Fungal deracemization of benzoin

2002-09-02
Demir, AS
Hamamcı, Haluk
Sesenoglu, O
Neslihanoglu, R
Asikoglu, B
Capanoglu, D
An enzyme system of Rhizopus oryzae (ATCC 9363) catalyzes the inversion of the chirality of benzoin via a deracemization reaction and, depending on the pH of the medium, both enantiomers of benzoin are obtained in good yield and high ee starting from rac-benzoin.
TETRAHEDRON LETTERS

Suggestions

Novel conversion of thiols into disulfides, via S-nitrosothiol intermediates using trichloronitromethane
Demir, Ayhan Sıtkı; Igdir, AC; Mahasneh, AS (1999-10-15)
An efficient oxidative coupling of thiols to give disulfides via thionitrite (S-nitrosothiol) intermediate is described using trichloronitromethane as an efficient reagent in organic solvents and water. Cysteine and glutathione are converted into the corresponding disulfides in water in high yields.
Development of Non-Invasive and Biocompatible Thin Film Micro-Extraction Contact Lens Type Devices Compatible for In Vivo Metabolomics Investigations from Eye Surface
Nalbant, Atakan Arda; Boyacı, Ezel (2019-09-01)
Solid phase microextraction (SPME), is a sampling and samp- le preparation technique in which the extraction of analytes is based on an equilibrium established between a sample and ext- ractive phase coated on a tip of a fiber. Thin film microextraction (TFME) which is a type of SPME provides high analytical sen- sitivity in environmental and biological samples and has gained interest in areas where no other technique can provide solutions. In this study, the aim was to develop biocompatible and flexib-...
Enzyme Catalyzed Trans-Benzoin Condensation
BİLİR, Gökçil; AYHAN SITKI, Demir; Özçubukçu, Salih (2018-04-01)
Benzaldehyde lyase (BAL) is an enzyme that is used in the C-C bond cleavage and formation which was isolated first from Pseudomonas fluorescens Biovar I. It requires thiamine diphosphate (ThDP) and Mg(II) ions as cofactors. In this work, BAL was used as an enzymatic catalysis for the trans-benzoin condensation reaction between racemic benzoins and benzyloxyacetaldehyde to form unsymmetrical benzoin products with moderate enantiomeric excesses. (S)-benzoin derivatives remained unreacted at the end of the rea...
Fungi mediated enantioselective biohydrogenation of benzils to benzoins
Demirtaş, Umut; Demir, Ayhan Sıtkı; Department of Biotechnology (2008)
Benzoin is an important a-hydroxy ketone which can be used as chiral intermediate for the synthesis of several drugs. In this study, it was aimed to synthesize this compound by high stereoslectivity and yield by the use of fungal bioconversions. For this purpose, whole cells of four different Fusarium spp. (F. anguoides, F. roseum, F. solanii, F.bulbigenum) were used for reduction of readily available achiral compound benzil. The reaction conditions were optimized as glucose peptone broth consisting of 30g/...
Genetic engineering of glycolytic pathway by disrupting glyceraldehyde-3-phosphate dehydrogenase gene in an industrial strain of streptomyces clavuligerus
Sertdemir, İbrahim; Özcengiz, Gülay; Department of Biology (2013)
Streptomyces clavuligerus is a gram-positive, filamentous bacterium which produces several important secondary metabolites, including isopenicillin N, cephamycin C and the β-lactamase inhibitor, clavulanic acid (CA). CA is being used in combination with commonly used β-lactam antibiotics in order to fight against bacterial infections that are resistant to such antibiotics. Glyceraldehyde-3-phosphate (GAP) which is an intermediate product of glycolytic pathway is also used in CA biosynthesis as a crucial sub...
Citation Formats
A. Demir, H. Hamamcı, O. Sesenoglu, R. Neslihanoglu, B. Asikoglu, and D. Capanoglu, “Fungal deracemization of benzoin,” TETRAHEDRON LETTERS, pp. 6447–6449, 2002, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/32563.