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8 results for “5-hydroxymethylfurfural”
Spectrophotometric Assay for the Detection of 2,5-Diformylfuran and Its Validation through Laccase-Mediated Oxidation of 5-Hydroxymethylfurfural
<p>Modern biocatalysis requires fast, sensitive, and efficient high-throughput screening methods to screen enzyme libraries in order to seek out novel biocatalysts or enhanced variants for the production of chemicals. For instance, the synthesis of bio-based furan compounds like 2,5-diformylfuran (DFF) from 5-hydroxymethylfurfural (HMF) via aerobic oxidation is a crucial process in industrial chemistry. Laccases, known for their mild operating conditions, independence from cofactors, and versatility with various substrates, thanks to the use of chemical mediators, are appealing candidates for catalyzing HMF oxidation. Herein, Schiff-based polymers based on the coupling of DFF and 1,4-phenylenediamine (PPD) have been used in the set-up of a novel colorimetric assay for detecting the presence of DFF in different reaction mixtures. This method may be employed for the fast screening of enzymes (Z' values ranging from 0.68 to 0.72). The sensitivity of the method has been proved, and detection (8.4 μM) and quantification (25.5 μM) limits have been calculated. Notably, the assay displayed selectivity for DFF and enabled the measurement of kinetics in DFF production from HMF using three distinct laccase–mediator systems.</p>
Comprehensive Impedance Spectroscopy Analysis on the Electrocatalytic Reduction of 5-Hydroxymethylfurfural
<p># Dataset of "Comprehensive Impedance Spectroscopy Analysis on the Electrocatalytic Reduction of 5-Hydroxymethylfurfural"</p> <p>---</p> <p>## GENERAL INFORMATION<br>----------------------</p> <p>1. Dataset title: "Comprehensive Impedance Spectroscopy Analysis on the Electrocatalytic Reduction of 5-Hydroxymethylfurfural"</p> <p>2. Authorship: <br> Name: Jose Solera-Rojas <br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> ORCID: 0000-0003-3513-7069</p> <p> Name: David Carvajal<br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> ORCID: 0000-0002-8450-2563</p> <p> Name: Antonio Guerrero<br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> ORCID: 0000-0001-8602-1248</p> <p> Name: Carmen Mejuto<br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> ORCID: 0000-0002-4432-5697</p> <p> Name: Elena Más-Marzá<br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> Email: <emas@fca.uji.es> <br> ORCID: 0000-0002-2308-0635</p> <p> Name: Francisco Fabregat-Santiago<br> Institution: Institute of Advanced Materials (INAM), Universitat Jaume I, 12006 Castelló, Spain<br> Email: <fabresan@uji.es> <br> ORCID: 0000-0002-7503-1245</p> <p>## FILE DESCRIPTION<br>--------------<br>### Figure 2<br>- Fig2b.txt : Cyclic voltammetry (CV) for the reduction of HMF, BHMF, 5-MF and MFA. A 20 mM of each organic molecule in a solution of 0.5 M NaH2PO4 (pH = 4.1) was used.<br>- Fig2c.txt : Conversion of HMF and yields of BHMF, MFA, DMF and 5-MF. <br>- Fig2d.txt : Faradaic Efficiency (FE) for the electroreduction of 20 mM HMF at pH = 4.1.</p> <p>### Figure 3<br>- Fig3a.txt : Uncorrected J-V curve taken at the end of IS measurements without and with all the organic molecules in this study<br>- Fig3b.txt : Corrected J-V curve taken at the end of IS measurements without and with all the organic molecules in this study<br>- Fig3c.txt : Faradaic Efficiencies for Glycerol oxidation electrolysis at 5 mA cm^-2.<br>- Fig3d.txt : Nyquist plots in the absence and presence of each organic molecule at -0.65 V vs. RHE.</p> <p>### Figure 4<br>- Fig4a.txt : Results obtained from fitting the IS data Cdl<br>- Fig4b.txt : Results obtained from fitting the IS data Rct<br>- Fig4c.txt : Results obtained from fitting the IS data Css<br>- Fig4d.txt : Results obtained from fitting the IS data Rss<br>- Fig4e.txt : Results obtained from fitting the IS data L<br>- Fig4f.txt : Results obtained from fitting the IS data tau</p> <p><br>### Figure S3<br>- FigS3a.txt : Cyclic voltammetry of 5-MF at different concentrations (20, 40 and 80 mM) in a solution of 0.5 M NaH2PO4 (pH = 4.1) at a 5 mV/s scan rate.<br>- FigS3a.txt : Cyclic voltammetry of HMF at different concentrations (20, 40 and 80 mM) in a solution of 0.5 M NaH2PO4 (pH = 4.1) at a 5 mV/s scan rate.<br>- FigS3a.txt : Cyclic voltammetry of BHMF at different concentrations (20, 40 and 80 mM) in a solution of 0.5 M NaH2PO4 (pH = 4.1) at a 5 mV/s scan rate.<br>- FigS3a.txt : Cyclic voltammetry of MFA at different concentrations (20, 40 and 80 mM) in a solution of 0.5 M NaH2PO4 (pH = 4.1) at a 5 mV/s scan rate.</p> <p>### Figure S4<br>- FigS4a.txt : HPLC chromatograms for HMF, BHMF, 5-MF, MFA and DMF from commercially available products at (a) 294 nm, (b) 285 nm and (c)-(d) 222 nm. The solution from DMF was prepared in cyclohexane and diluted in CH3CN.<br>- FigS4b.txt : HPLC chromatograms for HMF, BHMF, 5-MF, MFA and DMF from commercially available products at (a) 294 nm, (b) 285 nm and (c)-(d) 222 nm. The solution from DMF was prepared in cyclohexane and diluted in CH3CN.<br>- FigS4c.txt : HPLC chromatograms for HMF, BHMF, 5-MF, MFA and DMF from commercially available products at (a) 294 nm, (b) 285 nm and (c)-(d) 222 nm. The solution from DMF was prepared in cyclohexane and diluted in CH3CN.<br>- FigS4d.txt : HPLC chromatograms for HMF, BHMF, 5-MF, MFA and DMF from commercially available products at (a) 294 nm, (b) 285 nm and (c)-(d) 222 nm. The solution from DMF was prepared in cyclohexane and diluted in CH3CN.</p> <p>### Figure S5<br>- FigS5a.txt : Calibration curves for (a) HMF (285 nm), (b) BHMF (222 nm), (c) MFA (222 nm), (d) 5-MF (294 nm) and (e) DMF (222 nm).<br>- FigS5b.txt : Calibration curves for (a) HMF (285 nm), (b) BHMF (222 nm), (c) MFA (222 nm), (d) 5-MF (294 nm) and (e) DMF (222 nm).<br>- FigS5c.txt : Calibration curves for (a) HMF (285 nm), (b) BHMF (222 nm), (c) MFA (222 nm), (d) 5-MF (294 nm) and (e) DMF (222 nm).<br>- FigS5d.txt : Calibration curves for (a) HMF (285 nm), (b) BHMF (222 nm), (c) MFA (222 nm), (d) 5-MF (294 nm) and (e) DMF (222 nm).<br>- FigS5e.txt : Calibration curves for (a) HMF (285 nm), (b) BHMF (222 nm), (c) MFA (222 nm), (d) 5-MF (294 nm) and (e) DMF (222 nm).</p> <p>### Figure S6<br>- FigS6.txt : HPLC chromatogram for the chronoamperometry experiment at -0.55 V vs. RHE and 294 nm for the detection of 5-MF.</p> <p>### Figure S8<br>- FigS8.txt : HPLC chromatogram from the top organic phase from an experiment of 20 mM 5-MF at -0.65 V vs. RHE with a charge limit of 38.6 C. DMF shows a retention time of 21.57 min, while the signal at 12.80 min corresponds to 5-MF partially solubilize in the cyclohexane layer</p> <p>### Figure S9<br>- FigS9.txt : HPLC chromatogram at 222 nm from a chronocoulometric reaction of 20 mM HMF at -0.85 V vs. RHE </p> <p>### Figure S10<br>- FigS10.txt : Stability test of 20 mM standard solution of HMF, BHMF, MFA and 5-MF in a 0.5 M NaH2PO4 (pH = 4) solution for 12 h, quantified by HPLC</p> <p>### Figure S12<br>- FigS10a.txt : Bode plots of impedance spectra in Figure 3c for w/o organic molecule<br>- FigS10b.txt : Bode plots of impedance spectra in Figure 3c for 5-MF<br>- FigS10c.txt : Bode plots of impedance spectra in Figure 3c for HMF<br>- FigS10d.txt : Bode plots of impedance spectra in Figure 3c for BHMF<br>- FigS10e.txt : Bode plots of impedance spectra in Figure 3c for MFA</p> <p>### Figure S13<br>- FigS13.txt : Impedance spectra for HMF change with voltage and so it does the equivalent circuit used to fit the experimental data.</p> <p>### Figure S14<br>- FigS14a,b,c,d.txt : Chronoamperometries of Cu electrodes with the different electrolytes. Peaks observed in the transition between potentials (blue arrows) are associated to the charging of a large capacitor, in our case the surface state capacitor. In the case of MFA this peak is may not be clearly observed as the Css attains large values at voltages in which high current is crossing the electrochemical cell.</p> <p> </p>
Selective Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran in Biphasic Media using Immobilized Galactose Oxidase: Proof of Concept and Limitations
<p>The oxidation of 5-hydroxymethylfurfural (HMF) to 2,5-diformylfuran (DFF) is a key reaction in valorizing biomass. DFF is hardly soluble in water, while HMF is often obtained from biorefineries in crude wet organic fractions. Thus, the reaction is challenging for both biocatalysis performed in aqueous media, and for chemocatalysis where the presence of water often results in catalyst poisoning. Galactose oxidase (GalOx) can selectively oxidize HMF to DFF and displays promising activity in aqueous-organic media. In this study, GalOx was immobilized on ten carriers, assessing the immobilization yield, activity, and stability. Covalently immobilized GalOx catalyzed the oxidation of HMF to DFF in neat and water-saturated EtOAc, and in biphasic systems of various water contents. At 50 % v/v H<sub>2</sub>O, the reaction was conducted at a semi-preparative scale (50 mL) with no adverse effect on DFF yield. Some limitations arise, such as enzyme deactivation, and adsorption of DFF to the support, particularly in the aqueous fraction. Future options to upgrade the route may include designed stable enzymes under the presence of HMF/DFF, and the setup of microaqueous systems where DFF adsorption is minimized. The use of wet EtOAc media would be a promising approach in future biorefineries employing inexpensive crude wet organic fractions.</p>
Continuous synthesis of 5-hydroxymethylfurfural from biomass in on-farm biorefinery
<p>The file contains the raw data for a paper presenting the HMF synthesis from biomass- miscanthus and chicory roots and sugars-fructose and glucose.</p>
Extensive literature search for grayanotoxins and 5-hydroxymethylfurfural - summary tables and EndNote libraries
<p>An extensive literature search to identify and collect studies related to the toxicity of grayanotoxins and 5-hydroxymethylfurfural (5-HMF) was performed in the three databases PubMed, Web of Science and SciFinder® for six and four Areas, respectively. After combination of the searches from the three databases and removal of the duplicates, the total number of references for the grayanotoxins was 652 and for 5-HMF Area 1b was 3,862, for Area 2b was 37, for Area 3b was 221 and for Area 4b was 500. The evaluation of all retrieved references for relevance by screening the title and abstract (if available) and applying eligibility criteria (inclusion/exclusion) resulted in a total number of relevant references for the grayanotoxins for Area 1a of 71, for Area 2a of 3, for Area 3a of 5, for Area 4a of 75, for Area 5a of 141, and for Area 6a of 78 and for 5-HMF for Area 1b of 55, for Area 2b of 14, for Area 3b of 15 and for Area 4b of 8.</p>
Figure 1 from: Hudz N, Leontiev D, Wieczorek PP (2019) Spectral characteristics of 5-hydroxymethylfurfural as a related substance in medicinal products containing glucose. Pharmacia 66(3): 121-125. https://doi.org/10.3897/pharmacia.66.e35969
Figure 1 Spectra of 5-HMF at the concentrations of 1.97 mg/L, 3.94 mg/L, 5.91 mg/L, 7.88 mg/L, and 9.85 mg/L (Hudz et al. 2018).
Figure 3 from: Hudz N, Leontiev D, Wieczorek PP (2019) Spectral characteristics of 5-hydroxymethylfurfural as a related substance in medicinal products containing glucose. Pharmacia 66(3): 121-125. https://doi.org/10.3897/pharmacia.66.e35969
Figure 3 Correlation between absorbance at 284 nm and 5-HMF concentration in the second experiment.
Figure 2 from: Hudz N, Leontiev D, Wieczorek PP (2019) Spectral characteristics of 5-hydroxymethylfurfural as a related substance in medicinal products containing glucose. Pharmacia 66(3): 121-125. https://doi.org/10.3897/pharmacia.66.e35969
Figure 2 Correlation between absorbance at 284 nm and 5-HMF concentration in the first experiment.
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