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Literature summary for 4.1.2.47 extracted from

  • Gartler, G.; Kratky, C.; Gruber, K.
    Structural determinants of the enantioselectivity of the hydroxynitrile lyase from Hevea brasiliensis (2007), J. Biotechnol., 129, 87-97.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
vapor diffusion hanging drop method. X-ray crystal structures (at 1.54 and 1.76 A resolution) of HbHNL complexes with two chiral substrates – (S)-mandelonitrile and (2S)-2,3-dimethyl-2-hydroxybutyronitrile – by soaking and rapid freeze quenching techniques. Only the S-enantiomers of the two substrates are observed in the active site Hevea brasiliensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2-hydroxy-2-methylpropanenitrile Hevea brasiliensis
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cyanide + acetone
-
?

Organism

Organism UniProt Comment Textmining
Hevea brasiliensis P52704
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-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2S)-2,3-dimethyl-2-hydroxybutyronitrile binding mode of the chiral substrates is identical to that observed for the biological substrate 2-hydroxy-2-methylpropanenitrile (i.e. acetone cyanohydrin). Three-point binding mode of the substrates: hydrophobic pocket, hydrogen bonds between the hydroxyl group and Ser80 and Thr11, electrostatic interaction of the cyano group with Lys236 Hevea brasiliensis ?
-
?
(S)-mandelonitrile binding mode of the chiral substrate is identical to that observed for the biological substrate acetone cyanohydrin. Three-point binding mode of the substrates: hydrophobic pocket, hydrogen bonds between the hydroxyl group and Ser80 and Thr11, electrostatic interaction of the cyano group with Lys236 Hevea brasiliensis cyanide + benzaldehyde
-
?
2-hydroxy-2-methylpropanenitrile
-
Hevea brasiliensis cyanide + acetone
-
?
2-hydroxy-2-methylpropanenitrile i.e. acetone cyanohydrin, three-point binding mode of the substrates: hydrophobic pocket, hydrogen bonds between the hydroxyl group and Ser80 and Thr11, electrostatic interaction of the cyano group with Lys236 Hevea brasiliensis cyanide + acetone
-
?

Synonyms

Synonyms Comment Organism
HbHNL
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Hevea brasiliensis