Fusarium roseum and Aspergillus oryzae-mediated enantioselective reduction of benzils to benzoins

Date

2008-11-01

Author

Elmir, Ayhan S.
Ayhan, Peruze
Demirtas, Umut
Erkilic, Umut

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

124
views

0
downloads

Aspergillus oryzae OUT5048 and Fusarium roseum OUT4019 were found to be effective biocatalysts in the reduction of benzils to optically active benzoins. Easily available symmetrical benzil derivatives were reduced to the corresponding benzoins [(S)-2-hydroxy-1,2-diphenylethanones] by A. oryzae OUT5048 with tip to 94% ee and by F roseum OUT4019 with up to 98% ee, respectively. In this Work. first general method for whole-cell-mediated selective reduction of benzils to benzoins is reported. It is also shown that this method is applicable for benzils with both electron-withdrawing and electron-donating groups.

Subject Keywords

Process Chemistry and Technology, Biochemistry, Bioengineering, Catalysis

URI

https://hdl.handle.net/11511/67394

Journal

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC

DOI

https://doi.org/10.1016/j.molcatb.2008.03.008

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Enantioselective synthesis of 4,5,6,7-tetrahydro-4-oxo-benzofuran-5-yl acetate and 1-benzyl-4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate using chemoenzymatic methods Demir, Ayhan Sıtkı; Caliskan, Zerrin; Sahin, Ertan (Elsevier BV, 2007-03-01) The chemoenzymatic synthesis of both of the enantiomers of pharmacologically interesting compounds such as 4,5,6,7-tetrahydro-4-oxobenzofuran-5-yl acetate (2a), 4,5,6,7-tetrahydro-4-oxo-6,6-dimethylbenzofuran-5-yl acetate (2b), and their hydroxy derivatives 3a, 3b, 1-benzyl4,5,6,7-tetrahydro-4-oxo-1(H)-indol-5-yl acetate (5), starting from 6,7-dihydrobenzofuran-4(5H)-one (la), 6,7-dihydro-6,6-dimethylbenzofuran4(5H)-one (7b), and 1-benzyl-6,7-dihydro-1 H-indol-4(5H)-one (4) are reported. Manganese(III) acet...
Optimal conditions for enhanced beta-mannanase production by recombinant Aspergillus sojae Ozturk, Bengu; Çekmecelioğlu, Deniz; Ogel, Zumrut Begum (Elsevier BV, 2010-07-01) Optimization of the growth conditions for maximum P-mannanase production in shake flasks by using recombinant Aspergillus sojae ATCC11906 (AsT1) was carried out by Box-Behnken design of response surface methodology. The highest beta-mannanase activity on the fourth day of cultivation at 30 degrees C was obtained as 363 U/ml in the optimized medium consisting of 7% sugar beet molasses, 0.43% NH(4)NO(3), 0.1% K(2)HPO(4) and 0.05% MgSO(4) (by weight per volume) at 207 rpm. On the sixth day of cultivation under...
Immobilization of dioxomolybdenum(VI) complex bearing salicylidene 2-picoloyl hydrazone on chloropropyl functionalized SBA-15: A highly active, selective and reusable catalyst in olefin epoxidation Bagherzadeh, Mojtaba; Zare, Maryam; Salemnoush, Taghi; Özkar, Saim; Akbayrak, Serdar (Elsevier BV, 2014-04-05) A novel organic-inorganic hybrid heterogeneous catalyst system was obtained from the reaction of the molybdenum(VI) complex of salicylidene 2-picoloyl hydrazone with mesoporous silica containing 3-chloropropyl groups prepared by a direct synthetic approach involving hydrolysis and co-condensation of tetraethylorthosilicate (TEOS) and 3-chloropropyltrimethoxysilane in the presence of the triblock copolymer P123 as template under acidic conditions. Characterization of the functionalized materials by X-ray dif...
L-Dopa synthesis using tyrosinase immobilized on magnetic beads Tuncagil, Sevinc; Kayahan, Senem; BAYRAMOĞLU, GÜLAY; ARICA, MEHMET YAKUP; Toppare, Levent Kamil (Elsevier BV, 2009-06-01) Magnetic beads were prepared via Suspension polymerization of glycidyl methacrylate (GMA) and methyl methacrylate (MMA) in the presence of ferric ions. Following polymerization, thermal co-precipitation of the Fe(III) ions in the beads with Fe(II) ions under alkaline condition resulted in encapsulation of Fe3O4 nano-crystals within the polymer matrix. The magnetic beads were activated with glutaraldehyde, and tyrosinase enzyme was covalently immobilized on the support via reaction of amino groups under mild...
Palladium(0) nanoparticles supported on silica-coated cobalt ferrite: A highly active, magnetically isolable and reusable catalyst for hydrolytic dehydrogenation of ammonia borane Akbayrak, Serdar; KAYA, MURAT; Volkan, Mürvet; Özkar, Saim (Elsevier BV, 2014-04-05) Palladium(0) nanoparticles supported on silica-coated cobalt ferrite (Pd(0)/SiO2-CoFe2O4) were in situ generated during the hydrolysis of ammonia borane, isolated from the reaction solution by using a permanent magnet and characterized by ICP-OES, XRD, TEM, TEM-EDX, XPS and the N-2 adsorption-desorption techniques. All the results reveal that well dispersed palladium(0) nanoparticles were successfully supported on silica coated cobalt ferrite and the resulting Pd(0)/SiO2-CoFe2O4 are highly active, magnetica...

Citation Formats

A. S. Elmir, P. Ayhan, U. Demirtas, and U. Erkilic, “Fusarium roseum and Aspergillus oryzae-mediated enantioselective reduction of benzils to benzoins,” JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, pp. 164–168, 2008, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/67394.