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Enhanced Dissolution of 7-ADCA in the Presence of PGME for Enzymatic Synthesis of Cephalexin
Fan, Yixiao1,2; Li, Yingbo1; Liu, Qingfen1
2021-11-30
Source PublicationAPPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
ISSN0273-2289
Pages17
AbstractEnzymatic catalysis has been recognized as a green alternative to classical chemical route for synthesis of cephalexin (CEX). However, its industrial practice has been severely limited by the low productivity due to the low solubility of 7-amino-3-deacetoxycephalosporanic acid (7-ADCA) and high hydrolysis of D-phenylglycine methyl ester (PGME). In this work, the enhanced dissolution of 7-ADCA in the presence of PGME for efficient enzymatic synthesis of CEX was investigated. Results showed that the solubility of 7-ADCA in water could be improved by PGME. Moreover, supersaturated solution of 7-ADCA could be created in the presence of PGME by a pH shift strategy. The supersaturated solution of 7-ADCA possess good stability, which could be explained in terms of the inhibition of 7-ADCA precipitation due to the presence of PGME. The interaction between 7-ADCA and PGME is explored by spectroscopic determination and DFT analysis and the mechanism of enhanced dissolution of 7-ADCA in the presence of PGME is discussed and proposed. The feasibility of supersaturated solution of 7-ADCA for the enzymatic synthesis of CEX is evaluated. It was demonstrated that high conversion ratio (> 95.0%) and productivity (> 240.0 mmol/L/h) was obtained under a wide range of reaction conditions, indicating that the supersaturated solution system was highly superior to conventional homogeneous solution system. The information obtained in this work will be helpful to industrial production of CEX via enzymatic route.
KeywordCephalexin 7-ADCA PGME Solubility Enhanced dissolution Enzymatic synthesis
DOI10.1007/s12010-021-03705-7
Language英语
WOS KeywordBETA-LACTAM ANTIBIOTICS ; IMMOBILIZED PENICILLIN ACYLASE ; HIGH SUBSTRATE CONCENTRATIONS ; KINETICALLY CONTROLLED SYNTHESIS ; ETHYLENE-GLYCOL MEDIUM ; SITU PRODUCT REMOVAL ; CATALYZED SYNTHESIS ; ORGANIC MEDIUM ; NICOTINAMIDE ; SYSTEMS
Funding ProjectNational Key R&D Program of China[2021YFC2101000] ; Research and Application Service Platform Project of API Manufacturing Environmental Protection and Safety Technology in China[2020-0107-3-1]
WOS Research AreaBiochemistry & Molecular Biology ; Biotechnology & Applied Microbiology
WOS SubjectBiochemistry & Molecular Biology ; Biotechnology & Applied Microbiology
Funding OrganizationNational Key R&D Program of China ; Research and Application Service Platform Project of API Manufacturing Environmental Protection and Safety Technology in China
WOS IDWOS:000723507100002
PublisherSPRINGER
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/51268
Collection中国科学院过程工程研究所
Corresponding AuthorLi, Yingbo; Liu, Qingfen
Affiliation1.Chinese Acad Sci, Inst Proc Engn, CAS Key Lab Green Proc & Engn, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sch Chem Engn, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Fan, Yixiao,Li, Yingbo,Liu, Qingfen. Enhanced Dissolution of 7-ADCA in the Presence of PGME for Enzymatic Synthesis of Cephalexin[J]. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,2021:17.
APA Fan, Yixiao,Li, Yingbo,&Liu, Qingfen.(2021).Enhanced Dissolution of 7-ADCA in the Presence of PGME for Enzymatic Synthesis of Cephalexin.APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,17.
MLA Fan, Yixiao,et al."Enhanced Dissolution of 7-ADCA in the Presence of PGME for Enzymatic Synthesis of Cephalexin".APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY (2021):17.
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