Enantioselective Synthesis of Phenylacetamides in the Presence of High Organic Cosolvent Concentrations Catalyzed by Stabilized Penicillin G Acylase. Effect of the Acyl Donor

2004 ◽  
Vol 20 (3) ◽  
pp. 984-988 ◽  
Author(s):  
O. Abian ◽  
C. Mateo ◽  
J.M. Palomo ◽  
G. Fernandez-Lorente ◽  
J.M. Guisan ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Acyl Donor ◽  
Organic Cosolvent

Rational design of a more stable penicillin G acylase against organic cosolvent

2002 ◽  
Vol 18 (4-6) ◽  
pp. 285-290 ◽  
Author(s):  
Sheng Yang ◽  
Liping Zhou ◽  
Haixu Tang ◽  
Jiang Pan ◽  
Xingjia Wu ◽  
...  
Keyword(s):  
Rational Design ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Organic Cosolvent

scholarly journals Impact of polybasic alcohols on biocompatibility and selectivity of Penicillin G Acylase for kinetically controlled synthesis

2015 ◽  
Author(s):  
Yi-Feng Shi ◽  
Zhu-An Cao ◽  
Zhong-Yao Shen
Keyword(s):  
Methyl Ester ◽  
Ethylene Glycol ◽  
Butyl Alcohol ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Acyl Donor ◽  
Controlled Synthesis ◽  
Kinetically Controlled ◽  
Hydrolysis Of ◽  
Kinetically Controlled Synthesis

The enzyme catalyzed synthesis of cephalexin (CEX) from 7-amino-3-deacetoxycephalosporanic acid (7-ADCA) and D-a-phenylglycine methyl ester (PGM) by Penicillin G acylase (PGA) is a model for kinetically controlled synthesis. The parallel hydrolysis of PGM, the activated acyl donor, is the principle competing pathway in this reaction, limiting the synthetic yield and reaction efficiency. To improve the performance of PGA catalyzed CEX synthesis, the biocompatibility and selectivity of various co-solvents were investigated. Polybasic alcohols such as ethylene glycol, glycerol and PEG400 did not cause deleterious changes to the enzyme, whereas monobasic alcohols, such as butyl alcohol, disrupted the PGA activity. Compared with the reaction in aqueous medium, the use of ethylene glycol as a co-solvent was found to have good selectivity in order to facilitate CEX synthesis and significantly minimize PGM hydrolysis. The pH of ethylene glycol medium was also optimized. The mechanism of the enhanced effect of polybasic alcohols as co-solvents on both biocompatibility and selectivity of enzymatic kinetically controlled synthesis is suggested.

Effect of organic cosolvent on kinetic resolution of tert-leucine by penicillin G acylase from Kluyvera citrophila

2005 ◽  
Vol 28 (5) ◽  
pp. 285-289 ◽  
Author(s):  
Shu-Lai Liu ◽  
Dong-Zhi Wei ◽  
Qing-Xun Song ◽  
Ye-Wang Zhang ◽  
Xue-Dong Wang
Keyword(s):  
Kinetic Resolution ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Organic Cosolvent

scholarly journals Impact of polybasic alcohols on biocompatibility and selectivity of Penicillin G Acylase for kinetically controlled synthesis

2015 ◽  
Author(s):  
Yi-Feng Shi ◽  
Zhu-An Cao ◽  
Zhong-Yao Shen
Keyword(s):  
Methyl Ester ◽  
Ethylene Glycol ◽  
Butyl Alcohol ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Acyl Donor ◽  
Controlled Synthesis ◽  
Kinetically Controlled ◽  
Hydrolysis Of ◽  
Kinetically Controlled Synthesis

The enzyme catalyzed synthesis of cephalexin (CEX) from 7-amino-3-deacetoxycephalosporanic acid (7-ADCA) and D-a-phenylglycine methyl ester (PGM) by Penicillin G acylase (PGA) is a model for kinetically controlled synthesis. The parallel hydrolysis of PGM, the activated acyl donor, is the principle competing pathway in this reaction, limiting the synthetic yield and reaction efficiency. To improve the performance of PGA catalyzed CEX synthesis, the biocompatibility and selectivity of various co-solvents were investigated. Polybasic alcohols such as ethylene glycol, glycerol and PEG400 did not cause deleterious changes to the enzyme, whereas monobasic alcohols, such as butyl alcohol, disrupted the PGA activity. Compared with the reaction in aqueous medium, the use of ethylene glycol as a co-solvent was found to have good selectivity in order to facilitate CEX synthesis and significantly minimize PGM hydrolysis. The pH of ethylene glycol medium was also optimized. The mechanism of the enhanced effect of polybasic alcohols as co-solvents on both biocompatibility and selectivity of enzymatic kinetically controlled synthesis is suggested.

Resolution of α/β-amino acids by enantioselective penicillin G acylase from Achromobacter sp .

2015 ◽  
Vol 122 ◽  
pp. 240-247 ◽  
Author(s):  
Michal Grulich ◽  
Jan Brezovský ◽  
Václav ŠtĿpánek ◽  
Andrea Palyzová ◽  
Eva Kyslíková ◽  
...  
Keyword(s):  
Amino Acids ◽  
Penicillin G Acylase ◽  
Penicillin G ◽  
Achromobacter Sp

Porous thiiranyl polymers: Newer supports for immobilization of penicillin G acylase

1997 ◽  
Vol 33 (9) ◽  
pp. 1481-1485 ◽  
Author(s):  
S. Skaria ◽  
E.Sreenivasa Rao ◽  
S. Ponrathnam ◽  
K.K. Kumar ◽  
J.G. Shewale
Keyword(s):  
Penicillin G Acylase ◽  
Penicillin G
Sign in / Sign up

Export Citation Format

Share Document