Cargando…
Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate
A whole-cell based method was developed for the regioselective synthesis of arabinocytosine laurate. Among the seven kinds of bacteria strains tested in the acylation reaction, Pseudomonas fluorescens gave the highest productivity and a higher 5′-regioselectivity than 99%. Compared with pure organic...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Public Library of Science
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4138074/ https://www.ncbi.nlm.nih.gov/pubmed/25136983 http://dx.doi.org/10.1371/journal.pone.0104847 |
_version_ | 1782331186769559552 |
---|---|
author | Yang, Meiyan Wu, Hui Lian, Yan Li, Xiaofeng Lai, Furao Zhao, Guanglei |
author_facet | Yang, Meiyan Wu, Hui Lian, Yan Li, Xiaofeng Lai, Furao Zhao, Guanglei |
author_sort | Yang, Meiyan |
collection | PubMed |
description | A whole-cell based method was developed for the regioselective synthesis of arabinocytosine laurate. Among the seven kinds of bacteria strains tested in the acylation reaction, Pseudomonas fluorescens gave the highest productivity and a higher 5′-regioselectivity than 99%. Compared with pure organic solvents, the use of organic solvent mixtures greatly promoted the yield of the whole-cell catalyzed reaction, but showed little influence on the 5′-regioselectivity. Of all the tested solvent mixtures, the best reaction result was found in isopropyl ether/pyridine followed by isopentanol/pyridine. However, the whole-cells showed much lower thermostability in isopropyl ether/pyridine than in THF-pyridine. To better understand the toxic effects of the organic solvents on P. fluorescens whole-cells and growing cells were further examined. Significant influences of organic solvents on the biomass of the cells were found, which differed depending on the type of solvents used. SEM analysis visually revealed the changes in the surface morphology of whole-cells and growing cells cultured in media containing various organic solvents, in terms of surface smoothness, bulges and changed cell sizes. Results demonstrated that organic toxicity to cell structure played an important role in whole-cell mediated catalysis. |
format | Online Article Text |
id | pubmed-4138074 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Public Library of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-41380742014-08-20 Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate Yang, Meiyan Wu, Hui Lian, Yan Li, Xiaofeng Lai, Furao Zhao, Guanglei PLoS One Research Article A whole-cell based method was developed for the regioselective synthesis of arabinocytosine laurate. Among the seven kinds of bacteria strains tested in the acylation reaction, Pseudomonas fluorescens gave the highest productivity and a higher 5′-regioselectivity than 99%. Compared with pure organic solvents, the use of organic solvent mixtures greatly promoted the yield of the whole-cell catalyzed reaction, but showed little influence on the 5′-regioselectivity. Of all the tested solvent mixtures, the best reaction result was found in isopropyl ether/pyridine followed by isopentanol/pyridine. However, the whole-cells showed much lower thermostability in isopropyl ether/pyridine than in THF-pyridine. To better understand the toxic effects of the organic solvents on P. fluorescens whole-cells and growing cells were further examined. Significant influences of organic solvents on the biomass of the cells were found, which differed depending on the type of solvents used. SEM analysis visually revealed the changes in the surface morphology of whole-cells and growing cells cultured in media containing various organic solvents, in terms of surface smoothness, bulges and changed cell sizes. Results demonstrated that organic toxicity to cell structure played an important role in whole-cell mediated catalysis. Public Library of Science 2014-08-19 /pmc/articles/PMC4138074/ /pubmed/25136983 http://dx.doi.org/10.1371/journal.pone.0104847 Text en © 2014 Yang et al http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are properly credited. |
spellingShingle | Research Article Yang, Meiyan Wu, Hui Lian, Yan Li, Xiaofeng Lai, Furao Zhao, Guanglei Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title | Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title_full | Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title_fullStr | Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title_full_unstemmed | Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title_short | Influence of Organic Solvents on Catalytic Behaviors and Cell Morphology of Whole-Cell Biocatalysts for Synthesis of 5′-Arabinocytosine Laurate |
title_sort | influence of organic solvents on catalytic behaviors and cell morphology of whole-cell biocatalysts for synthesis of 5′-arabinocytosine laurate |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4138074/ https://www.ncbi.nlm.nih.gov/pubmed/25136983 http://dx.doi.org/10.1371/journal.pone.0104847 |
work_keys_str_mv | AT yangmeiyan influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate AT wuhui influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate AT lianyan influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate AT lixiaofeng influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate AT laifurao influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate AT zhaoguanglei influenceoforganicsolventsoncatalyticbehaviorsandcellmorphologyofwholecellbiocatalystsforsynthesisof5arabinocytosinelaurate |