The isomerization of glucose to fructose is a crucial interim step in the processing of biomass to renewable fuels and chemicals. This study investigates the copper-catalyzed glucose-fructose isomerization in water, focusing on insights into the roles of the dissolved copper species. Depending on the pH, the thermodynamic equilibrium shifted towards one or a few copper species, namely Cu , Cu(OH) , and Cu(OH) . According to thermodynamics, the highest concentration of Cu(OH) is at pH 5.3, at which the highest fructose yield of 16 % is achieved. The obtained fructose yields strongly correlate with the concentration of Cu(OH) . A pH decrease of 2-3 units was observed during the reaction, resulting in the deactivation of the catalyst through hydrolysis in acidic media. Based on the results of the catalytic experiments, as well as spectroscopic and spectrometric studies, we propose Cu(OH) as an active Lewis-acidic species following an intramolecular 1,2-hydride shift.
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http://dx.doi.org/10.1002/cssc.201800483 | DOI Listing |
Anal Chem
January 2025
Department of Electronic Science, Fujian Provincial Key Laboratory of Plasma and Magnetic Resonance, State Key Laboratory of Physical Chemistry of Solid Surfaces, Xiamen University, Siming South Road 422, Xiamen 361005, China.
Proton (H) NMR spectroscopy presents a powerful tool for biomass mixture studies by revealing the involved chemical compounds with identified ingredients and molecular structures. However, conventional H NMR generally suffers from spectral congestion when measuring biomass mixtures, particularly biomass carbohydrate samples, that contain various physically and chemically similar compounds. In this study, a targeted detection NMR approach, DREAMTIME, is exploited for studying biomass carbohydrate mixtures by spectroscopically targeting the desired compounds in separate 1D NMR spectra.
View Article and Find Full Text PDFEur J Med Chem
December 2024
Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology & School of Life Sciences and Health Engineering, Jiangnan University, Wuxi, 214122, China; Innovation Center for Vaccine Engineering, Jiangnan University, Wuxi, 214122, China. Electronic address:
The bidentate metal ion chelator 8-hydroxyquinoline (8-HQ) demonstrates significant potential in anticancer therapy but is hindered by adverse effects due to nonspecific chelation in normal tissues. The phenolic hydroxyl oxygen of 8-HQ has been extensively exploited to develop O-masked 8-HQ prodrugs aimed at achieving on-demand chelation. However, the equally crucial quinoline nitrogen for chelation remains underutilized.
View Article and Find Full Text PDFACS Appl Mater Interfaces
January 2025
State Key Laboratory of Bioreactor Engineering, Shanghai Collaborative Innovation Center for Biomanufacturing, East China University of Science and Technology, Shanghai 200237, China.
Enzyme catalysis is a promising method for producing chiral chemicals with high stereoselectivity under mild conditions. However, the traditional batch reaction suffers from low enzyme stability, low cofactor recycling, and poor enzyme reusability. Here, we present a continuous-flow method using coimmobilized dual enzymes for the synthesis of chiral γ-/δ-lactones, which are widely used in fragrances and flavors.
View Article and Find Full Text PDFAnal Chem
December 2024
School of Forensic Medicine, China Medical University, No.77 Puhe Road, Shenyang, Liaoning 110122, China.
Chirality is a vital property across various domains, especially for biological activity. Herein, an enzyme-free sensing platform for monosaccharide enantiomer identification was developed by utilizing the Fabry-Pérot interferometer feature of TiO nanotube arrays modified with enantioselective metal-organic framework and glucose oxidase-mimicking Au NPs. In this design, optical property is monitored by reflective interferometric Fourier transform spectroscopy (RIFTS), a highly sensitive technique for detecting changes in the average refractive index within nanotubular structures.
View Article and Find Full Text PDFJ Am Chem Soc
November 2024
State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, China.
Radical C-glycosylation presents a flexible and efficient method for synthesizing C-glycosides. Existing methods always require multistep processes for generating anomeric radicals. In this study, we introduce a streamlined approach to produce anomeric radicals through direct C-OH bond homolysis of unmodified saccharides, eliminating the need for protection, deprotection, or activation steps.
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