Enhanced enantioselectivity of in the hydrolysis of 1,2--isopropylidene glycerol esters by thermal knock-out of undesired enzymes
Articolo
Data di Pubblicazione:
2005
Citazione:
Enhanced enantioselectivity of in the hydrolysis of 1,2--isopropylidene glycerol esters by thermal knock-out of undesired enzymes / D. Romano, F. Falcioni, D. Mora, F. Molinari, A. Buthe, M. Ansorgeschumacher. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 16:4(2005), pp. 841-845. [10.1016/j.tetasy.2004.12.021]
Abstract:
The enantioselective hydrolysis of different (RS)-1,2-O-isopropylidene glycerol esters has been achieved with whole cells
of Bacillus coagulans NCIMB 9365 furnishing the (S)-alcohol as the major enantiomer. The reaction is catalysed by a thermostable
cell-bound carboxylesterase and improvement of the enantioselectivity has been achieved by heat treatment of the whole cells, which
causes the knock-outs a non-enantioselective competing enzyme. Thermally-treated cells hydrolysed (RS)-1,2-O-isopropylidene glycerol
esters with high enantioselectivity, the highest enantiomeric ratio (80–100) being observed for the benzoate. The biocatalyst
displayed good stability and could be re-used after filtration for 12 cycles before showing significant loss of activity; repeated biotransformation
batches allowed the recovery of 9.55 g/L of enantiomerically pure (S)-isopropylideneglycerol benzoate starting from
24.0 g/L of the racemic mixture.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
carboxylesterases ; Bacillus coagulans ; resolution ; isopropylideneglycerol ;
Elenco autori:
D. Romano, F. Falcioni, D. Mora, F. Molinari, A. Buthe, M. Ansorgeschumacher
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