Turning noncovalent interactions via halogen substituents for improving activity and enantioselectivity of Candida antarctica lipase B ...
Noncovalent interactions associated with the enzyme, enzyme-substrate complexes, and transition states have profound influences on varying the biocatalytical activity and enantioselectivity. The recent rediscovery of halogen bonds incorporating in biocatalysis has induced our motivation on introduci...
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| Format: | Text |
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Taylor & Francis
2024
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| Online Access: | https://dx.doi.org/10.6084/m9.figshare.25782421.v1 https://tandf.figshare.com/articles/journal_contribution/Turning_noncovalent_interactions_via_halogen_substituents_for_improving_activity_and_enantioselectivity_of_i_Candida_antarctica_i_lipase_B/25782421/1 |
| Summary: | Noncovalent interactions associated with the enzyme, enzyme-substrate complexes, and transition states have profound influences on varying the biocatalytical activity and enantioselectivity. The recent rediscovery of halogen bonds incorporating in biocatalysis has induced our motivation on introducing halogen substituents into the substrate for improving the enzyme performance. By selecting Candida antarctica lipase B (CALB)-catalyzed kinetic hydrolysis (or butanolysis) of trans -2-( p -halophenyl)cyclopropyl 1,2,4-triazolide in methyl tert -butyl ether (MTBE) as the model reaction system, ( R , R )-2-( p -halophenyl)cyclopropane-1-carboxylic acid (or ester) of high-optical purity that acts as the key building block for synthesizing the corresponding (1 R , 2 S )-2-( p -halophenyl)cyclopropylamine derivatives was obtainable. The thermodynamic and kinetic analysis was then employed for elucidating effects of the halogen substituent and acyl acceptor on enhancing the noncovalent interactions of the ... |
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