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Literature summary for 4.1.2.47 extracted from

  • Bühler, H.; Miehlich, B.; Effenberger, F.
    Inversion of stereoselectivity by applying mutants of the hydroxynitrile lyase from Manihot esculenta (2005), ChemBioChem, 6, 711-717.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
W128A mutant enzyme is (S)-selective as the wild-type enzyme Manihot esculenta
W128C mutant enzyme is (S)-selective as the wild-type enzyme Manihot esculenta
W128L mutant enzyme is (S)-selective as the wild-type enzyme Manihot esculenta
W128Y mutant enzyme is (S)-selective as the wild-type enzyme Manihot esculenta

Organism

Organism UniProt Comment Textmining
Manihot esculenta
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
HCN + rac-2-methyl-3-phenylpropionaldehyde
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Manihot esculenta (2S,3R)-2-hydroxy-3-methyl-4-phenylbutyronitrile wild-type and mutant enzymes Y128Y, W128L, W128C, W128A are (S)-selective ?
HCN + rac-2-phenylbutyraldehyde
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Manihot esculenta 2-hydroxy-3-phenylpentanenitrile diastereomer composition. (2R,3R): 0.5% (wild-type), 0.7% (mutant W128Y), 0.8% (mutant W128L), 0.4% (mutant W128L), 0.6% (mutant W128C), 0% (mutant W128A). (2R,3S): 4.5% (wild-type), 4.6% (mutant W128Y), 24.3% (mutant W128L), 23.4% (mutant W128C), 34.1% (mutant W128A), 35.5% (mutant W128V). (2S,3S): 45.8% (wild-type), 45.6% (mutant W128Y), 25.1% (mutant W128L), 26.1% (mutant W128C), 15.0% (mutant W128A), 13.7% (mutant W128V). (2S,3R): 49.2% (wild-type), 49.1% (mutant W128Y), 49.8% (mutant W128L), 50.1% (mutant W128C), 50.3% (mutant W128A), 50.8% (mutant W128V) ?
HCN + rac-2-phenylpropionaldehyde
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Manihot esculenta 2-hydroxy-3-phenylbutyronitrile diastereomer composition. (2R,3R): 0.1% (wild-type), 0.2% (mutant W128Y), 0.3% (mutant W128L), 0.5% (mutant W128C), 1% (mutant W128A). (2R,3S): 5.2% (wild-type), 24.4% (mutant W128Y), 37.5% (mutant W128L), 43.4% (mutant W128C), 46.2% mutant (W128A). (2S,3S): 44.4% (wild-type), 25.4% (mutant W128Y), 12.2% (mutant W128C), 6.1% (mutant W128L), 3.4% (mutant W128A). (2S,3R): 50.3% (wild-type), 50.2% (mutant W128Y), 50.0% (mutant W128L), 50.0% (mutant W128C), 49.4% (mutant W128A) ?
HCN + rac-3-phenylbutyraldehyde
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Manihot esculenta (2S,3R)-2-hydroxy-4-phenylpentanenitrile wild-type and mutant enzymes Y128Y, W128L, W128C, W128A are (S)-selective ?