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Sweet biotechnology : enzymatic production and digestibility screening of novel kojibiose and nigerose analogues

Shari Dhaene (UGent) , Amar Daniël Emanuel Van Laar, Marc De Doncker (UGent) , Emma De Beul (UGent) , Koen Beerens (UGent) , Charlotte Grootaert (UGent) , Jurgen Caroen (UGent) , Johan Van der Eycken (UGent) , John Van Camp (UGent) and Tom Desmet (UGent)
(2022) JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. 70(11). p.3502-3511
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Abstract
In view of the global pandemic of obesity and related metabolic diseases, there is an increased interest in alternative carbohydrates with promising physiochemical and health-related properties as a potential replacement for traditional sugars. However, our current knowledge is limited to only a small selection of carbohydrates, whereas the majority of alternative rare carbohydrates and especially their properties remain to be investigated. Unraveling their potential properties, like digestibility and glycemic content, could unlock their use in industrial applications. Here, we describe the enzymatic production and in vitro digestibility of three novel glycosides, namely, two kojibiose analogues (i.e., D-Glc(p)-alpha-1,2-D-Gal and D-Glc(p)-alpha-1,2-D-Rib) and one nigerose analogue (i.e., D-Glc(p)-alpha-1,3-L-Ara). These novel sugars were discovered after an intensive acceptor screening with a sucrose phosphorylase originating from Bifidobacterium adolescentis (BaSP). Optimization and upscaling of this process led to roughly 100 g of these disaccharides. Digestibility, absorption, and caloric potential were assessed using brush border enzymes of rat origin and human intestinal Caco-2 cells. The rare disaccharides showed a reduced digestibility and a limited impact on energy metabolism, which was structure-dependent and even more pronounced for the three novel disaccharides in comparison to their respective glucobioses, translating to a low-caloric potential for these novel rare disaccharides.
Keywords
General Agricultural and Biological Sciences, General Chemistry, sucrose phosphorylase, carbohydrate digestion, rare sugars, Caco-2 cells, rat intestinal extract, low caloric, SUCROSE PHOSPHORYLASE, INTESTINAL SUCRASE, HEART-DISEASE, L-ARABINOSE, DIGESTION, CACO-2, GLYCOSYLATION, SUPPRESSES, INGESTION, GLUCOSE

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Citation

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MLA
Dhaene, Shari, et al. “Sweet Biotechnology : Enzymatic Production and Digestibility Screening of Novel Kojibiose and Nigerose Analogues.” JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 70, no. 11, 2022, pp. 3502–11, doi:10.1021/acs.jafc.1c07709.
APA
Dhaene, S., Van Laar, A. D. E., De Doncker, M., De Beul, E., Beerens, K., Grootaert, C., … Desmet, T. (2022). Sweet biotechnology : enzymatic production and digestibility screening of novel kojibiose and nigerose analogues. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70(11), 3502–3511. https://doi.org/10.1021/acs.jafc.1c07709
Chicago author-date
Dhaene, Shari, Amar Daniël Emanuel Van Laar, Marc De Doncker, Emma De Beul, Koen Beerens, Charlotte Grootaert, Jurgen Caroen, Johan Van der Eycken, John Van Camp, and Tom Desmet. 2022. “Sweet Biotechnology : Enzymatic Production and Digestibility Screening of Novel Kojibiose and Nigerose Analogues.” JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 70 (11): 3502–11. https://doi.org/10.1021/acs.jafc.1c07709.
Chicago author-date (all authors)
Dhaene, Shari, Amar Daniël Emanuel Van Laar, Marc De Doncker, Emma De Beul, Koen Beerens, Charlotte Grootaert, Jurgen Caroen, Johan Van der Eycken, John Van Camp, and Tom Desmet. 2022. “Sweet Biotechnology : Enzymatic Production and Digestibility Screening of Novel Kojibiose and Nigerose Analogues.” JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 70 (11): 3502–3511. doi:10.1021/acs.jafc.1c07709.
Vancouver
1.
Dhaene S, Van Laar ADE, De Doncker M, De Beul E, Beerens K, Grootaert C, et al. Sweet biotechnology : enzymatic production and digestibility screening of novel kojibiose and nigerose analogues. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. 2022;70(11):3502–11.
IEEE
[1]
S. Dhaene et al., “Sweet biotechnology : enzymatic production and digestibility screening of novel kojibiose and nigerose analogues,” JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 70, no. 11, pp. 3502–3511, 2022.
@article{8744788,
  abstract     = {{In view of the global pandemic of obesity and related metabolic diseases, there is an increased interest in alternative carbohydrates with promising physiochemical and health-related properties as a potential replacement for traditional sugars. However, our current knowledge is limited to only a small selection of carbohydrates, whereas the majority of alternative rare carbohydrates and especially their properties remain to be investigated. Unraveling their potential properties, like digestibility and glycemic content, could unlock their use in industrial applications. Here, we describe the enzymatic production and in vitro digestibility of three novel glycosides, namely, two kojibiose analogues (i.e., D-Glc(p)-alpha-1,2-D-Gal and D-Glc(p)-alpha-1,2-D-Rib) and one nigerose analogue (i.e., D-Glc(p)-alpha-1,3-L-Ara). These novel sugars were discovered after an intensive acceptor screening with a sucrose phosphorylase originating from Bifidobacterium adolescentis (BaSP). Optimization and upscaling of this process led to roughly 100 g of these disaccharides. Digestibility, absorption, and caloric potential were assessed using brush border enzymes of rat origin and human intestinal Caco-2 cells. The rare disaccharides showed a reduced digestibility and a limited impact on energy metabolism, which was structure-dependent and even more pronounced for the three novel disaccharides in comparison to their respective glucobioses, translating to a low-caloric potential for these novel rare disaccharides.}},
  author       = {{Dhaene, Shari and Van Laar, Amar Daniël Emanuel and De Doncker, Marc and De Beul, Emma and Beerens, Koen and Grootaert, Charlotte and Caroen, Jurgen and Van der Eycken, Johan and Van Camp, John and Desmet, Tom}},
  issn         = {{0021-8561}},
  journal      = {{JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY}},
  keywords     = {{General Agricultural and Biological Sciences,General Chemistry,sucrose phosphorylase,carbohydrate digestion,rare sugars,Caco-2 cells,rat intestinal extract,low caloric,SUCROSE PHOSPHORYLASE,INTESTINAL SUCRASE,HEART-DISEASE,L-ARABINOSE,DIGESTION,CACO-2,GLYCOSYLATION,SUPPRESSES,INGESTION,GLUCOSE}},
  language     = {{eng}},
  number       = {{11}},
  pages        = {{3502--3511}},
  title        = {{Sweet biotechnology : enzymatic production and digestibility screening of novel kojibiose and nigerose analogues}},
  url          = {{http://doi.org/10.1021/acs.jafc.1c07709}},
  volume       = {{70}},
  year         = {{2022}},
}
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