Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-Ethyl 4-chloro-3-hydroxybutanoate, is researched, Molecular C6H11ClO3, CAS is 90866-33-4, about Stereochemical control of yeast reductions. 5. Characterization of the oxidoreductases involved in the reduction of β-keto esters.COA of Formula: C6H11ClO3.
Three β-keto reductases, purified to homogeneity from the cytosolic fraction of bakers’ yeast, were capable of actively reducing 4-chloroacetoacetic esters to yield corresponding carbinolic products of high optical purity [>0.97 enantiomeric excess (ee)]. All of them utilized NADPH preferentially as the coenzyme. One of these enzymes (mol. weight = 2,400,000) possessed phys. and chem. properties reminiscent of fatty acid synthetase and reduced β-keto esters to yield carbinols of D-configuration. Although the natural substrates for the other 2 enzymes have not yet been defined, they were readily resolved on a hydroxylapatite column. The faster moving protein (D-enzyme) had a mol. weight of 38,000 and reduced β-keto esters to yield D-carbinolic products, whereas L-enzyme (mol. weight = 74,000) afforded L-carbinols. Because mammalian L-3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35) in the presence of NADH reduced 4-chloroacetoacetic esters to (R)-4-chloro-3-hydroxybutanoates of high ee (>0.97), this reductase activity was carefully searched for in bakers’ yeast. Whereas mitochondrial fractions of bakers’ yeast actively reduced acetoacetyl-CoA, only a trace of this reductase activity was detectable. This observation indicated that L-3-hydroxyacyl-CoA dehydrogenases of different species have marked differences in substrate specificities. To gain an insight into the influence of the ester substituent on the enantioselective reduction of γ-chloro-β-keto esters by intact bakers’ yeast, the kcat (turnover number) and Km for the 3 enzymes on various 4-chloroacetoacetic esters were measured.
In some applications, this compound(90866-33-4)COA of Formula: C6H11ClO3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.
Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem