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Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst

(2018) MOLECULES. 23(10).
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Abstract
Cellobiose 2-epimerase from Rhodothermus marinus (RmCE) reversibly converts a glucose residue to a mannose residue at the reducing end of beta-1,4-linked oligosaccharides. In this study, the monosaccharide specificity of RmCE has been mapped and the synthesis of D-talose from D-galactose was discovered, a reaction not yet known to occur in nature. Moreover, the conversion is industrially relevant, as talose and its derivatives have been reported to possess important antimicrobial and anti-inflammatory properties. As the enzyme also catalyzes the keto-aldo isomerization of galactose to tagatose as a minor side reaction, the purity of talose was found to decrease over time. After process optimization, 23 g/L of talose could be obtained with a product purity of 86% and a yield of 8.5% (starting from 4 g (24 mmol) of galactose). However, higher purities and concentrations can be reached by decreasing and increasing the reaction time, respectively. In addition, two engineering attempts have also been performed. First, a mutant library of RmCE was created to try and increase the activity on monosaccharide substrates. Next, two residues from RmCE were introduced in the cellobiose 2-epimerase from Caldicellulosiruptor saccharolyticus (CsCE) (S99M/Q371F), increasing the k(cat) twofold.
Keywords
biocatalysis, cellobiose 2-epimerase, rare sugars, talose, enzyme engineering, CARBOHYDRATE EPIMERASES, EPIMERIZATION, OLIGOSACCHARIDES, INSIGHTS, CLONING, GROWTH, ACID

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Citation

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MLA
Van Overtveldt, Stevie et al. “Converting Galactose into the Rare Sugar Talose with Cellobiose 2-epimerase as Biocatalyst.” MOLECULES 23.10 (2018): n. pag. Print.
APA
Van Overtveldt, S., Gevaert, O., Cherlet, M., Beerens, K., & Desmet, T. (2018). Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst. MOLECULES, 23(10).
Chicago author-date
Van Overtveldt, Stevie, Ophelia Gevaert, Martijn Cherlet, Koen Beerens, and Tom Desmet. 2018. “Converting Galactose into the Rare Sugar Talose with Cellobiose 2-epimerase as Biocatalyst.” Molecules 23 (10).
Chicago author-date (all authors)
Van Overtveldt, Stevie, Ophelia Gevaert, Martijn Cherlet, Koen Beerens, and Tom Desmet. 2018. “Converting Galactose into the Rare Sugar Talose with Cellobiose 2-epimerase as Biocatalyst.” Molecules 23 (10).
Vancouver
1.
Van Overtveldt S, Gevaert O, Cherlet M, Beerens K, Desmet T. Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst. MOLECULES. 2018;23(10).
IEEE
[1]
S. Van Overtveldt, O. Gevaert, M. Cherlet, K. Beerens, and T. Desmet, “Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst,” MOLECULES, vol. 23, no. 10, 2018.
@article{8591689,
  abstract     = {Cellobiose 2-epimerase from Rhodothermus marinus (RmCE) reversibly converts a glucose residue to a mannose residue at the reducing end of beta-1,4-linked oligosaccharides. In this study, the monosaccharide specificity of RmCE has been mapped and the synthesis of D-talose from D-galactose was discovered, a reaction not yet known to occur in nature. Moreover, the conversion is industrially relevant, as talose and its derivatives have been reported to possess important antimicrobial and anti-inflammatory properties. As the enzyme also catalyzes the keto-aldo isomerization of galactose to tagatose as a minor side reaction, the purity of talose was found to decrease over time. After process optimization, 23 g/L of talose could be obtained with a product purity of 86% and a yield of 8.5% (starting from 4 g (24 mmol) of galactose). However, higher purities and concentrations can be reached by decreasing and increasing the reaction time, respectively. In addition, two engineering attempts have also been performed. First, a mutant library of RmCE was created to try and increase the activity on monosaccharide substrates. Next, two residues from RmCE were introduced in the cellobiose 2-epimerase from Caldicellulosiruptor saccharolyticus (CsCE) (S99M/Q371F), increasing the k(cat) twofold.},
  articleno    = {2519},
  author       = {Van Overtveldt, Stevie and Gevaert, Ophelia and Cherlet, Martijn and Beerens, Koen and Desmet, Tom},
  issn         = {1420-3049},
  journal      = {MOLECULES},
  keywords     = {biocatalysis,cellobiose 2-epimerase,rare sugars,talose,enzyme engineering,CARBOHYDRATE EPIMERASES,EPIMERIZATION,OLIGOSACCHARIDES,INSIGHTS,CLONING,GROWTH,ACID},
  language     = {eng},
  number       = {10},
  pages        = {15},
  title        = {Converting galactose into the rare sugar talose with cellobiose 2-epimerase as biocatalyst},
  url          = {http://dx.doi.org/10.3390/molecules23102519},
  volume       = {23},
  year         = {2018},
}

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