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Masaru Ochiai, Kohei Misaki, Takako Yamada, Tetsuo Iida, Kazuhiro Okuma, Tatsuhiro Matsuo
D-Allulose-containing rare sugar sweeteners have been categorized into two types, rare sugar syrup (RSS), consisting of 4 rare monosaccharides, and modified glucose syrup (MGS), rich in D-allulose, which was previously referred to D-psicose. The anti-obesity effect of RSS and D-allulose has been already clarified, but that of rare monosaccharides other than D-allulose in RSS has not yet been well understood. Here, we investigated and compared the anti-obesity effect of RSS and MGS in rats. Male Wistar rats were divided into 4 dietary groups: a high-sucrose control diet group (S), a high-fructose corn syrup diet group (HFCS), an RSS diet group (RSS), and an MGS diet group (MGS)...
2017: Journal of Nutritional Science and Vitaminology
Xiaoyan Chen, Wen Wang, Jingliang Xu, Zhenhong Yuan, Tao Yuan, Yu Zhang, Cuiyi Liang, Minchao He, Ying Guo
d-Psicose has been drawing increasing attention in recent years because of its medical and health applications. The production of d-psicose from d-glucose requires the co-expression and synergistic action of xylose isomerase and d-psicose 3-epimerase. To co-express these genes, vector pET-28a(+)-dual containing two T7 promoters and RBS sites and an Multiple Cloning Sites was constructed using the Escherichia coli expression plasmid pET-28a(+). The xylose isomerase gene from E. coli MG1665 and the d-psicose 3-epimerase gene from Agrobacterium tumefaciens CGMCC 1...
October 2017: Enzyme and Microbial Technology
Muhammad Bilal, Hafiz M N Iqbal, Hongbo Hu, Wei Wang, Xuehong Zhang
Biomolecules like rare sugars and their derivatives are referred to as monosaccharides particularly uncommon in nature. Remarkably, many of them have various known physiological functions and biotechnological applications in cosmetics, nutrition and pharmaceutical industries. Also, they can be exploited as starting materials for synthesizing fascinating natural bioproducts with significant biological activities. Regrettably, most of the rare sugars are quite expensive, and their synthetic chemical routes are both limited and economically unfeasible due to expensive raw materials...
June 29, 2017: Critical Reviews in Food Science and Nutrition
J N M Soetedjo, H H van de Bovenkamp, P J Deuss, H J Heeres
Biobased furanics like 5-hydroxymethylfurfural (5-HMF) are interesting platform chemicals for the synthesis of biofuel additives and polymer precursors. 5-HMF is typically prepared from C6 ketoses like fructose, psicose, sorbose and tagatose. A known byproduct is 2-hydroxyacetylfuran (2-HAF), particularly when using sorbose and psicose as the reactants. We here report an experimental and kinetic modeling study on the rate of decomposition of 2-HAF in a typical reaction medium for 5-HMF synthesis (water, Brönsted acid), with the incentive to gain insights in the stability of 2-HAF...
May 1, 2017: ACS Sustainable Chemistry & Engineering
Robert-Jan van Putten, Jan C van der Waal, Ed de Jong, Hero J Heeres
The conversion of the four possible ketohexoses (fructose, tagatose, sorbose and psicose) into 5-hydroxymethylfurfural (HMF) was explored in water using sulphuric acid as the catalyst (33 mM H2SO4, 120 °C). Significant differences in reactivity were observed and tagatose (48% conversion after 75 min) and psicose (35% conversion after 75 min) were clearly more reactive than fructose and sorbose (around 20% conversion after 75 min). The selectivity to HMF was found to be higher for fructose and psicose than for tagatose and sorbose...
April 13, 2017: Carbohydrate Research
Liuqun Zhao, Jingqi Chen, Jibin Sun, Dawei Zhang
Non-classical protein secretion in bacteria is a common phenomenon. However, the selection principle for non-classical secretion pathways remains unclear. Here, our experimental data, to our knowledge, are the first to show that folded multimeric proteins can be recognized and excreted by a non-classical secretion pathway in Bacillus subtilis. We explored the secretion pattern of a typical cytoplasmic protein D-psicose 3-epimerase from Ruminococcus sp. 5_1_39BFAA (RDPE), and showed that its non-classical secretion is not simply due to cell lysis...
March 9, 2017: Scientific Reports
Jingqi Chen, Zhaoxia Jin, Yuanming Gai, Jibin Sun, Dawei Zhang
BACKGROUND: Food-grade expression systems require that the resultant strains should only contain materials from food-safe microorganisms, and no antibiotic resistance marker can be utilized. To develop a food-grade expression system for d-psicose 3-epimerase production, we use an alanine racemase-encoding gene as selection marker in Bacillus subtilis. RESULTS: In this study, the d-alanine racemase-encoding gene dal was deleted from the chromosome of B. subtilis 1A751 using Cre/lox system to generate the food-grade host...
2017: Bioresources and Bioprocessing
Patrick Hossler, Christopher Racicot, Christopher Chumsae, Sean McDermott, Keith Cochran
Mammalian cells in culture rely on sources of carbohydrates to supply the energy requirements for proliferation. In addition, carbohydrates provide a large source of the carbon supply for supporting various other metabolic activities, including the intermediates involved in the protein glycosylation pathway. Glucose and galactose, in particular, are commonly used sugars in culture media for these purposes. However, there exists a very large repertoire of other sugars in nature, and many that have been chemically synthesized...
March 2017: Biotechnology Progress
Wenli Zhang, Hao Li, Bo Jiang, Tao Zhang, Wanmeng Mu
BACKGROUND: d-Allulose is a novel and low-calorie rare monosaccharide that is a C-3 epimer of d-fructose. Because of its excellent physiological properties and commercial potential, d-allulose has attracted researchers' interests. Based on the Izumoring strategy, d-allulose is converted from d-fructose by d-psicose 3-epimerase (DPEase), while d-fructose is converted from d-glucose by d-glucose isomerase (GIase). In this study, we created a cellular system capable of converting d-glucose to d-allulose in a one-step process that co-expressed the GIase from Acidothermus cellulolyticus and the DPEase from Dorea sp...
December 23, 2016: Journal of the Science of Food and Agriculture
Jiangang Yang, Yueming Zhu, Yan Men, Shangshang Sun, Yan Zeng, Ying Zhang, Yuanxia Sun, Yanhe Ma
Rare sugars are valuable natural products widely used in pharmaceutical and food industries. In this study, we expected to synthesize rare ketoses from abundant glycerol using dihydroxyacetone phosphate (DHAP)-dependent aldolases. First, a new glycerol assimilation pathway was constructed to synthesize DHAP. The enzymes which convert glycerol to 3-hydroxypropionaldehyde and l-glyceraldehyde were selected, and their corresponding aldehyde synthesis pathways were constructed in vivo. Four aldol pathways based on different aldolases and phosphorylase were gathered...
December 21, 2016: Journal of Agricultural and Food Chemistry
Yoshitaka Ano, Roque A Hours, Yoshihiko Akakabe, Naoya Kataoka, Toshiharu Yakushi, Kazunobu Matsushita, Osao Adachi
A novel oxidation of D-pentonates to 4-keto-D-pentonates was analyzed with Gluconobacter thailandicus NBRC 3258. D-Pentonate 4-dehydrogenase activity in the membrane fraction was readily inactivated by EDTA and it was reactivated by the addition of PQQ and Ca(2+). D-Pentonate 4-dehydrogenase was purified to two different subunits, 80 and 14 kDa. The absorption spectrum of the purified enzyme showed no typical absorbance over the visible regions. The enzyme oxidized D-pentonates to 4-keto-D-pentonates at the optimum pH of 4...
February 2017: Bioscience, Biotechnology, and Biochemistry
Younho Song, Quynh Anh Nguyen, Seung Gon Wi, Jianming Yang, Hyeun-Jong Bae
In this study, fermentable sugars and d-fructose were produced from cruciferous vegetable residue by enzymatic method without the use of either chemical or mechanical mechanisms. Production of d-psicose was effectively converted from hydrolyzed d-fructose in cabbage residue by d-psicose-3 epimerase; the presence of the borate increased the conversion rate by about two fold, and ethanol production yield was 85.7% of the theoretical yield. Both products, bioethanol and d-psicose, were successfully separated and purified by pervaporation and cation exchange chromatography, and their recovery yields were approximately 87% and 86...
January 2017: Bioresource Technology
Celina Bermúdez, Isabel Peña, Santiago Mata, José L Alonso
The conformational behaviour of naturally occurring ketohexoses has been revealed in a supersonic expansion by Fourier transform microwave spectroscopy coupled with a laser ablation source. Three, two and one conformers of d-tagatose, d-psicose and l-sorbose, respectively, have been identified by their rotational constants extracted from the analysis of the spectra. Singular structural signatures involving the hydroxyl groups OH(1) and OH(2) have been disentangled from the intricate intramolecular hydrogen bond networks stabilising the most abundant conformers...
November 14, 2016: Chemistry: a European Journal
Weiwei He, Bo Jiang, Wanmeng Mu, Tao Zhang
The production of d-allulose is usually conducted via isolated-enzyme or whole-cell biocatalysis reactions. In the present study, an innovative biocatalyst, d-psicose 3-epimerase (DPEase) from Clostridium scindens ATCC 35704, presented on the surface of Bacillus subtilis spores, was applied for d-allulose production. DPEase was fused at the C-terminus of the anchoring protein, CotZ, via a peptide linker, and trophic genes were used as selection markers during the chromosomal integration. The optimal temperature and pH of the fusion protein CotZ-DPEase were 55 °C and pH 7...
September 28, 2016: Journal of Agricultural and Food Chemistry
Liuqing Wen, Kenneth Huang, Yuan Zheng, Junqiang Fang, Shukkoor Muhammed Kondengaden, Peng George Wang
Rare sugars offer a plethora of applications in the pharmaceutical, medicinal, and industries, as well as in synthetic chemistry. However, studies of rare sugars have been hampered by their relative scarcity. In this work, we describe a two-step strategy to efficiently and conveniently prepare 6-deoxy-L-psicose from L-rhamnose. In the first reaction step, the isomerization of L-rhamnose (6-deoxy-L-mannose) to L-rhamnulose (6-deoxy-L-fructose) catalyzed by L-rhamnose isomerase (RhaI), and the epimerization of L-rhamnulose to 6-deoxy-L-psicose catalyzed by D-tagatose 3-epimerase (DTE) were coupled with selective phosphorylation reaction by fructose kinase from human (HK), which selectively phosphorylate 6-deoxy-L-psicose at C-1 position...
August 24, 2016: Tetrahedron Letters
Jingqi Chen, Yueming Zhu, Gang Fu, Yafeng Song, Zhaoxia Jin, Yuanxia Sun, Dawei Zhang
D-Psicose 3-epimerase (DPEase) converts D-fructose into D-psicose which exists in nature in limited quantities and has key physiological functions. In this study, RDPE (DPEase from Ruminococcus sp. 5_1_39BFAA) was successfully constitutively expressed in Bacillus subtilis, which is the first report of its kind. Three sugar-inducible promoters were compared, and the xylose-inducible promoter P xylA was proved to be the most efficient for RDPE production. Based on the analysis of the inducer concentration and RDPE expression, we surmised that there was an extremely close correlation between the intracellular RDPE expression and xylose accumulation level...
November 2016: Journal of Industrial Microbiology & Biotechnology
Manisha Sharma, Satya Narayan Patel, Kusum Lata, Umesh Singh, Meena Krishania, Rajender S Sangwan, Sudhir P Singh
In this work, the sugar industry by-product cane molasses was investigated as feedstock for acceptor reactions by dextransucrase from Leuconostoc mesenteroides MTCC 10508, leading to the biosynthesis of oligosaccharides. The starch industry corn fiber residue was used as a source for acceptor molecules, maltose, in the reaction. Production of approximately 124g oligosaccharides (DP3-DP6) per kg of fresh molasses was achieved. Further, cane molasses based medium was demonstrated as a sole carbon source for L...
November 2016: Bioresource Technology
Dong-Ho Chang, Moon-Soo Rhee, Ji-Sun Kim, Yookyung Lee, Mi Young Park, Haseong Kim, Seung-Goo Lee, Byoung-Chan Kim
Two bacterial strains, 46-1 and 46-2(T), were isolated from garden soil. These strains were observed to be aerobic, Gram-stain negative, rod-shaped, non-spore-forming, motile and catalase and oxidase positive. Phylogenetic analysis based on 16S rRNA gene sequences showed that the two strains shared 100 % sequence similarity with each other and belong to the genus Pseudomonas in the class Gammaproteobacteria. The concatenated 16S rRNA, gyrB, rpoB and rpoD gene sequences further confirmed that the isolates belong to the Pseudomonas koreensis subgroup (SG), with P...
November 2016: Antonie Van Leeuwenhoek
Hiromi Yoshida, Akihide Yoshihara, Tomohiko Ishii, Ken Izumori, Shigehiro Kamitori
Pseudomonas cichorii D-tagatose 3-epimerase (PcDTE), which has a broad substrate specificity, efficiently catalyzes the epimerization of not only D-tagatose to D-sorbose but also D-fructose to D-psicose (D-allulose) and also recognizes the deoxy sugars as substrates. In an attempt to elucidate the substrate recognition and catalytic reaction mechanisms of PcDTE for deoxy sugars, the X-ray structures of the PcDTE mutant form with the replacement of Cys66 by Ser (PcDTE_C66S) in complexes with deoxy sugars were determined...
December 2016: Applied Microbiology and Biotechnology
Weiwei He, Wanmeng Mu, Bo Jiang, Xin Yan, Tao Zhang
An integrative food-grade expression system with tandem repeat target genes was constructed for the expression of d-psicose 3-epimerase (DPEase; EC The DPEase gene fused with the P43 promoter constituted an independent monomeric expression cassette. Multimers of the expression cassette were constructed in vitro using the isocaudamer strategy. The recombinant integration plasmids pDG-nDPE (n = 1, 2, 3), which contained one, two, or three consecutive P43-DPEase tandem repeats, were integrated into the genome of B...
July 20, 2016: Journal of Agricultural and Food Chemistry
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