Hydrolytic resolution of (R,S)-2-hydroxycarboxylic acid esters in biphasic media: implication for rate-limiting formation or breakdown of tetrahedral intermediates in acylation step was written by Wang, Pei-Yun;Chen, Teh-Liang;Tsai, Shau-Wei;Kroutil, Wolfgang. And the article was included in Biotechnology and Bioengineering in 2007.Computed Properties of C11H14O3 This article mentions the following:
A thermally stable esterase (SNSM-87) from Klebsiella oxytoca is explored as an enantioselective biocatalyst for the hydrolytic resolution of (R,S)-2-hydroxycarboxylic acid esters in biphasic media, where the best Me esters possessing the highest enantioselectivity and reactivity are selected and elucidated in terms of the structure-enantioselectivity correlations and substrate partitioning in the aqueous phase. With (R,S)-2-chloromandelates as the model substrates, an expanded Michaelis-Menten mechanism for the rate-limiting acylation step is adopted for the kinetic anal. The Bronsted slope of 25.7 for the fast-reacting (S)-2-chloromandelates containing a difficult leaving alc. moiety, as well as that of 4.13 for the slow-reacting (R)-2-chloromandelates in the whole range of leaving alc. moieties, indicates that the breakdown of tetrahedral intermediates to acyl-enzyme intermediates is rate-limiting. However, the rate-limiting step shifts to the formation of tetrahedral intermediates for the (S)-2-chloromandelates containing an easy leaving alc. moiety, and leads to an optimal enantioselectivity for the Me ester substrate. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Computed Properties of C11H14O3).
Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Computed Properties of C11H14O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics