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Literature summary for 4.1.2.10 extracted from

  • Alagoez, D.; Tuekel, S.S.; Yildirim, D.
    Enantioselective synthesis of various cyanohydrins using covalently immobilized preparations of hydroxynitrile lyase from Prunus dulcis (2015), Appl. Biochem. Biotechnol., 177, 1348-1363 .
    View publication on PubMed

Application

Application Comment Organism
synthesis the enzyme is a powerful and cheap biocatalyst in the synthesis of (R)-mandelonitrile and may be used in combination with nitrilases to produce enantiopure mandelic acids Prunus dulcis

General Stability

General Stability Organism
the cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase can be reused several times without loss of enantioselectivity Prunus dulcis

Organism

Organism UniProt Comment Textmining
Prunus dulcis
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
cyanide + 4-bromoacetophenone (R)-cyanohydrin is formed with 5% yield and 99% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis 4-bromo-2-hydroxyphenylpropionitrile
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r
cyanide + 4-chloroacetophenone (R)-cyanohydrin is formed with 11% yield and 95% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis 4-chloro-2-hydroxyphenylpropionitrile
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r
cyanide + 4-fluoroacetophenone (R)-cyanohydrin is formed with 20% yield and 84% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis 4-fluoro-2-hydroxyphenylpropionitrile
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r
cyanide + 4-hydroxybenzaldehyde (R)-cyanohydrin is formed with 2% yield and 25% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis (R)-4-hydroxymandelonitrile
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r
cyanide + 4-iodoacetophenone (R)-cyanohydrin is formed with 3% yield and 24% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis 4-iodo-2-hydroxyphenylpropionitrile
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r
cyanide + 4-methoxybenzaldehyde (R)-cyanohydrin is formed with 95% yield and 95% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis (2R)-(4-methoxyphenyl)(hydroxy)ethanenitrile
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r
cyanide + 4-methyl benzaldehyde (R)-cyanohydrin is formed with 85% yield and 79% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis (2R)-(4-methylphenyl)(hydroxy)ethanenitrile
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r
cyanide + acetophenone (R)-cyanohydrin is formed with 1% yield and 99% enantiomeric excess, after 96 h at pH 4.0 and 5°C, cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase Prunus dulcis (2R)-hydroxyphenylpropionitrile
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r
cyanide + benzaldehyde cross-linked enzyme aggregate of Prunus dulcis hydroxynitrile lyase achieve the synthesis of (R)-mandelonitrile, (R)-cyanohydrin is formed with 93% yield and 99% enantiopurity Prunus dulcis (R)-mandelonitrile
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r