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Literature summary for 4.1.2.10 extracted from

  • Ueatrongchit, T.; Komeda, H.; Asano, Y.; H-Kittikun, A.
    Parameters influencing asymmetric synthesis of (R)-mandelonitrile by a novel (R)-hydroxynitrile lyase from Eriobotrya japonica (2009), J. Mol. Catal. B, 56, 208-214.
No PubMed abstract available

Organic Solvent Stability

Organic Solvent Comment Organism
dibutyl ether EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas
diethyl ether EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas
diisopropyl ether EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas
Ethyl acetate EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas
hexane EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas
methyl-tert-butylether EjHNL is very stable in ethyl acetate, diethyl ether, methyl-tert-butyl ether, diisopropyl ether, dibutyl ether and hexane for 12 h. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v) Rhaphiolepis bibas

Organism

Organism UniProt Comment Textmining
Rhaphiolepis bibas
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Source Tissue

Source Tissue Comment Organism Textmining
seed
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Rhaphiolepis bibas
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
cyanide + benzaldehyde both pH and temperature have a large effect on the initial velocity and enantiomeric excess (e.e.) of the product, (R)-mandelonitrile. High enantiomeric purity of the product is observed at low pH and temperature because the non-enzymatic reaction producing racemates of mandelonitrile is almost suppressed. The optimum pH and temperature to obtain high enantiomeric excess are pH 4.0 and 10°C, respectively. The best solvent for the highest initial velocity and enantiomeric excess is diethyl ether with an optimum aqueous phase content of 50% (v/v). The initial reaction rate increases as the aqueous phase content rises, but when the content is more than 50%, a reduction of enantiomeric excess is observed. Increasing the concentration of the substrates accelerates the initial velocity, but causes a slight decrease in the e.e. of the product. Under the optimized conditions, the conversion and enantiomeric excess of (R)-mandelonitrile for 3 h are 40 and 99%, respectively Rhaphiolepis bibas (R)-mandelonitrile
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additional information the enzyme also catalyzes transcyanation of benzaldehyde and acetone cyanohydrin to (R)-mandelonitrile Rhaphiolepis bibas ?
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Synonyms

Synonyms Comment Organism
(R)-hydroxynitrile lyase
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Rhaphiolepis bibas
EjHNL
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Rhaphiolepis bibas

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
10
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selected as the optimum temperature for the reaction to avoid the non-enzymatic reaction producing racemates of mandelonitrile Rhaphiolepis bibas

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
4
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selected as the optimum temperature for the reaction to avoid the non-enzymatic reaction producing racemates of mandelonitrile Rhaphiolepis bibas