107537-99-5Relevant articles and documents
Aliphatic (S)-Cyanohydrins by Enzyme Catalyzed Synthesis
Klempier, Norbert,Griengl, Herfried,Hayn, Marianne
, p. 4769 - 4772 (1993)
The enzyme catalyzed synthesis of aliphatic (S)-cyanohydrins has been accomplished for the first time by application of a hydroxynitrile lyase from leaves of Hevea brasiliensis.The optical purities of (S)-cyanohydrins obtained are in a range between 60 - 97percent.
A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination
Zheng, Zubiao,Zi, Yan,Li, Zhongzhou,Zou, Xinzhuo
, p. 434 - 439 (2013/06/27)
Using an acetone precipitation method, crude (S)-hydroxynitrile lyase [(S)-MeHNL] was separated from Munihot esculenta (cassava) leaves, and used directly as biocatalyst to catalyze asymmetric cyanohydrination and produce cyanohydrins with enantiomeric purities (≥90% ee) significantly greater than those previously reported. The use of a water/i-Pr2O system with an enzyme, NaCN, and appropriate amounts of acetic acid is crucial in improving the stereoselectivity of cyanohydrin formation by minimizing the non-enzymatic reaction and the racemization of the chiral products. The proposed isolation method for crude (S)-MeHNL has a high value because of its simplicity, and low cost as well as the high activity of the crude (S)-MeHNL.
Approach to (R)- and (S)-ketone cyanohydrins using almond and apple meal as the source of (R)-oxynitrilase
Kiljunen, Eero,Kanerva, Liisa T.
, p. 1551 - 1557 (2007/10/03)
The synthesis of aliphatic and aromatic (R)-ketone cyanohydrins through the addition of hydrogen cyanide to the corresponding ketones and the synthesis of the (S)-enantiomers through the kinetic resolution of racemic ketone cyanohydrins has been studied in the presence of almond or apple meal. Substrate tolerance of the (R)-oxynitrilases towards ketones (R1R2C=O) is highly restricted compared to that of structurally similar aldehydes, reactivity following the order of H>Me>>Et for R2. In the case of aromatic methyl ketones reactivity difference (C6H5>>p-Me-C6H4 for R1) is notable.