Liver pig, esterase

Eig. 3. Enzyme-catalyzed resolutions. PLE = pig liver esterase. See text. 

Pig liver esterase is particularly effective in cleaving one ester of a symmetrical pair. 

A synthesis of the important biosynthetic intermediate mevalonic acid starts with the enzymatic hydrolysis of the diester A by pig liver esterase. The pro-R group is selectively hydrolyzed. Draw a three-dimensional structure of the product. 

Chifdl rraildple-coupLing reageats have beea prepared in enandomerically pure form by enando-selecdve saporuficadon of diesters of meso-2-nitrQcyclohexane-1,3-diols fEq. 3.44 widi pig liver esterase fPLEi. ... 

Table 1.1 Influence ofcosolvents on the asymmetric hydrolysis the prochiral diester (1) catalyzed by pig liver esterase. of...

Esterases, proteases, and some lipases are used in stereoselective hydrolysis of esters bearing a chiral or a prochiral acyl moiety. The substrates are racemic esters and prochiral or meso-diesters. Pig liver esterase (PLE) is the most useful enzyme for this type of reaction, especially for the desymmetrization of prochiral or meso substrates. 

The introduction of metabolizable ester functions may be a very useful means of obtaining retention of the radiotracer within the target, as known for 99mTc-ECD. It may also help to eliminate nontarget radioactivity more rapidly. Therefore, systematic studies have been performed, in order to understand the enzymatic hydrolysis of oxotechnetium(V) complexes with up to four ester groups in the complex [205]. Fig. 30 shows the partial hydrolysis by pig liver esterase as is was observed for 1 2 complexes of derivatized dimercaptosuccinic acid complexes. 

Fig. 30. Pig liver esterase-catalyzed hydrolysis of anionic DMS-ester complexes...

Chiral multiple-coupling reagents have been prepared in enantiomerically pure form by enantio-selective saponification of diesters of meso-2-nitrocyclohexane-l,3-diols (Eq. 3.44) with pig liver esterase (PLE).69... 

Figure 14.4 Resolution of methyl-5-chloro-2-isopropyl-4-pentenoate with PharmaPLE, a nonanimal-derived isoform of pig liver esterase. The corresponding 5-ester is used as intermediate for production of Aliskiren...

Hermann, M., Kietzmann, M.U., Ivancic, M. et al. (2008) Alternative pig liver esterase (APLE) - cloning, identification and functional expression in Pichia pastoris of a versatile new biocatalyst. Journal of Biotechnology, 133 (3), 301-310. 

In a report describing the first enzymatic synthesis of a chiral nonracemic tetraorgano germane, Tacke and coworkers subjected the prochiral cis-hydroxymethyl derivative (10) to acetylation catalyzed by pig liver esterase (Scheme 3)6. The resulting monoacetate (11) was shown to be of 55% ee through 11 NMR analysis of the Mosher ester derivative. 

Pseudomonas putida esterase or pig liver esterase, (pie) or proteases (e.g. sub-tilisin) are employed in the reactions described in equation (1), while lipases (e.g. Candida antarctica lipase) are more often used for transformations illustrated in... 

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