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排序方式: 共有125条查询结果,搜索用时 187 毫秒
91.
Andy Beier Sven Bordewick Dr. Maika Genz Dr. Sandy Schmidt Tom van den Bergh Dr. Christin Peters Dr. Henk‐Jan Joosten Prof. Dr. Uwe T. Bornscheuer 《Chembiochem : a European journal of chemical biology》2016,17(24):2312-2315
Baeyer–Villiger monooxygenases (BVMOs) catalyze the oxidation of ketones to esters or lactones by using molecular oxygen and a cofactor. Type I BVMOs display a strong preference for NADPH. However, for industrial purposes NADH is the preferred cofactor, as it is ten times cheaper and more stable. Thus, we created a variant of the cyclohexanone monooxygenase from Acinetobacter sp. NCIMB 9871 (CHMOAcineto); this used NADH 4200‐fold better than NADPH. By combining structure analysis, sequence alignment, and literature data, 21 residues in proximity of the cofactor were identified and targeted for mutagenesis. Two combinatorial variants bearing three or four mutations showed higher conversions of cyclohexanone with NADH (79 %) compared to NADPH (58 %) as well as specificity. The structural reasons for this switch in cofactor specificity of a type I BVMO are especially a hydrogen‐bond network coordinating the two hydroxy groups of NADH through direct interactions and bridging water molecules. 相似文献
92.
Kourist R Domínguez de María P Bornscheuer UT 《Chembiochem : a European journal of chemical biology》2008,9(4):491-498
Enantiopure tertiary alcohols are very valuable building blocks for the synthesis of many different natural products and pharmaceuticals. As a consequence, several chemical and enzymatic strategies to afford such chiral structures have been described. Promising enzymatic approaches with agents such as epoxide hydrolases, dehalogenases and hydroxynitrile lyases have been reported, as well as dihydroxylation by microorganisms. Apart from those valuable options, the hydrolase-based kinetic resolution of tertiary alcohols has been known for the last three decades, as several wild-type enzymes have been reported to be able to accept these sterically hindered molecules. More recently, the existence of an amino acid motif within an enzyme's active site has been identified as highly relevant for the acceptance of such bulky structures. This discovery clearly facilitates the identification of novel biocatalysts for this application. Although several tertiary alcohols have been successfully resolved with wild-type biocatalysts, enantioselectivities have often been too low for synthetic purposes. These limitations have recently been overcome by accessing enzymes from the metagenome through directed evolution or by rational protein design. This minireview describes the state of the art in this area, highlighting aspects of basic academic research into the practical application of biocatalysts for the synthesis of optically active tertiary alcohols. 相似文献
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Optimization of the reaction conditions in the lipase-catalyzed synthesis of structured triglycerides 总被引:6,自引:1,他引:6
U. Schmid U. T. Bornscheuer M. M. Soumanou G. P. McNeill R. D. Schmid 《Journal of the American Oil Chemists' Society》1998,75(11):1527-1531
Structured triglycerides of the ABA-type, containing one type of fatty acid (A) in the sn-1 and sn-3 positions and a second type of fatty acid (B) in the sn-2 position of the glycerol, were synthesized using lipases. The highest yields and purities were achieved in a two-step process,
where a triglyceride of the B-type was subjected to an alcoholysis reaction in an organic solvent catalyzed by sn-1,3-regiospecific lipases yielding the corresponding 2-monoglyceride (2-MG). Using this strategy, e.g., 2-monopalmitin (2-MP)
was obtained in up to 88% yield at >95% purity by crystallization. Esterification of 2-MP with oleic acid resulted in the
formation of 1,3-oleyl-2-palmitoyl-glycerol in up to 72% yield containing 94% palmitic acid in the sn-2 position. The best lipases were from Rhizomucor miehei, Rhizopus delemar, and Rhizopus javanicus. Water activity, solvent, and carrier for lipase immobilization strongly influenced the yield and purity of the products
in both steps. Furthermore, 2-MG from fish oil were produced by alcoholysis in up to 84% yield at >95% purity. 相似文献
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97.
Isabel Oroz-Guinea Katja Zorn Uwe T. Bornscheuer 《Journal of the American Oil Chemists' Society》2019,96(12):1327-1335
Erucic (22:1, cisΔ13) and gondoic acids (20:1, cisΔ11) are building blocks obtained from renewable sources for the oleochemical industry. Different biocatalytic strategies for the enrichment of these compounds with high recovery yields were developed in our group. Geotrichum candidum lipases (GCL) strongly discriminate against fatty acids longer than 18 carbon atoms. Thus, GCL-I and -II were investigated using hydrolysis or ethanolysis reactions with Crambe and Camelina oils. Hydrolysis was also studied using fatty acid ethyl esters (FAEE) derived from the corresponding oil. Both isoforms were highly selective; however, interesting differences were observed. Although it has been reported that GCL-I displays a higher preference toward 18 cisΔ9, which is present in the studied oils at high levels, GCL-II showed higher enrichment values during hydrolysis independent of the substrate used. Hence, enrichments of 87% (Crambe oil) and 82% (Crambe FAEE) for erucic acid and 50% (Camelina oil) and 45% (Camelina FAEE) for gondoic acid, with recovery values between 89% and 99%, were achieved. On the contrary, the best enzyme for ethanolysis was GCL-I (82% and 41% for erucic and gondoic acid, respectively). In this case, although GCL-II also displayed good enrichment and recovery levels (77% and 28%, respectively), they were lower compared to the former reactions. In both ethanolysis reactions, the FAEE fraction contained between 92% and 97% of 18 unsaturated fatty acids. 相似文献
98.
Janett Müller Miriam A. Sowa Birte Fredrich Dr. Henrike Brundiek Prof. Dr. Uwe T. Bornscheuer 《Chembiochem : a European journal of chemical biology》2015,16(12):1791-1796
A few lipases, such as Candida antarctica lipase A (CAL‐A), are known to possess acyltransferase activity. This enables the enzyme to synthesize fatty acid esters from natural oils and alcohols even in the presence of bulk water. Unfortunately, fatty acids are still formed in these reactions as undesired side‐products. To reduce the amount of fatty acids, several CAL‐A variants were rationally designed based on its crystal structure. These variants were expressed in Escherichia coli and Pichia pastoris, purified, and their acyltransferase/hydrolase activities were investigated by various biocatalytic approaches. Among the investigated variants, mutant Asp122Leu showed a significant decrease in the hydrolytic activity, thus reducing the side‐product yield during acylation. As desired, this variant retained wild‐type process‐relevant features like pH profile and thermostability. 相似文献
99.
100.
Many neurons in the cat primary visual cortex are sensitive to cruciform and corner figures consisting of two oriented lines. To determine the contribution of inhibition to this property we investigated 85 V1 neurons before and after local blockade of GABAergic inhibition by microiontophoretic application of bicuculline. Cross sensitivity was generated or enhanced by inhibition in roughly 1/3 and suppressed or diminished in another 1/3 of the cells. In the remaining 1/3 cross sensitivity was either absent or not influenced by inhibition. The results demonstrate a substantial contribution of intracortical inhibition to either establish sharp single bar orientation tuning or to generate or modulate the sensitivity of visual cortical neurons to line crossings. 相似文献