Pseudomonas jluorescens lipase

Williams employed complexes of Al, Rh, or Ir in combination with Pseudomonas Jluorescens lipase (PFL) for the DKR of 1-phenylethanol. The best results were obtained using Rh2(OAc)4 as the catalyst for the racemization, and 60% conversion of the alcohol to give 1-phenylethyl acetate in 98% ee was obtained (Figure 4.6) [19]. At higher conversion, the enantiomeric excess dropped and 76% conversion gave 80% ee. 

Continuous-flow mode asymmetric acetylation of the prochiral diol 16b with isopropenyl acetate was performed in a small stainless steel PBR filled with sol-gel/Celite entrapped Pseudomonas Jluorescens lipase (PfL) (Lipase AK) [107]. Optimization of the process resulted in (R)-17b with up to 91% ee. 

While it is a powerful solvent, DMSO is undesirable for industrial use. Instead, the surfactant Triton X-100 can be an effective replacement for DMSO in enzymatic hydrolyses [14], and in our case, worked very well. Triton X-100 forms micelles when mixed with water and would solubilize low concentrations of ester for hydrolysis. However, increasing the surfactant charge did not accelerate hydrolysis. In an attempt to reduce the somewhat long reaction time, we screened the enzymes Amano PS Lipase XIII, Pseudomonas jluorescens and Candida cylindracea versus Amano PS-30. PS-30 was still considered the best choice of enzyme when... 

Copolymerization of 8-VL with e-CL using lipase from Pseudomonas Jluorescens, and copolymerization of 8-OL with e-CL and DDL using immobilized form of CALB, were reported by Kobayashi and coworkers [80]. In this later report, copolymerization was performed in isooctane at 60 °C for 48 h, and, according to 13C NMR analysis, random-structured copolymers were obtained with Mn values up to 9000 and yields up to 97%. 

The lipases most used until now are the commercially supplied pig pancreas lipase (PPL), Pseudomonas cepacia lipase (PCL) or P. Jluorescens lipase (PFL), Candida cylindracea (CCL) or C. rugosa lipase (CRL), Pseudomonas sp. lipase (PSL), increasingly Candida antarctica B lipase (CAL-B) and to a lesser extent further lipases mentioned in Tables 11.1-10 to 11.1-25, and cholesterol esterase (CE). CAL-B is a recombinant protein produced in AspergiUus oryzae accepting a broad range of substrates and conditions. A special group of hydrolases, which are considered as lipases, are the cholesterol esterases (CE), found in mammals and microorganisms1113. ... 

HLL Humicula lanuginosa lipase PFL Pseudomonas jluorescens (later renamed Pseudomonas cepacia) lipase PPL porcine pancreas lipase PSL Pseudomonas cepacia lipase RJL Rhizopusjaponicus lipase. 

All of the above syntheses resulted in racemic 2-methoxy acids, but the stereospecific synthesis of the naturally occurring (R)-2-methoxyhexadecanoic acid was also recently reported [35]. This synthesis started with commercially available ( )-2-hydroxyhexadecanoic acid for which the S enantiomer was selectively acetylated (47 % yield out of a maximum 50%, > 95% ee) with vinyl acetate in THF using the lipase Pseudomonas Jluorescens from Aldrich, Fig. (14). In order to facilitate the separation of the acetylated acid from the non-acetylated acid, both compounds were methylated with diazomethane, thus avoiding cleavage of the acetate functionality. The methyl (R)-2-... 

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