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Efficient Cascade Synthesis of Ampicillin From Penicillin G Potassium Salt Using Wild and Mutant Penicillin G Acylase From Alcaligenes Faecalis

Efficient Cascade Synthesis of Ampicillin From Penicillin G Potassium Salt Using Wild and Mutant Penicillin G Acylase From Alcaligenes Faecalis

Senwen Deng, Xiaoqiang Ma, Erzheng Su, Dongzhi Wei

J Biotechnol. 2016 Feb 10;219:142-8.

PMID: 26732414

Abstract:

To avoid isolation and purification of the intermediate 6-aminopenicillanic acid (6-APA), a two-enzyme two-step cascade synthesis of ampicillin from penicillin G was established. In purely aqueous medium, penicillin G hydrolysis and ampicillin synthesis were catalyzed by immobilized wild-type and mutagenized penicillin G acylases from Alcaligenes faecalis (Af PGA), respectively (Fig. 1). The βF24 G mutant Af PGA (the 24th Phenylalanine of the β-subunit was replaced by Glycine) was employed for its superior performance in enzymatic synthesis of ampicillin. By optimizing the reaction conditions, including enzyme loading, temperature, initial pH and D-PGME/6-APA ratio, the conversion of the second step of ampicillin synthesis reached approximately 90% in 240 min and less than 1.7 mole D-PGME were required to produce 1 mole ampicillin. Overall, in a 285 min continuous two-step procedure, an ampicillin yield of 87% was achieved, demonstrating the possibility of improving the cascade synthesis of ampicillin by mutagenized PGA, providing an economically efficient and environmentally benign procedure for semi-synthetic penicillins antibiotics synthesis.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1217445378	Penicillin G-d7 N-ethylpiperidinium salt		1217445-37-8	Price

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