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Literature summary for 4.1.2.47 extracted from

  • Costes, D.; Wehtje, E.; Adlercreutz, P.
    Hydroxynitrile lyase-catalyzed synthesis of cyanohydrins in organic solvents. Parameters influencing activity and enantiospecificity (1999), Enzyme Microb. Technol., 25, 384-391.
No PubMed abstract available
Search for more literature for 4.1.2.47

Activating Compound

Activating Compound Comment Organism Structure
dibutyl ether best solvent for HCN concentrations around 300 mM HCN concentration Hevea brasiliensis

Application

Application Comment Organism
synthesis biocatalyst for the enantiospecific addition of hydrogen cyanide to aldehydes in organic solvents Hevea brasiliensis
synthesis biocatalyst for the enantiospecific addition of hydrogen cyanide to aldehydes in organic solvents Manihot esculenta

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information
-
 Hevea brasiliensis

Organism

Organism UniProt Comment Textmining
Hevea brasiliensis
-
-
-
Hevea brasiliensis
-
 rubber tree
-
Manihot esculenta
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
HCN + (benzyloxy)acetaldehyde
-
 Hevea brasiliensis 3-(benzyloxy)-(2S)-2-hydroxy-propanenitrile + 3-(benzyloxy)-(2R)-2-hydroxy-propanenitrile 50% 3-(benzyloxy)-(2S)-2-hydroxy-propanenitrile and 50% 3-(benzyloxy)-(2R)-2-hydroxy-propanenitrile ?
HCN + 2-naphthaldehyde
-
 Hevea brasiliensis (2S)-2-hydroxynaphthalen-2-yl-acetonitrile + (2R)-2-hydroxynaphthalen-2-yl-acetonitrile 83% (2S)-2-hydroxynaphthalen-2-yl-acetonitrile and 17% (2R)-2-hydroxynaphthalen-2-yl-acetonitrile ?
HCN + 2-naphthylacetaldehyde
-
 Hevea brasiliensis (2S)-2-hydroxy-3-naphthalen-1-yl-propionitrile + (2R)-2-hydroxy-3-naphthalen-1-yl-propionitrile 84.3% (2S)-2-hydroxy-3-naphthalen-1-yl-propionitrile and 15.6% (2R)-2-hydroxy-3-naphthalen-1-yl-propionitrile ?
HCN + 3-phenoxypropanal
-
 Hevea brasiliensis (2S)-2-hydroxy-4-phenoxybutanenitrile + (2S)-2-hydroxy-4-phenoxybutanenitrile 95.8% (2S)-2-hydroxy-4-phenoxybutanenitrile and 4.2% (2R)-2-hydroxy-4-phenoxybutanenitrile ?
HCN + 3-phenylpropionaldehyde
-
 Manihot esculenta (2S)-2-hydroxy-4-phenylbutanenitrile 67% enantiomeric excess ?
HCN + 3-phenylpropionaldehyde
-
 Hevea brasiliensis (2S)-2-hydroxy-4-phenylbutanenitrile 89% enantiomeric excess ?
HCN + acrolein
-
 Manihot esculenta (2S)-2-hydroxybut-3-enenitrile 59% enantiomeric excess ?
HCN + acrolein
-
 Hevea brasiliensis (2S)-2-hydroxybut-3-enenitrile 92% enantiomeric ecxess ?
HCN + benzaldehyde
-
 Hevea brasiliensis (S)-mandelonitrile 99% enantiomeric excess ?
HCN + benzaldehyde
-
 Manihot esculenta (S)-mandelonitrile 99% enantiomeric excess ?
additional information the enantiomeric excess of the product is optimal at pH 5.4 and at HCN concentration between 200 mM and 400 mM and clearly decreases at concentrations greater than 1.5 M. When the temperature decreases from 25°C to -5°C, the enantiomeric excess increases from 88% to 95% Hevea brasiliensis ?
-
 ?
additional information When the temperature decreases from 25°C to -5°C, the enantiomeric excess increases from 67% to 74% Manihot esculenta ?
-
 ?

Synonyms

Synonyms Comment Organism
(S)-Hb-HNL
-
 Hevea brasiliensis
(S)-Me-HNL
-
 Manihot esculenta
HNL
-
 Hevea brasiliensis
HNL
-
 Manihot esculenta
Hydroxynitrile lyase
-
 Hevea brasiliensis
Hydroxynitrile lyase
-
 Manihot esculenta

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
-5 25 When the temperature decreases from 25°C to -5°C, the enantiomeric excess increases from 74% to 87% Manihot esculenta
-5 25 when the temperature decreases from 25°C to -5°C, the enantiomeric excess increases from 88% to 95% Hevea brasiliensis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5.4
-
 the enantiomeric excess is optimal Hevea brasiliensis

pH Stability

pH Stability pH Stability Maximum Comment Organism
5.4
-
 most stable at Hevea brasiliensis