Synthesis of New Antimicrobial Compounds by Ampicillin-Synthesizing Enzyme from Gluconobacter oxydans BCRC 10383

• Main Authors: Tzu-Yang Lee, 李資揚
• Other Authors: Shuo-Wen Tsai
• Format: Others
• Language: zh-TW
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/62507555874213938974

碩士 === 國立中興大學 === 食品暨應用生物科技學系所 === 98 === A novel antibiotic developing strategy that simplifies complicated chemical synthetic procedures and facilitates antibiotics exploration against specific pathogen is achieved by using ampiclillin-synthezing enzyme from Gluconobacter oxydans BCRC 10383 and combinations of potential substrates. In this study, we use ampicillin-synthezing enzyme from Gluconobacter oxydans BCRC 10383 catalyzed novel β-lactam antibiotic synthetic reaction. Six enzymatically synthesized compounds from eight sets of substrate combination were observed for the antibiotic activity against multi-antibioic-resistant Pseudomonas aeruginosa BCRC 11864. 6-aminopenicillanic acid (6-APA) was used as β-lactam core enzymatically modified with functional sidechains to against multi-antibioic-resistant Pseudomonas aeruginosa BCRC 11864. 20 mM 6-APA and 60 mM 4-chloro-DL-phenylalanine methyl ester hydrochloride was used as substrates for enzymatically synthesizing novel antibiotic, provisionally named 4-CPME-6-APA; 20 mM 6-APA and 60 mM D-tryptophan ethyl ester hydrochloride or 60 mM DL-tryptophan ethyl ester hydrochloride was used as substrates for enzymatically synthesizing structural identical novel antibiotic, provisionally named TME-6-APA or TEE-6-APA, respectively. 7-aminocephalosporanic acid (7-ACA) was used as β-lactam core enzymatically modified with functional sidechains to against multi-antibioic-resistant Pseudomonas aeruginosa BCRC 11864. 20 mM 7-ACA and 60 mM 4-chloro-DL-phenylalanine methyl ester hydrochloride was used as substrates for enzymatically synthesizing novel antibiotic, provisionally named 4-CPME-7-ACA; 20 mM 7-ACA and 60 mM DL-tryptophan ethyl ester hydrochloride was used as substrates for enzymatically synthesizing novel antibiotic, provisionally named TEE-7-ACA. 7-aminodesacetoxycephalosporanic acid (7-ADCA) was used as β-lactam core enzymatically modified with functional sidechains to against multi-antibioic-resistant Pseudomonas aeruginosa BCRC 11864. 20 mM 7-ADCA and 60 mM 4-chloro-DL-phenylalanine methyl ester hydrochloride was used as substrates for enzymatically synthesizing novel antibiotic, provisionally named 4-CPME-7-ADCA; 20 mM 7-ADCA and 60 mM D-tryptophan ethyl ester hydrochloride or 60 mM DL-tryptophan ethyl ester hydrochloride was used as substrates for enzymatically synthesizing structural identical novel antibiotic, provisionally named TME-7-ADCA or TEE-7-ADCA, respectively. Among six novel synthesized β-antibiotics, 4-CPME-7-ADCA shows the best antibiotic activity against multi-antibioic-resistant Pseudomonas aeruginosa BCRC 11864.