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Literature summary for 4.1.2.47 extracted from

  • Yuryev, R.; Briechle, S.; Gruber-Khadjawi, M.; Griengl, H.; Liese, A.
    Asymmetric retro-Henry reaction catalyzed by hydroxynitrile lyase from Hevea brasiliensis (2010), ChemCatChem, 2, 981-986.
No PubMed abstract available
Search for more literature for 4.1.2.47

Inhibitors

Inhibitors Comment Organism Structure
benzaldehyde strong competitive inhibitor, the half-life of HNL in 20 mM citrate-phosphate buffer (pH 5.0) in the presence of 10 mM of benzaldehyde is around 50 min compared to 450 min in the absence of benzaldehyde; strong inhibitor Hevea brasiliensis
additional information (R)-2-nitro-1-phenylethanol and nitromethane have negligible inhibition effects on HNL activity Hevea brasiliensis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.6
-
 (S)-2-nitro-1-phenylethanol in 50 mM phosphate buffer pH 6.0, at 25°C Hevea brasiliensis
2.6
-
 (S)-2-nitro-1-phenylethanol in 50 mM phosphate buffer pH 6.0, at 22°C Hevea brasiliensis

Organism

Organism UniProt Comment Textmining
Hevea brasiliensis
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-2-nitro-1-phenylethanol
-
 Hevea brasiliensis benzaldehyde + nitromethane
-
 r
(S)-2-nitro-1-phenylethanol besides the native cyanohydrins reaction, the enzyme also catalyzes the asymmetric reversible Henry reaction yielding (S)-beta-nitroalcohols with high enantiomeric excess. The catalyst productivity achieved during the resolution is 10times higher than that in the HNL-catalyzed synthesis of (S)-2-nitro-1-phenylethanol Hevea brasiliensis nitromethane + benzaldehyde + (R)-2-nitro-1-phenylethanol
-
 r
(S)-mandelonitrile
-
 Hevea brasiliensis HCN + benzaldehyde
-
 ?
cyanide + benzaldehyde
-
 Hevea brasiliensis (S)-mandelonitrile
-
 r
additional information the enzyme catalyzes asymmetric cyanohydrin and Henry reactions. (R)-2-nitro-1-phenylethanol is not a substrate or HNL Hevea brasiliensis ?
-
 ?
nitromethane + benzaldehyde
-
 Hevea brasiliensis (S)-2-nitro-1-phenylethanol
-
 r

Synonyms

Synonyms Comment Organism
EC 4.1.2.39 formerly Hevea brasiliensis
HNL
-
 Hevea brasiliensis
Hydroxynitrile lyase
-
 Hevea brasiliensis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 the maximal activity of HNL in (S)-2-nitro-1-phenylethanol cleavage is at/above pH 7.5 Hevea brasiliensis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.37
-
 benzaldehyde in 50 mM phosphate buffer pH 6.0, at 25°C Hevea brasiliensis
0.37
-
 benzaldehyde in 50 mM phosphate buffer pH 6.0, at 22°C Hevea brasiliensis