase from Arabidopsis thaliana improves enzyme stability
Appl. Environ. Microbiol.
79
4727-4733
2013
Arabidopsis thaliana (Q9LFT6), Arabidopsis thaliana
Yildirim, D.; Tuekel, S.S.; Alagoez, D.
Crosslinked enzyme aggregates of hydroxynitrile lyase partially purified from Prunus dulcis seeds and its application for the synthesis of enantiopure cyanohydrins
Biotechnol. Prog.
30
818-827
2014
Prunus dulcis
Andexer, J.N.; Staunig, N.; Eggert, T.; Kratky, C.; Pohl, M.; Gruber, K.
Hydroxynitrile lyases with alpha/beta-hydrolase fold: two enzymes with almost identical 3D structures but opposite enantioselectivities and different reaction mechanisms
ChemBioChem
13
1932-1939
2012
Arabidopsis thaliana (Q9LFT6), Arabidopsis thaliana
Okrob, D.; Metzner, J.; Wiechert, W.; Gruber, K.; Pohl, M.
Tailoring a stabilized variant of hydroxynitrile lyase from Arabidopsis thaliana
ChemBioChem
13
797-802
2012
Arabidopsis thaliana (Q9LFT6), Arabidopsis thaliana
Hajnal, I.; Lyskowski, A.; Hanefeld, U.; Gruber, K.; Schwab, H.; Steiner, K.
Biochemical and structural characterization of a novel bacterial manganese-dependent hydroxynitrile lyase
FEBS J.
280
5815-5828
2013
Granulicella tundricola (E8WYN5), Granulicella tundricola MP5ACTX9 (E8WYN5)
Alagöz, D.; Tükel, S.; Yildirim, D.
Purification, immobilization and characterization of (R)-hydroxynitrile lyase from Prunus amygdalus turcomanica seeds and their applicability for synthesis of enantiopure cyanohydrins
J. Mol. Catal. B
101
40-46
2014
Prunus turcomanica
-
Zheng, Y.; Xu, J.; Wang, H.; Lin, G.; Hong, R.; Yu, H.
Hydroxynitrile lyase isozymes from Prunus communis identification, characterization and synthetic applications
Adv. Synth. Catal.
359
1185-1193
2017
Prunus dulcis
-
Alagoez, D.; Tuekel, S.S.; Yildirim, D.
Enantioselective synthesis of various cyanohydrins using covalently immobilized preparations of hydroxynitrile lyase from Prunus dulcis
Appl. Biochem. Biotechnol.
177
1348-1363
2015
Prunus dulcis
Isobe, K.; Kitagawa, A.; Kanamori, K.; Kashiwagi, N.; Matsui, D.; Yamaguchi, T.; Fuhshuku, K.I.; Semba, H.; Asano, Y.
Characterization of a novel hydroxynitrile lyase from Nandina domestica Thunb
Biosci. Biotechnol. Biochem.
82
1760-1769
2018
Nandina domestica
Kopka, B.; Diener, M.; Wirtz, A.; Pohl, M.; Jaeger, K.E.; Krauss, U.
Purification and simultaneous immobilization of Arabidopsis thaliana hydroxynitrile lyase using a family 2 carbohydrate-binding module
Biotechnol. J.
10
811-819
2015
Arabidopsis thaliana (Q9LFT6)
Yildirim, D.; Tükel, S.S.; Alagöz, D.
Crosslinked enzyme aggregates of hydroxynitrile lyase partially purified from Prunus dulcis seeds and its application for the synthesis of enantiopure cyanohydrins
Biotechnol. Prog.
30
818-827
2014
Prunus dulcis
Asif, M.; Bhalla, T.C.
Hydroxynitrile lyase of wild apricot (Prunus armeniaca L.) purification, characterization and application in synthesis of enantiopure mandelonitrile
Catal. Lett.
146
1118-1127
2017
Prunus armeniaca
-
Asif, M.; Bhalla, T.C.
Enantiopure synthesis of (R)-mandelonitrile Using Hydroxynitrile lyase of wild apricot (Prunus armeniaca L.) [ParsHNL] in aqueous/organic biphasic system
Catal. Lett.
147
1592-1597
2017
Prunus armeniaca
-
Nuylert, A.; Ishida, Y.; Asano, Y.
Effect of glycosylation on the biocatalytic properties of hydroxynitrile lyase from the Passion Fruit, Passiflora edulis A comparison of natural and recombinant enzymes
ChemBioChem
18
257-265
2017
Passiflora edulis (A0A1L7NZN4)
Lanfranchi, E.; Grill, B.; Raghoebar, Z.; Van Pelt, S.; Sheldon, R.A.; Steiner, K.; Glieder, A.; Winkler, M.
Production of hydroxynitrile Lyase from Davallia tyermannii (DtHNL) in Komagataella phaffii and its immobilization as a CLEA to generate a robust biocatalyst
ChemBioChem
19
312-316
2018
Davallia tyermanii
Motojima, F.; Nuylert, A.; Asano, Y.
The crystal structure and catalytic mechanism of hydroxynitrile lyase from passion fruit, Passiflora edulis
FEBS J.
285
313-324
2018
Passiflora edulis (A0A1L7NZN4), Passiflora edulis
Yao, L.; Li, H.; Yang, J.; Li, C.; Shen, Y.
Purification and characterization of a hydroxynitrile lyase from Amygdalus pedunculata Pall
Int. J. Biol. Macromol.
118
189-194
2018
Prunus pedunculata
Pavkov-Keller, T.; Bakhuis, J.; Steinkellner, G.; Jolink, F.; Keijmel, E.; Birner-Gruenberger, R.; Gruber, K.
Structures of almond hydroxynitrile lyase isoenzyme 5 provide a rationale for the lack of oxidoreductase activity in flavin dependent HNLs
J. Biotechnol.
235
24-31
2016
Prunus dulcis (O24243), Prunus dulcis
Alagoz, D.; Tükel, S.; Yildirim, D.
Purification, immobilization and characterization of (R)-hydroxynitrile lyase from Prunus amygdalus turcomanica seeds and their applicability for synthesis of enantiopure cyanohydrins
J. Mol. Catal. B
101
40-46
2014
Prunus turcomanica
-
Dadashipour, M.; Ishida, Y.; Yamamoto, K.; Asano, Y.
Discovery and molecular and biocatalytic properties of hydroxynitrile lyase from an invasive millipede, Chamberlinius hualienensis
Proc. Natl. Acad. Sci. USA
112
10605-10610
2015
Chamberlinius hualienensis (A0A0H5BR52)
Lanfranchi, E.; Pavkov-Keller, T.; Koehler, E.M.; Diepold, M.; Steiner, K.; Darnhofer, B.; Hartler, J.; Van Den Bergh, T.; Joosten, H.J.; Gruber-Khadjawi, M.; Thallinger, G.G.; Birner-Gruenberger, R.; Gruber, K.; Winkler, M.; Glieder, A.
Enzyme discovery beyond homology a unique hydroxynitrile lyase in the Bet v1 superfamily
Sci. Rep.
7
46738
2017
Davallia tyermanii (A0A1C9V3R0), Davallia tyermanii (A0A1C9V3R4), Davallia tyermanii (A0A1C9V3R6), Davallia tyermanii (A0A1C9V3S9)
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