105364-42-9Relevant articles and documents
Activity and specificity studies of the new thermostable esterase EstDZ2
Myrtollari, Kamela,Katsoulakis, Nikolaos,Zarafeta, Dimitra,Pavlidis, Ioannis V.,Skretas, Georgios,Smonou, Ioulia
, (2020/09/16)
In this paper, we study the activity and specificity of EstDZ2, a new thermostable carboxyl esterase of unknown function, which was isolated from a metagenome library from a Russian hot spring. The biocatalytic reaction employing EstDZ2 proved to be an efficient method for the hydrolysis of aryl p-, o- or m-substituted esters of butyric acid and esters of secondary alcohols. Docking studies revealed structural features of the enzyme that led to activity differences among the different substrates.
Chemoenzymatic synthesis of optically active Mugetanol isomers: use of lipases and oxidoreductases in fragrance chemistry
Vieira, Gizelle A.B.,Lemos, Telma L.G.,de Mattos, Marcos Carlos,de Oliveira, Maria da Conceicao F.,Melo, Vania M.M.,de Gonzalo, Gonzalo,Gotor-Fernandez, Vicente,Gotor, Vicente
experimental part, p. 214 - 219 (2009/06/20)
Straightforward synthetic strategies for the preparation of optically active Mugetanol isomers have been developed through different independent chemoenzymatic routes implying the use of either alcohol dehydrogenases in aqueous media or lipases in organic
Enantioselective addition of methyl group to aldehydes catalyzed by titanium complex of fluorous ligand
Omote, Masaaki,Tanaka, Naoya,Tarui, Atsushi,Sato, Kazuyuki,Kumadaki, Itsumaro,Ando, Akira
, p. 2989 - 2991 (2008/02/04)
Titanium complex of fluorous axially dissymmetric ligand ((Ra*)-2,2′-bis[(R*)-perfluoro-1H-1-hydroxyoctyl]biphenyl, ((Ra*)-(R*)2-1)) having perfluoroheptyl carbinol moieties catalyzed enantioselective addition of a methyl group to aldehydes. Dimethylzinc prepared in situ by mixing ZnCl2 and methyl magnesium bromide without removal of magnesium salt was more reactive for addition of methyl group than dimethylzinc without magnesium salt, and gave up to 99% ee of the products. The high fluorine content of 1 enables it to be recoverable by the selective extraction with perfluorohexane.
Highly enantioselective addition of Me2Zn to aldehydes catalyzed by ClCr(Salen)
Cozzi, Pier Giorgio,Kotrusz, Peter
, p. 4940 - 4941 (2007/10/03)
High enantiomeric excesses are obtained in the addition of Me2Zn catalyzed by commercially available ClCr(Salen). Broad scope, simple procedure, room temperature, low catalyst loading are the characteristics of this new enantioselective process, which uses the rather unreactive Me2Zn. Enantiomeric excesses in the range of 71-99% are obtained with all the aldehydes tested. Copyright
How substrate solvation contributes to the enantioselectivity of subtilisin toward secondary alcohols
Savile, Christopher K.,Kazlauskas, Romas J.
, p. 12228 - 12229 (2007/10/03)
The current rule to predict the enantiopreference of subtilisin toward secondary alcohols is based on the size of the substituents at the stereocenter and implies that the active site contains two differently sized pockets for these substituents. Several experiments are inconsistent with the current rule. First, the X-ray structures of subtilisin show there is only one pocket (the S1- pocket) approximately the size of a phenyl group to bind secondary alcohols. Second, the rule often predicts the incorrect enantiomer for reactions in water. To resolve these contradictions, we refine the current rule to show that subtilisin binds only one substituent of a secondary alcohol and leaves the other in solvent. To test this refined empirical rule, we show that the enantioselectivity of a series of secondary alcohols in water varied linearly with the difference in hydrophobicity (log P/P0) of the substituents. This hydrophobicity difference accounts for the solvation of one substituent in water. Copyright
Resolution of methylarylmethanols via oxidation with Nocardia corallina
Perez, Herminia I.,Luna, Hector,Manjarrez, Norberto,Solis, Aida
, p. 1709 - 1712 (2007/10/03)
Ten different racemates of methylarylmethanols were subjected to whole cells of Nocardia corallina B-276 to give, via enantioselective oxidations, the corresponding ketone and the enantiomerically enriched secondary alcohol in moderate yields and excellent e.e.s. The configuration of the resulting alcohol is (R). This procedure permits a very good separation of the racemates of meta- and para-monosubstituted methylarylmethanols.
Enantioselective synthesis using crude enzymes
Basavaiah, Deevi,Krishna, Peddinti Rama
, p. 131 - 134 (2007/10/02)
Chiral trans-2-aryloxycyclohexan-1-ols, trans-2-alkoxycyclohexan-1-ols, trans-2-arylcyclohexan-1-ols, homoallyl alcohols, 1-aryl-1-alkanols, 1,2-diphenylethane-1,2-diol are prepared in high optical purities via enantioselective hydrolysis of acetates of the corresponding racemic alcohols using crude enzymes such as pig liver acetone powder (PLAP), goat liver acetone powder (GLAP), chicken liver acetone powder (CLAP) and bovine liver acetone powder (BLAP).