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Literature summary extracted from

  • Bühler, H.; Effenberger, F.; Förster, S.; Roos, J.; Wajant, H.
    Substrate specificity of mutants of the hydroxynitrile lyase from Manihot esculenta (2003), ChemBioChem, 4, 211-216.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
4.1.2.47 W128A substitution of tryptophan128 by an alanine residue enlarges the entrance channel to the active site of MeHNL and thus facilitates access of sterically demanding substrates to the active site, increased conversion rate towards 3-phenoxybenzaldehyde, octan-3-one and heptan-3-one Manihot esculenta
4.1.2.47 W128C mutation increases the specific activity towards 4-hydroxymandelonitrile of the various MeHNL mutant compared to the wild-type enzyme Manihot esculenta
4.1.2.47 W128L mutation increases the specific activity towards 4-hydroxymandelonitrile of the various MeHNL mutant compared to the wild-type enzyme Manihot esculenta
4.1.2.47 W128Y mutation increases the specific activity towards 4-hydroxymandelonitrile of the various MeHNL mutant compared to the wild-type enzyme Manihot esculenta

Organism

EC Number Organism UniProt Comment Textmining
4.1.2.47 Manihot esculenta P52705
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.2.47
-
Manihot esculenta

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.2.47 cyanide + (2E)-3-(4-hydroxyphenyl)prop-2-enal
-
Manihot esculenta (2S,3E)-2-hydroxy-4-(4-hydroxyphenyl)but-3-enenitrile wild-type enzyme: 95% enantiomeric excess, 80% conversion rate ?
4.1.2.47 cyanide + (2E)-hex-2-enal
-
Manihot esculenta (2S,3E)-2-hydroxyhept-3-enenitrile wild-type enzyme: 97% enantiomeric excess, 58% conversion rate ?
4.1.2.47 cyanide + (4-hydroxyphenyl)acetaldehyde
-
Manihot esculenta (2S)-2-hydroxy-3-(4-hydroxyphenyl)propanenitrile wild-type enzyme: 96% enantiomeric excess, 88% conversion rate ?
4.1.2.47 cyanide + 1-phenylethanone wild-type enzyme: 87% enantiomeric excess, 13% conversion rate Manihot esculenta (2S)-2-hydroxy-2-phenylpropanenitrile
-
?
4.1.2.47 cyanide + 1-phenylpropan-2-one wild-type enzyme: 97% enantiomeric excess, 82% conversion rate Manihot esculenta (2S)-2-hydroxy-2-methyl-3-phenylpropanenitrile
-
?
4.1.2.47 cyanide + 2-bromobenzaldehyde
-
Manihot esculenta (2S)-(2-bromophenyl)(hydroxy)ethanenitrile wild-type enzyme: 96% enantiomeric excess, 96% conversion rate ?
4.1.2.47 cyanide + 2-chlorobenzaldehyde
-
Manihot esculenta (2S)-(2-chlorophenyl)(hydroxy)ethanenitrile wild-type enzyme: 98% enantiomeric excess, 96% conversion rate ?
4.1.2.47 cyanide + 2-hydroxybenzaldehyde
-
Manihot esculenta (2S)-(2-hydroxyphenyl)(hydroxy)ethanenitrile wild-type enzyme: 91% enantiomeric excess, 47% conversion rate ?
4.1.2.47 cyanide + 3-(4-hydroxyphenyl)propanal
-
Manihot esculenta (2S)-2-hydroxy-4-(4-hydroxyphenyl)butanenitrile wild-type enzyme: 67% enantiomeric excess, 90% conversion rate ?
4.1.2.47 cyanide + 3-hydroxybenzaldehyde
-
Manihot esculenta (2S)-(3-hydroxyphenyl)(hydroxy)ethanenitrile wild-type enzyme: 97% enantiomeric excess, 88% conversion rate ?
4.1.2.47 cyanide + 4-hydroxybenzaldehyde
-
Manihot esculenta (2S)-(4-hydroxyphenyl)(hydroxy)ethanenitrile wild-type enzyme: 94% enantiomeric excess, 51% conversion rate ?
4.1.2.47 cyanide + 4-methoxybenzaldehyde
-
Manihot esculenta (2S)-(4-methoxyphenyl)(hydroxy)ethanenitrile wild-type enzyme: 99% enantiomeric excess, 79% conversion rate ?
4.1.2.47 cyanide + 4-methylbenzaldehyde
-
Manihot esculenta (2S)-(4-methylphenyl)(hydroxy)ethanenitrile wild-type enzyme: 99% enantiomeric excess, 50% conversion rate ?
4.1.2.47 cyanide + 4-phenoxybenzaldehyde
-
Manihot esculenta (2S)-(4-phenoxyphenyl)(hydroxy)ethanenitrile wild-type enzyme: 96% enantiomeric excess, 47% conversion rate ?
4.1.2.47 cyanide + 4-phenylbutan-2-one wild-type enzyme: 49% enantiomeric excess, 36% conversion rate Manihot esculenta (2S)-2-hydroxy-2-methyl-4-phenylbutanenitrile
-
?
4.1.2.47 cyanide + 6-methylhept-5-en-2-one wild-type enzyme: 61% enantiomeric excess, 78% conversion rate Manihot esculenta (2S)-2-hydroxy-2,6-dimethylhept-5-enenitrile
-
?
4.1.2.47 cyanide + benzaldehyde
-
Manihot esculenta (S)-mandelonitrile wild-type enzyme: 99% enantiomeric excess, 97% conversion rate ?
4.1.2.47 cyanide + decanal
-
Manihot esculenta (2S)-2-hydroxyundecanenitrile wild-type enzyme: 78% enantiomeric excess, 65% conversion rate ?
4.1.2.47 cyanide + dodecanal
-
Manihot esculenta (2S)-2-hydroxytridecanenitrile wild-type enzyme: 71% enantiomeric excess, 80% conversion rate ?
4.1.2.47 cyanide + heptan-3-one wild-type enzyme: 46% enantiomeric excess, 14% conversion rate Manihot esculenta (2S)-2-ethyl-2-hydroxyhexanenitrile
-
?
4.1.2.47 cyanide + nonanal
-
Manihot esculenta (2S)-2-hydroxydecanenitrile wild-type enzyme: 80% enantiomeric excess, 99% conversion rate ?
4.1.2.47 cyanide + octan-3-one wild-type enzyme: 61% enantiomeric excess, 24% conversion rate Manihot esculenta (2S)-2-ethyl-2-hydroxyheptanenitrile
-
?
4.1.2.47 cyanide + octanal
-
Manihot esculenta (2S)-2-hydroxynonanenitrile wild-type enzyme: 79% enantiomeric excess, 96% conversion rate ?
4.1.2.47 cyanide + phenylacetaldehyde
-
Manihot esculenta 2-hydroxy-3-phenylpropanenitrile wild-type enzyme: 98% enantiomeric excess, 99% conversion rate ?