Rhizopus oryzae lipase

The use of extracellular lipases of microbial origin to catalyze the stereoselective hydrolysis of esters of 3-acylthio-2-methylpropionic acid in an aqueous system has been demonstrated to produce optically active 3-acylthio-2-methyl-propionic acid [41-43], The synthesis of the chiral side chain of captopril by the lipase-catalyzed enantioselective hydrolysis of the thioester bond of racemic 3-acetylthio-2-methylpropionic acid (15) to yield 5 -(-)-(15) has been demonstrated [44], Among various lipases evaluated, lipase from Rhizopus oryzae ATCC 24563 (heat-dried cells), BMS lipase (extracellular lipase derived from the fermentation of Pseudomonas sp. SC 13856), and lipase PS-30 from Pseudomonas cepacia in an organic solvent system (l,l,2-trichloro-l,2,2-tri-fluoroethane or toluene) catalyzed the hydrolysis of thioester bond of undesired enantiomer of racemic (15) to yield desired S-(-) (15), R-(+)-3-mercapto-2-methylpropionic acid (16) and acetic acid (17) (Fig. 8A). The reaction yield of... 

Oba and Witholt (1994) interesterified milk fat with oleic acid by a commercial lipase from Rhizopus oryzae immobilised on glass beads. The resulting milk fat, which had been interesterified with oleic acid, had 50% more oleic acid and significantly less palmitic acid, but the level of short-chain fatty acids was not altered. As expected, the melting point of the resulting fat was lower than that of unmodified milk fat... 

Oba, T., Witholt, B. 1994. Interesterification of milk fat with oleic acid catalyzed by immobilized Rhizopus oryzae lipase. J. Dairy Sci. 77, 1790-1797. 

Kaieda, M., Samukawa, T., Matsumoto, T., Ban, K., Kondo, A., Shimada, Y., Noda, H., Nomoto, F., Ohtsuka, K., Izumoto, E., and Fukuda, H. 1999. Biodiesel fuel production from plant oil catalyzed by Rhizopus oryzae lipase in a water-containing system without an organic solvent, J. Biosci. Bioeng., 88,627-631. 

One of the reactions catalyzed by esterases and lipases is the reversible hydrolysis of esters (Figure 1 reaction 2). These enzymes also catalyze transesterifications and the asymmetrization of meso -substrates (Section 13.2.3.1.1). Many esterases and lipases are commercially available, making them easy to use for screening desired biotransformations without the need for culture collections and/or fermentation capabilities. As more and more research has been conducted with these enzymes, a less empirical approach is being taken due to the different substrate profiles amassed for various enzymes. These profiles have been used to construct active site models for such enzymes as pig liver esterase (PLE) (EC 3.1.1.1) and the microbial lipases (EC 3.1.1.3) Pseudomonas cepacia lipase (PCL), formerly P.fluorescens lipase, Candida rugosa lipase (CRL), formerly C. cylindracea lipase, lipase SAM-2 from Pseudomonas sp., and Rhizopus oryzae lipase (ROL) [108-116]. In addition, x-ray crystal structure information on PCL and CRL has been most helpful in predicting substrate activities and isomer preferences [117-119]. 

Pseudomonas cepacia and Rhizopus oryzae lipase Phyllosilicate sol-gel matrix Esterification of glycerol [55]... 

Table 11.1-15. Lipase-catalyzed enantiomer-differentiating hydrolysis of esters of racemic acyclic secondary alcohols in aqueous solution (CCL Candida cylindracea lipase, PSL Pseudomonas sp. lipase, PFL Pseudomonas fluorescens lipase, PAL Pseudomonas aeruginosa lipase, ASL Alcaligenes sp. lipase, ANL Aspergillus niger lipase, PCL Pseudomonas cepacia lipase, ROL Rhizopus oryzae lipase,...

Lipase Origin Rhizopus oryzae Amano Lipase F-AP15... 

Cos O, Resina D, Ferrer P et al. (2005) Heterologous production of Rhizopus oryzae lipase in Pichia pastoris using the alcohol oxidase and formaldehyde dehydrogenase promoters in batch and fed-batch cultures. Biochem Eng J 26 86-94 Cowan D (1996) Industrial enzyme technology. TIBTECH 14 177-178... 

HUal N, NigmatuUin R, Alpatova A (2004) Immobilization of cross-linked lipase aggregates within microporous polymeric membranes. J Membrane Sci 238(1-2) 131-141 Hiol A, Jonzo MD, Rugani N et al. (2000) Purification and characterization of an extracellular lipase from a thermophilic Rhizopus oryzae strain isolated from palm fruit. Enzyme Microb Technol 26 421 30... 

Martinez I, Markovits A, Chamy R et al. (2004) Lipase-catalyzed solvent-free transesterification of wood sterols. Appl Biochem Biotechnol 112 55-62 Matsumoto T, Takahashi S, Kaieda M et al. (2001) Yeast whole-cell biocatalyst constructed by intracellular overproduction of Rhizopus oryzae lipase is applicable to biodiesel fuel production. Appl Microbiol Biotechnol 57(4) 515-520 Maurer K (2004) Detergent proteases. Curr Opin Biotechnol 15 330-334... 

Sorbitol co-feeding reduces metabolic burden caused by the overexpression of a Rhizopus oryzae lipase in Pichia pastoris. J. Biotechnol, 130,... 

Resina, D., Maurer, M., Cos, O., Arnau, C., Carnicer, M. et al. (2009) Engineering of bottlenecks in Rhizopus oryzae lipase production in Pichia pastoris using the nitrogen source-regulated FLDl promoter. New Biotechnol, 25, 396-403. 

Lipase A. oryzae, Aspergillus terreus. Pseudomonas sp., Alcaligenes sp.. Staphylococcus sp., Candida albicans, Rhizopus sp., Mucor... 

Dhake, K. P., K. M. Deshmukh, Y. P. Patil, R. S. Singhal, and B. M. Bhanage. 2011. Improved Activity and Stability of Rhizopus Oryzae Lipase via Immobilization for Citronellol Ester Synthesis in Supercritical Carbon Dioxide. Journal of Biotechnology 156 (1) 46-51. 

Bovine Serum Albumin (BSA) (CAT-37) -Lipase from Rhizopus oryzae (CAT-38)... 

Most recently, the lipase from Rhizopus oryzae was used as biocatalyst in the Bigi-nelly reactions in the eutectic mixture ChCl/Urea yielding the corresponding dihydropyrimidines as a racemic mixture (see Scheme 20.3.6). The reaction was characterized by high efficiency and selectivity, short reaction time, and mild and environmentally fiiendly reaction conditions. It is important to note that the reuse of both the lipase and deep eutectic solvent was possible in four consecutive cycles. ... 

Arumugam, A., Ponnusami, V., 2014. Biodiesel production from CalophyUum inophyllum oil using lipase producing rhizopus oryzae cells immobilized within reticulated foams. Renewable Energy 64, 276—282. 

There are two major categories of enzymatic biocatalyst extracellular lipases and intracellular lipases. In the case of extracellular lipases, the enzyme has previously been recovered from the live-producing microorganism broth and then purified, while the intracellular lipase remains either inside the cell or in the cell walls. The major producing microorganisms for extracellular lipases are Mucor miehei, Rhizopus oryzae, Candida Antarctica, and Pseudomonas cepacia (Gog et al., 2012). 

Luna, C., Verdugo, C., Sancho, E.D., Luna, D., Calero, J., Posadillo, A., Bautista, F.M., Romero, A. A., 2014a. Biocatal)dic behaviour of immobilized Rhizopus oryzae lipase in the... 

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