Highly Enantioselective Production of Chiral Secondary Alcohols Using Lactobacillus paracasei BD101 as a New Whole Cell Biocatalyst and Evaluation of Their Antimicrobial Effects
Küçük Resim Yok
Tarih
2017
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley-VCH Verlag
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Chiral secondary alcohols are valuable intermediates for many important enantiopure pharmaceuticals and biologically active molecules. In this work, we studied asymmetric reduction of aromatic ketones to produce the corresponding chiral secondary alcohols using lactic acid bacteria (LAB) as new biocatalysts. Seven LAB strains were screened for their ability to reduce acetophenones to their corresponding alcohols. Among these strains, Lactobacillus paracasei BD101 was found to be the most successful at reducing the ketones to the corresponding alcohols. The reaction conditions were further systematically optimized for this strain and high enantioselectivity (99%) and very good yields were obtained. These secondary alcohols were further tested for their antimicrobial activities against important pathogens and significant levels of antimicrobial activities were observed although these activities were altered depending on the secondary alcohols as well as their enantiomeric properties. The current methodology demonstrates a promising and alternative green approach for the synthesis of chiral secondary alcohols of biological importance in a cheap, mild, and environmentally useful process. © 2017 Wiley-VHCA AG, Zurich, Switzerland
Açıklama
Anahtar Kelimeler
Antibacterial, Biocatalyst, Chiral alcohols, Enantioselective bioreduction, Lactobacillus paracasei, acetophenone derivative, alcohol derivative, ketone derivative, alcohol derivative, antiinfective agent, alcohol production, antimicrobial activity, Article, asymmetric catalysis, Bacillus cereus, bacterial strain, biocatalyst, chirality, concentration (parameters), enantiomer, enantioselectivity, Enterococcus faecium, Escherichia coli, evaluation study, lactic acid bacterium, Lactobacillus fermentum, Lactobacillus paracasei, Lactobacillus plantarum, nonhuman, nucleotide sequence, quantum yield, reduction (chemistry), Salmonella enterica serovar Typhimurium, Staphylococcus aureus, temperature sensitivity, Yersinia enterocolitica, biocatalysis, chemistry, drug effects, enzyme specificity, Gram negative bacterium, Gram positive bacterium, Lactobacillus paracasei, metabolism, microbial sensitivity test, oxidation reduction reaction, pH, stereoisomerism, temperature, time factor, Acetophenones, Alcohols, Anti-Infective Agents, Biocatalysis, Gram-Negative Bacteria, Gram-Positive Bacteria, Hydrogen-Ion Concentration, Lactobacillus paracasei, Microbial Sensitivity Tests, Oxidation-Reduction, Stereoisomerism, Substrate Specificity, Temperature, Time Factors, Antibacterial, Biocatalyst, Chiral alcohols, Enantioselective bioreduction, Lactobacillus paracasei, acetophenone derivative, alcohol derivative, ketone derivative, alcohol derivative, antiinfective agent, alcohol production, antimicrobial activity, Article, asymmetric catalysis, Bacillus cereus, bacterial strain, biocatalyst, chirality, concentration (parameters), enantiomer, enantioselectivity, Enterococcus faecium, Escherichia coli, evaluation study, lactic acid bacterium, Lactobacillus fermentum, Lactobacillus paracasei, Lactobacillus plantarum, nonhuman, nucleotide sequence, quantum yield, reduction (chemistry), Salmonella enterica serovar Typhimurium, Staphylococcus aureus, temperature sensitivity, Yersinia enterocolitica, biocatalysis, chemistry, drug effects, enzyme specificity, Gram negative bacterium, Gram positive bacterium, Lactobacillus paracasei, metabolism, microbial sensitivity test, oxidation reduction reaction, pH, stereoisomerism, temperature, time factor, Acetophenones, Alcohols, Anti-Infective Agents, Biocatalysis, Gram-Negative Bacteria, Gram-Positive Bacteria, Hydrogen-Ion Concentration, Lactobacillus paracasei, Microbial Sensitivity Tests, Oxidation-Reduction, Stereoisomerism, Substrate Specificity, Temperature, Time Factors
Kaynak
Chemistry and Biodiversity
WoS Q Değeri
Q3
Scopus Q Değeri
Q2
Cilt
14
Sayı
11
