Transesterification Synthesis of Chloramphenicol Esters with the Lipase from Bacillus amyloliquefaciens.

Transesterification Synthesis of Chloramphenicol Esters with the Lipase from Bacillus amyloliquefaciens.
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解淀粉芽孢杆菌脂肪酶酯交换合成氯霉素酯

DOI:
10.3390/molecules22091523
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发表时间:
2017-09-19
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Wei D
Wei D
中科院分区:
其他
文献类型:
--
作者:
Dong F;Li L;Lin L;He D;Chen J;Wei W;Wei D

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This work presents a synthetic route to produce chloramphenicol esters by taking advantage the high enantio- and regio-selectivity of lipases. A series of chloramphenicol esters were synthesized using chloramphenicol, acyl donors of different carbon chain length and lipase LipBA (lipase cloned from Bacillus amyloliquefaciens). Among acyl donors with different carbon chain lengths, vinyl propionate was found to be the best. The influences of different organic solvents, reaction temperature, reaction time, enzyme loading and water content on the synthesis of the chloramphenicol esters were studied. The synthesis of chloramphenicol propionate (0.25 M) with 4.0 g L−1 of LipBA loading gave a conversion of ~98% and a purity of ~99% within 8 h at 50 °C in 1,4-dioxane as solvent. The optimum mole ratio of vinyl propionate to chloramphenicol was increased to 5:1. This is the first report of B. amyloliquefaciens lipase being used in chloramphenicol ester synthesis and a detailed study of the synthesis of chloramphenicol propionate using this reaction. The high enzyme activity and selectivity make lipase LipBA an attractive catalyst for green chemical synthesis of molecules with complex structures.
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