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Literature summary for 4.1.2.10 extracted from

  • Nanda, S.; Kato, Y.; Asano, Y.
    A new (R)-hydroxynitrile lyase from Prunus mume: asymmetric synthesis of cyanohydrins (2005), Tetrahedron, 61, 10908-10916.
No PubMed abstract available
Search for more literature for 4.1.2.10

Activating Compound

Activating Compound Comment Organism Structure
additional information best solvents are diisopropylether, tert-butylmethylether or di-n-butylether. With all the three solvents more than 95% enantioselectivity is observed. However, the rate of the reaction is very slow Prunus mume

Organism

Organism UniProt Comment Textmining
Prunus mume
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Source Tissue

Source Tissue Comment Organism Textmining
seed
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 Prunus mume
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
HCN + 1-naphthalenecarboxaldehyde 60% conversion Prunus mume (R)-2-hydroxy-2-(1-naphthyl)acetonitrile 93% enantiomeric excess ?
HCN + 2,3,4,5-tetrafluorobenzaldehyde 26% conversion Prunus mume (R)-2-hydroxy-2-(2,3,4,5-tetrafluorophenyl)acetonitrile 23% enantiomeric excess ?
HCN + 2,3,4-trimethoxybenzaldehyde 14% conversion Prunus mume (R)-2-hydroxy-2-(2,3,4-trimethoxyphenyl)acetonitrile % enantiomeric excess ?
HCN + 2,3,5,6-tetrafluorobenzaldehyde 21% conversion Prunus mume (R)-2-hydroxy-2-(2,3,5,6-tetrafluorophenyl)acetonitrile 12% enantiomeric excess ?
HCN + 2,3,5-trimethoxybenzaldehyde 16% conversion Prunus mume (R)-2-hydroxy-2-(2,3,5-trimethoxyphenyl)acetonitrile 28% enantiomeric excess ?
HCN + 2,3-dichlorobenzaldehyde 11% conversion Prunus mume (R)-2-hydroxy-2-(2,3-dichlorophenyl)acetonitrile 22% enantiomeric excess ?
HCN + 2,3-dimethoxybenzaldehyde 7% conversion Prunus mume (R)-2-hydroxy-2-(2,3-dimethoxyphenyl)acetonitrile 37% enantiomeric excess ?
HCN + 2,4-dichlorobenzaldehyde 13% conversion Prunus mume (R)-2-hydroxy-2-(2,4-dichlorophenyl)acetonitrile 78% enantiomeric excess ?
HCN + 2,4-dimethoxybenzaldehyde 11% conversion Prunus mume (R)-2-hydroxy-2-(2,4-dimethoxyphenyl)acetonitrile 48% enantiomeric excess ?
HCN + 2,4-dimethylbenzaldehyde 5.8% conversion Prunus mume (R)-2-hydroxy-2-(2,4-dimethylphenyl)acetonitrile 86% enantiomeric excess ?
HCN + 2,5-dichlorobenzaldehyde 8.8% conversion Prunus mume (R)-2-hydroxy-2-(2,5-dichlorophenyl)acetonitrile 57% enantiomeric excess ?
HCN + 2,5-dimethoxybenzaldehyde 9% conversion Prunus mume (R)-2-hydroxy-2-(2,5-dimethoxyphenyl)acetonitrile 63% enantiomeric excess ?
HCN + 2,6-dichlorobenzaldehyde 10% conversion Prunus mume (R)-2-hydroxy-2-(2,6-dichlorophenyl)acetonitrile 12% enantiomeric excess ?
HCN + 2,6-dimethoxybenzaldehyde 6.5% conversion Prunus mume (R)-2-hydroxy-2-(2,6-dimethoxyphenyl)acetonitrile 32% enantiomeric excess ?
HCN + 2-butanone 48% conversion Prunus mume (R)-2-hydroxy-2-methylbutyronitrile 72% enantiomeric excess ?
HCN + 2-chlorobenzaldehyde 37% conversion Prunus mume (R)-2-hydroxy-2-(2-chlorophenyl)acetonitrile 56% enantiomeric excess ?
HCN + 2-decanone 18% conversion Prunus mume (R)-2-hydroxy-2-methyl-decanenitrile 52% enantiomeric excess ?
HCN + 2-furancarboxaldehyde 1.2% conversion Prunus mume (S)-2-hydroxy-2-(2-furyl)acetonitrile 98% enantiomeric excess ?
HCN + 2-heptanone 39% conversion Prunus mume (R)-2-hydroxy-2-methyl-heptanenitrile 74% enantiomeric excess ?
HCN + 2-hexanone 48% conversion Prunus mume (R)-2-hydroxy-2-methyl-hexanenitrile 80% enantiomeric excess ?
HCN + 2-methoxybenzaldehyde 6.0% conversion Prunus mume (R)-2-hydroxy-2-(2-methoxyphenyl)acetonitrile 41% enantiomeric excess ?
HCN + 2-methylbenzaldehyde 6% conversion Prunus mume (R)-2-hydroxy-2-(2-methylphenyl)acetonitrile 61% enantiomeric excess ?
HCN + 2-naphthalenecarboxaldehyde 58% conversion Prunus mume (R)-2-hydroxy-2-(2-naphthyl)acetonitrile 98% enantiomeric excess ?
HCN + 2-nonanone 20% conversion Prunus mume (R)-2-hydroxy-2-methyl-nonanenitrile 65% enantiomeric excess ?
HCN + 2-octanone 22% conversion Prunus mume (R)-2-hydroxy-2-methyl-octanenitrile 67% enantiomeric excess ?
HCN + 2-pentanone 46% conversion Prunus mume (R)-2-hydroxy-2-methyl-pentanenitrile 81% enantiomeric excess ?
HCN + 2-pyridinecarboxyaldehyde 89% conversion Prunus mume (S)-2-hydroxy-2-(2-pyridyl)acetonitrile 22% enantiomeric excess ?
HCN + 2-quinolinecarboxaldehyde 38% conversion Prunus mume (S)-2-hydroxy-2-(2-quinolinyl)acetonitrile 21% enantiomeric excess ?
HCN + 2-thiophenecarboxaldehyde 31% conversion Prunus mume (S)-2-hydroxy-2-(2-thiophenyl)acetonitrile 88% enantiomeric excess ?
HCN + 2-trifluoromethylbenzaldehyde 72% conversion Prunus mume (R)-2-hydroxy-2-(2-trifluoromethylphenyl)acetonitrile 5% enantiomeric excess ?
HCN + 2-undecanone 21% conversion Prunus mume (R)-2-hydroxy-2-methyl-undecanenitrile 31% enantiomeric excess ?
HCN + 3,3-dimethyl-2-butanone 28% conversion Prunus mume (R)-2-hydroxy-2,3,3-trimethyl-butyronitrile 38% enantiomeric excess ?
HCN + 3,4,5-trimethoxybenzaldehyde 24% conversion Prunus mume (R)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)acetonitrile 31% enantiomeric excess ?
HCN + 3,4-dichlorobenzaldehyde 7.9% conversion Prunus mume (R)-2-hydroxy-2-(3,4-dichlorophenyl)acetonitrile 94% enantiomeric excess ?
HCN + 3,4-dimethoxybenzaldehyde 13% conversion Prunus mume (R)-2-hydroxy-2-(3,4-dimethoxyphenyl)acetonitrile 78% enantiomeric excess ?
HCN + 3,5-dichlorobenzaldehyde 21% conversion Prunus mume (R)-2-hydroxy-2-(3,5-dichlorophenyl)acetonitrile 92% enantiomeric excess ?
HCN + 3,5-dimethoxybenzaldehyde 17% conversion Prunus mume (R)-2-hydroxy-2-(3,5-dimethoxyphenyl)acetonitrile 97% enantiomeric excess ?
HCN + 3-chlorobenzaldehyde 38% conversion Prunus mume (R)-2-hydroxy-2-(3-chlorophenyl)acetonitrile 92% enantiomeric excess ?
HCN + 3-methoxybenzaldehyde 31% conversion Prunus mume (R)-2-hydroxy-2-(3-methoxyphenyl)acetonitrile 92% enantiomeric excess ?
HCN + 3-methyl-2-butanone 39% conversion Prunus mume (R)-2-hydroxy-2,3-dimethyl-butyronitrile 42% enantiomeric excess ?
HCN + 3-methylbenzaldehyde 7.5% conversion Prunus mume (R)-2-hydroxy-2-(3-methylphenyl)acetonitrile 87% enantiomeric excess ?
HCN + 3-nitrobenzaldehyde 87% conversion Prunus mume (R)-2-hydroxy-2-(3-nitrophenyl)acetonitrile 65% enantiomeric excess ?
HCN + 3-phenoxybenzaldehyde 42% conversion Prunus mume (R)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile more than 99% enantiomeric excess ?
HCN + 3-pyridinecarboxyaldehyde 90% conversion Prunus mume (R)-2-hydroxy-2-(3-pyridyl)acetonitrile 75% enantiomeric excess ?
HCN + 3-trifluoromethylbenzaldehyde 91% conversion Prunus mume (R)-2-hydroxy-2-(3-trifluoro-methylphenyl)acetonitrile 68% enantiomeric excess ?
HCN + 4-allyloxybenzaldehyde 6.4% conversion Prunus mume (R)-2-hydroxy-2-(4-allyloxyphenyl)acetonitrile 98% enantiomeric excess ?
HCN + 4-benzyloxybenzaldehyde 5.8% conversion Prunus mume (R)-2-hydroxy-2-(4-benzyloxyphenyl)acetonitrile 98% enantiomeric excess ?
HCN + 4-bromobenzaldehyde 22% conversion Prunus mume (R)-2-hydroxy-2-(4-bromophenyl)acetonitrile 99% enantiomeric excess ?
HCN + 4-chlorbenzaldehyde 21% conversion Prunus mume (R)-2-hydroxy-2-(4-chlorophenyl)acetonitrile 99% enantiomeric excess ?
HCN + 4-fluorobenzaldehyde 28% conversion Prunus mume (R)-2-hydroxy-2-(4-fluorophenyl)acetonitrile % enantiomeric excess ?
HCN + 4-methoxybenzaldehyde 17% conversion Prunus mume (R)-2-hydroxy-2-(4-methoxyphenyl)acetonitrile 97% enantiomeric excess ?
HCN + 4-methyl-2-pentanone 40% conversion Prunus mume (R)-2-hydroxy-2,4-dimethyl-pentanenitrile 88% enantiomeric excess ?
HCN + 4-methylbenzaldehyde 7.0% conversion Prunus mume (R)-2-hydroxy-2-(4-methylphenyl)acetonitrile 95% enantiomeric excess ?
HCN + 4-nitrobenzaldehyde 89% conversion Prunus mume (R)-2-hydroxy-2-(4-nitrophenyl)acetonitrile 71% enantiomeric excess ?
HCN + 4-pyridinecarboxyaldehyde 65% conversion Prunus mume (R)-2-hydroxy-2-(4-pyridyl)acetonitrile 41% enantiomeric excess ?
HCN + 4-quinolinecarboxaldehyde 73% conversion Prunus mume (R)-2-hydroxy-2-(4-quinolinyl)acetonitrile 28% enantiomeric excess ?
HCN + 4-tert-butyldimethylsilyloxybenzaldehyde 4.8% conversion Prunus mume (R)-2-hydroxy-2-(4-tert-butyldimethylsilyloxyphenyl)acetonitrile 97% enantiomeric excess ?
HCN + 4-trifluoromethylbenzaldehyde 90% conversion Prunus mume (R)-2-hydroxy-2-(4-trifluoromethylphenyl)acetonitrile 76% enantiomeric excess ?
HCN + 5-methyl-2-hexanone 30% conversion Prunus mume (R)-2-hydroxy-2,5-dimethyl-hexanenitrile 76% enantiomeric excess ?
HCN + benzaldehyde 13% conversion Prunus mume (R)-mandelonitrile 93% enantiomeric excess ?
HCN + butanal 51% conversion Prunus mume (R)-2-hydroxy-pentanenitrile 84% enantiomeric excess ?
HCN + cyclohexanecarboxaldehyde 54% conversion Prunus mume (R)-2-hydroxy-2-cyclohexyl-acetonitrile 94% enantiomeric excess ?
HCN + cyclopentanecarboxaldehyde 51% conversion Prunus mume (R)-2-hydroxy-2-cyclopentyl-acetonitrile 91% enantiomeric excess ?
HCN + hexanal 38% conversion Prunus mume (R)-2-hydroxy-octanenitrile 81% enantiomeric excess ?
HCN + isobutyraldehyde 43% conversion Prunus mume (R)-2-hydroxy-3-methyl-butyronitrile 88% enantiomeric excess ?
HCN + pentanal 36% conversion Prunus mume (R)-2-hydroxy-hexanenitrile 85% enantiomeric excess ?
HCN + piperonal 34% conversion Prunus mume (R)-2-hydroxy-2-(3,4-methylenedioxyphenyl)acetonitrile 98% enantiomeric excess ?
HCN + pivaldehyde 29% conversion Prunus mume (R)-2-hydroxy-3,3-dimethyl-butyronitrile 92% enantiomeric excess ?
HCN + propanal 48% conversion Prunus mume (R)-2-hydroxy-butyronitrile 78% enantiomeric excess ?
HCN + trimethylsilylmethylketone 62% conversion Prunus mume (R)-2-hydroxy-2-trimethylsilyl-propanenitrile 72% enantiomeric excess ?
additional information substrates having ortho substituents are poor substrates in terms of enantioselectivity of the resulting cyanohydrins Prunus mume ?
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Synonyms

Synonyms Comment Organism
(R)-hydroxynitrile lyase
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 Prunus mume
PmHNL
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 Prunus mume

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
15 25 reaction with benzaldehyde and HCN Prunus mume