Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase
Само за регистроване кориснике
2011
Аутори
Coulombel, LydieNolan, Louise C.
Nikodinović-Runić, Jasmina
Doyle, Evelyn M.
O'Connor, Kevin E.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Escherichia coli cells, expressing 4-hydroxyphenylacetate 3-hydroxylase, fully transformed 4-halogenated phenols to their equivalent catechols as single products in shaken flasks. 4-Fluorophenol was transformed at a rate 1.6, 1.8, and 3.4-fold higher than the biotransformation of 4-chloro-, 4-bromo-, and 4-iodo- phenol, respectively. A scale-up from shaken flask to a 5 L stirred tank bioreactor was undertaken to develop a bioprocess for the production of 4-substituted halocatechols at higher concentrations and scale. In a stirred tank reactor, the optimized conditions for induction of 4-HPA hydroxylase expression were at 37 C for 3 h. The rate of biotransformation of 4-fluorophenol to 4-fluorocatechol by stirred tank bioreactor grown cells was the same at 1 and 4.8 mM (5.13 mu mol/min/g CDW) once the ratio of biocatalyst (E. coli CDW) to substrate concentration (mM) was maintained at 2:1. At 10.8 mM 4-fluorophenol, the rate of 4-fluorocatechol formation decreased by 4.7-fold. However, ...the complete transformation of 1.3 g of 4-fluorophenol (10.8 mM) to 4-fluorocatechol was achieved within 7 h in a 1 L reaction volume. Similar to 4-fluorophenol, other 4-substituted halophenols were completely transformed to 4-halocatechols at 2 mM within a 1-2 h period. An increase in 4-halophenol concentration to 4.8 mM resulted in a 2.5-20-fold decrease in biotransformation efficiency depending on the substrate tested. Organic solvent extraction of the 4-halocatechol products followed by column chromatography resulted in the production of purified products with a final yield of between 33% and 38%.
Кључне речи:
Biotransformation / 4-Halogenated catechols / 4-Hydroxyphenylacetate 3-hydroxylase / Scale-up processИзвор:
Applied Microbiology and Biotechnology, 2011, 89, 6, 1867-1875Издавач:
- Springer, New York
DOI: 10.1007/s00253-010-2969-5
ISSN: 0175-7598
PubMed: 21057945
WoS: 000288333800021
Scopus: 2-s2.0-79952575497
Колекције
Институција/група
Inovacioni centar / Innovation CentreTY - JOUR AU - Coulombel, Lydie AU - Nolan, Louise C. AU - Nikodinović-Runić, Jasmina AU - Doyle, Evelyn M. AU - O'Connor, Kevin E. PY - 2011 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1161 AB - Escherichia coli cells, expressing 4-hydroxyphenylacetate 3-hydroxylase, fully transformed 4-halogenated phenols to their equivalent catechols as single products in shaken flasks. 4-Fluorophenol was transformed at a rate 1.6, 1.8, and 3.4-fold higher than the biotransformation of 4-chloro-, 4-bromo-, and 4-iodo- phenol, respectively. A scale-up from shaken flask to a 5 L stirred tank bioreactor was undertaken to develop a bioprocess for the production of 4-substituted halocatechols at higher concentrations and scale. In a stirred tank reactor, the optimized conditions for induction of 4-HPA hydroxylase expression were at 37 C for 3 h. The rate of biotransformation of 4-fluorophenol to 4-fluorocatechol by stirred tank bioreactor grown cells was the same at 1 and 4.8 mM (5.13 mu mol/min/g CDW) once the ratio of biocatalyst (E. coli CDW) to substrate concentration (mM) was maintained at 2:1. At 10.8 mM 4-fluorophenol, the rate of 4-fluorocatechol formation decreased by 4.7-fold. However, the complete transformation of 1.3 g of 4-fluorophenol (10.8 mM) to 4-fluorocatechol was achieved within 7 h in a 1 L reaction volume. Similar to 4-fluorophenol, other 4-substituted halophenols were completely transformed to 4-halocatechols at 2 mM within a 1-2 h period. An increase in 4-halophenol concentration to 4.8 mM resulted in a 2.5-20-fold decrease in biotransformation efficiency depending on the substrate tested. Organic solvent extraction of the 4-halocatechol products followed by column chromatography resulted in the production of purified products with a final yield of between 33% and 38%. PB - Springer, New York T2 - Applied Microbiology and Biotechnology T1 - Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase VL - 89 IS - 6 SP - 1867 EP - 1875 DO - 10.1007/s00253-010-2969-5 ER -
@article{ author = "Coulombel, Lydie and Nolan, Louise C. and Nikodinović-Runić, Jasmina and Doyle, Evelyn M. and O'Connor, Kevin E.", year = "2011", abstract = "Escherichia coli cells, expressing 4-hydroxyphenylacetate 3-hydroxylase, fully transformed 4-halogenated phenols to their equivalent catechols as single products in shaken flasks. 4-Fluorophenol was transformed at a rate 1.6, 1.8, and 3.4-fold higher than the biotransformation of 4-chloro-, 4-bromo-, and 4-iodo- phenol, respectively. A scale-up from shaken flask to a 5 L stirred tank bioreactor was undertaken to develop a bioprocess for the production of 4-substituted halocatechols at higher concentrations and scale. In a stirred tank reactor, the optimized conditions for induction of 4-HPA hydroxylase expression were at 37 C for 3 h. The rate of biotransformation of 4-fluorophenol to 4-fluorocatechol by stirred tank bioreactor grown cells was the same at 1 and 4.8 mM (5.13 mu mol/min/g CDW) once the ratio of biocatalyst (E. coli CDW) to substrate concentration (mM) was maintained at 2:1. At 10.8 mM 4-fluorophenol, the rate of 4-fluorocatechol formation decreased by 4.7-fold. However, the complete transformation of 1.3 g of 4-fluorophenol (10.8 mM) to 4-fluorocatechol was achieved within 7 h in a 1 L reaction volume. Similar to 4-fluorophenol, other 4-substituted halophenols were completely transformed to 4-halocatechols at 2 mM within a 1-2 h period. An increase in 4-halophenol concentration to 4.8 mM resulted in a 2.5-20-fold decrease in biotransformation efficiency depending on the substrate tested. Organic solvent extraction of the 4-halocatechol products followed by column chromatography resulted in the production of purified products with a final yield of between 33% and 38%.", publisher = "Springer, New York", journal = "Applied Microbiology and Biotechnology", title = "Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase", volume = "89", number = "6", pages = "1867-1875", doi = "10.1007/s00253-010-2969-5" }
Coulombel, L., Nolan, L. C., Nikodinović-Runić, J., Doyle, E. M.,& O'Connor, K. E.. (2011). Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase. in Applied Microbiology and Biotechnology Springer, New York., 89(6), 1867-1875. https://doi.org/10.1007/s00253-010-2969-5
Coulombel L, Nolan LC, Nikodinović-Runić J, Doyle EM, O'Connor KE. Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase. in Applied Microbiology and Biotechnology. 2011;89(6):1867-1875. doi:10.1007/s00253-010-2969-5 .
Coulombel, Lydie, Nolan, Louise C., Nikodinović-Runić, Jasmina, Doyle, Evelyn M., O'Connor, Kevin E., "Biotransformation of 4-halophenols to 4-halocatechols using Escherichia coli expressing 4-hydroxyphenylacetate 3-hydroxylase" in Applied Microbiology and Biotechnology, 89, no. 6 (2011):1867-1875, https://doi.org/10.1007/s00253-010-2969-5 . .