期刊
CHEMISTRYSELECT
卷 7, 期 30, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202202643
关键词
Biocatalysis; CaLB; Docking; Solvent-free; Transesterification
资金
- CONACYT [731743, 713769]
- CONACYT, Mexico [CB2019/610262]
Recent progress in the catalytic promiscuity of enzymes has led to the increased use of biocatalysis in organic chemistry. This paper presents a versatile biocatalytic method for the synthesis of benzyl esters through a transesterification reaction using Candida antarctica lipase B (CaLB) and benzyl alcohol in the absence of solvent. The effect of nucleophile size and the substituent attached to the carbonyl group was also studied.
Recent progress of the catalytic promiscuity of enzymes have invigorated the use of biocatalysis in organic chemistry. Explorations of biocatalysis for the synthesis of esters are critical since up to now, existing traditional methods are complicated, which usually require long reaction times, microwaves or even toxic reagents. This paper presents a versatile biocatalytic methodology to obtain benzyl esters through a transesterification reaction of methyl esters with Candida antarctica lipase B (CaLB) and benzyl alcohol in the absence of solvent. In addition, the effect of the nucleophile size and the substituent directly attached to the carbonyl group was studied. The results show that, in some cases, using a vacuum shifts the equilibrium of the reaction towards the products. Based on these results, molecular docking studies were carried out, where specific regions in the CaLB catalytic cavity were analyzed.
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