We previously functionally characterized a novel marine microbial GDSL lipase MT6 and identified that the stereo-selectivity of MT6 was opposite to that of other common lipases in trans-esterification reactions.Herein...We previously functionally characterized a novel marine microbial GDSL lipase MT6 and identified that the stereo-selectivity of MT6 was opposite to that of other common lipases in trans-esterification reactions.Herein,we have investigated the use of MT6 in stereo-selective biocatalysis through direct hydrolysis reactions.Notably,the stereo-selectivity of MT6 was also demonstrated to be opposite to that of other common lipases in hydrolysis reactions.Parameters,including temperature,organic co-solvents,pH,ionic strength,catalyst loading,substrate concentration,and reaction time,affecting the enzymatic resolution of racemic 1-phenylethyl acetate were further investigated,with the e.e.of the final(S)-l-Phenylethanol product and the conversion being 97%and 28.5%,respectively,after process optimization.The lengths of side chains of 1-phenylethyl esters greatly affected the stereo-selectivity and conversion during kinetic resolutions.MT6 is a novel marine microbial GDSL lipase exhibiting opposite stereo-selectivities than other common lipases in both trans-esterification reactions and hydrolysis reactions.展开更多
Pseudomonas cepacia lipase (PSL) immobilized on the carboxyl-functionalized meso-cellular foams (HOOC-MCF) was used for the transesterification resolution of (R,S)-l-phenylethanol in organic solvent. The results...Pseudomonas cepacia lipase (PSL) immobilized on the carboxyl-functionalized meso-cellular foams (HOOC-MCF) was used for the transesterification resolution of (R,S)-l-phenylethanol in organic solvent. The results showed that the ee value of (S)-1- phenylethanol and (R)-1-phenylethyl acetate reached 99% with 50% conversion of 1-phenylethanol using toluene as solvent. Furthermore, it was found that PSL/HOOC-MCF exhibited high enantioselectivity in organic solvent with log P ≤ 2 such as toluene and hexane.展开更多
1-phenylethanol (1-PEA) is a flavor extensively used in the production of cosmetics, beverages, and food. The release of 1-PEA into coastal environments has aroused great concern. However, its potential effects on mar...1-phenylethanol (1-PEA) is a flavor extensively used in the production of cosmetics, beverages, and food. The release of 1-PEA into coastal environments has aroused great concern. However, its potential effects on marine organisms are still unknown. In order to provide a better understanding of the ecological risks of 1-PEA in marine environments, this study determined the toxic effects of 1-PEA on two marine diatoms (Phaeodactylum tricornutum and Skeletonema costatum). The diatoms were grown in culture medium containing different concentrations of 1-PEA for 96 h. The contents of chlorophyll a, chlorophyll c, glutathione (GSH), malondialdehyde (MDA), and the activities of superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GPx), were measured at the end of the exposure period. 1-PEA was shown to significantly inhibit the growth of diatoms, with 96-h EC50 values of 257.14 mg/Land 126.46 mg/L in P. tricornutum and S. costatum, respectively. In P. tricornutum, the levels of SOD, CAT, GPx, GSH, and MDA were stimulated only when 1-PEA concentrations were close to or greater than the 96-h EC50 value. However, in S. costatum, the activities of SOD and CAT, and the syntheses of two chlorophylls were inhibited even at an exposure concentration below the 96-h EC50 value. Taken together, these findings indicate a potential ecological risk by discharging 1-PEA into coastal areas and its species-specific toxic effects on marine organisms.展开更多
基金supported by the Strategic Priority Research Program of Chinese Academy of Sciences(XDA11030404),the Key Project from Chinese Academy of Sciences(KGZD-EW-606)the National Natural Science Foundation of China(21302199)Guangzhou Science and Technology Plan Projects(201510010012)
文摘We previously functionally characterized a novel marine microbial GDSL lipase MT6 and identified that the stereo-selectivity of MT6 was opposite to that of other common lipases in trans-esterification reactions.Herein,we have investigated the use of MT6 in stereo-selective biocatalysis through direct hydrolysis reactions.Notably,the stereo-selectivity of MT6 was also demonstrated to be opposite to that of other common lipases in hydrolysis reactions.Parameters,including temperature,organic co-solvents,pH,ionic strength,catalyst loading,substrate concentration,and reaction time,affecting the enzymatic resolution of racemic 1-phenylethyl acetate were further investigated,with the e.e.of the final(S)-l-Phenylethanol product and the conversion being 97%and 28.5%,respectively,after process optimization.The lengths of side chains of 1-phenylethyl esters greatly affected the stereo-selectivity and conversion during kinetic resolutions.MT6 is a novel marine microbial GDSL lipase exhibiting opposite stereo-selectivities than other common lipases in both trans-esterification reactions and hydrolysis reactions.
基金financially supported by the National Natural Science Foundation of China(No.50662004)the State Key Program of Fundamental Research(No.2004CCA05900).
文摘Pseudomonas cepacia lipase (PSL) immobilized on the carboxyl-functionalized meso-cellular foams (HOOC-MCF) was used for the transesterification resolution of (R,S)-l-phenylethanol in organic solvent. The results showed that the ee value of (S)-1- phenylethanol and (R)-1-phenylethyl acetate reached 99% with 50% conversion of 1-phenylethanol using toluene as solvent. Furthermore, it was found that PSL/HOOC-MCF exhibited high enantioselectivity in organic solvent with log P ≤ 2 such as toluene and hexane.
基金Supported by the National Marine Hazard Mitigation Service,China through its Commissioned Research Scheme(No.2017AB030)
文摘1-phenylethanol (1-PEA) is a flavor extensively used in the production of cosmetics, beverages, and food. The release of 1-PEA into coastal environments has aroused great concern. However, its potential effects on marine organisms are still unknown. In order to provide a better understanding of the ecological risks of 1-PEA in marine environments, this study determined the toxic effects of 1-PEA on two marine diatoms (Phaeodactylum tricornutum and Skeletonema costatum). The diatoms were grown in culture medium containing different concentrations of 1-PEA for 96 h. The contents of chlorophyll a, chlorophyll c, glutathione (GSH), malondialdehyde (MDA), and the activities of superoxide dismutase (SOD), catalase (CAT) and glutathione peroxidase (GPx), were measured at the end of the exposure period. 1-PEA was shown to significantly inhibit the growth of diatoms, with 96-h EC50 values of 257.14 mg/Land 126.46 mg/L in P. tricornutum and S. costatum, respectively. In P. tricornutum, the levels of SOD, CAT, GPx, GSH, and MDA were stimulated only when 1-PEA concentrations were close to or greater than the 96-h EC50 value. However, in S. costatum, the activities of SOD and CAT, and the syntheses of two chlorophylls were inhibited even at an exposure concentration below the 96-h EC50 value. Taken together, these findings indicate a potential ecological risk by discharging 1-PEA into coastal areas and its species-specific toxic effects on marine organisms.