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Catalysis Science & Technology · 2020 ·Vol. 10 ·期 7 ·2231-2241 · IF 5.721

Highly selective oxidation of glucose to gluconic acid and glucaric acid in water catalyzed by an efficient synergistic photocatalytic system

Jie Yin,Quanquan Zhang,Changjun Yang,Bingguang Zhang,Kejian Deng

Selective oxidation of glucose into gluconic acid and glucaric acid with molecular oxygen under mild conditions in only water as the solvent remains a challenge. To achieve highly selective oxidation of glucose to gluconic acid and glucaric acid, a new TiO2/HPW/CoPz composite photocatalyst was prepared through modifying TiO2 with HPW (phosphotungstic acid) and CoPz (cobalt tetra(2-hydroxymethyl-1,4-dithiin)porphyrazine), which was well characterized by Raman spectroscopy, X-ray diffraction (XRD), UV-vis diffuse reflectance spectroscopy (UV-vis DRS), inductively coupled plasma-mass spectrometry (ICP-MS) and scanning electron microscopy energy-dispersive spectrometry (SEM-EDS). Remarkably, it was found that this composite photocatalyst can efficiently catalyze oxidation of glucose to gluconic acid and glucaric acid with atmospheric oxygen at high selectivity in water under simulated sunlight irradiation. For example, the total selectivity for both acids can reach up to 80.4% with 22.2% glucose conversion under the optimized conditions. The excellent photocatalytic performance of the TiO2/HPW/CoPz composite was attributed to the synergistic effect between the components. To elucidate the roles of HPW and CoPz in the photocatalytic process, a series of experiments including surface photocurrent, electrochemical impedance, electron spin resonance (ESR) spectroscopy, zeta potential and adsorption behavior measurements were performed. It has been demonstrated that the presence of HPW can effectively reduce the adsorption capacity of gluconic acid and glucaric acid on the surface of the catalyst and suppress their further oxidation, resulting in a high selectivity to both acids. Meanwhile the presence of CoPz can improve the separation efficiency of photogenerated charges and accelerate the production of active species, facilitating the conversion of glucose without sacrificing the acid selectivity.

研究领域: 化学工程 · 材料科学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2020 · IF 3.573

Preparation of 5-Hydroxymethylfurfural from High Fructose Corn Syrup Using Organic Weak Acid in Situ as Catalyst

Changqu Lin,Hongli Wu,Junyi Wang,Jinsha Huang,Fei Cao,Wei Zhuang,Yanyu Lu,Jiao Chen,Honghua Jia,Pingkai Ouyang

The acidic catalysts play pivotal roles in the dehydration of hexose into 5-hydroxymethylfurfural (HMF). However, these acidic catalysts were usually exogenously added or self-made, which increase the cost of preparation of HMF. Herein, a novel route to prepare HMF from high fructose corn syrup (HFCS-55) using gluconic acid in situ produced by bio-oxidation as a catalyst has been investigated. In the process of bio-oxidation of HFCS-55, the introducing of ε-polylysine (EPL) can effectively improve the acid tolerance of the coimmobilized glucose oxidase and catalase. The immobilized enzymes can keep activity in the existence of a large amount of gluconic acid. Through the chelation of gluconic acid and calcium ions, the degree of gluconic acid ionization was raised and enough protons were released to convert fructose to HMF without the addition of acid. Using 2-methyltetrahydrofuran (2-MeTHF) as an extractor and adding 2 wt % CaCl2, the HMF’s yield reached 85% from fructose–gluconic acid mixture solution at 150 °C for 10 min with 200 W microwave irritations. Furthermore, we also used nuclear magnetic titration to investigate the complexation mechanism of the calcium ion and gluconic acid.

CAS / MDL: 111-30-8
研究领域: 生物化学 · 催化化学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Polyethyleneimine functionalized gold nanodendrites for gluconic acid electroreduction

Zhe Wang,Qing-Ling Hong,Zhou-Yingqi Qu,Feng Shi,Chong Zhang,Pu-Jun Jin,Pei Chen,Xuan Ai,Yu Chen

The gluconic acid electroreduction reaction (GAER) coupled with renewable energy is a carbon-free and highly promising biomass utilization route. However, this process still suffers from low conversion efficiency and poor selectivity due to the competitive hydrogen evolution reaction. Some organic amine molecules can not only serve as surfactants to synthesize noble-metal based catalysts with special morphologies, but also can further optimize the catalytic activity of metal surfaces by modulating their electronic structure. Herein, polyethyleneimine (PEI) functionalized gold nanodendrites (PEI-Au NDs) are applied as an efficient electrocatalyst for GAER, in which the production rate and Faradaic efficiency of glucose on PEI-Au NDs reaches to 9.86 μg h −1 mg cata −1 and 15.7 % at − 0.80 V vs. RHE, respectively. The mechanism study through density functional theory calculations reveals that the adsorbed PEI molecule exhibits an electron donating-effect, which can promote the adsorption process of gluconic acid molecules on the Au(1   1   1) plane and the subsequent reduction process. This work offers a novel pathway to rational regulate the adsorption properties and electronic structures of noble metal-based electrocatalysts through chemical functionalization strategy.

CAS / MDL: 7681-52-9
研究领域: 化学 · 材料科学 · 电化学
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JOURNAL OF FOOD SCIENCE · 2023 ·Vol. 88 ·期 8 ·3398-3409 · IF 3.9

Effect of gluconic acid rinsing on cadmium decontamination from rice protein

Dianying Shen,Ge Song,Xinyang Sun,Fengjiao Fan,Jian Ding,Yong Fang,Peng Li

Cadmium (Cd) accumulation in rice protein has long been considered a significant threat to human health. In the present study, a costless and effective method based on gluconic acid (GA) rinsing of rice protein was developed to reduce Cd contamination in rice protein. Moreover, the effect of GA on the structural and functional properties of rice protein was evaluated. With liquid–solid ratio of 30 mL/g and oscillation time of 120 min, 96.0% and 93.6% of Cd were eliminated from rice protein-H and rice protein-L, respectively. In addition, the results of scanning electron microscopy, Fourier transform infrared, and sodium dodecyl sulfate polyacrylamide gel electrophoresis analyses showed that GA treatment did not significantly change the structural properties of rice protein. However, GA treatment increased foaming properties, water holding capacity, and oil holding capacity of the rice protein, without affecting its further applicability. Thus, the proposed GA rinsing method can be considered a green and efficient strategy to solve the issue brought by Cd residual contamination in rice protein. Practical Application Given the advantages of green and efficient agriculture, gluconic acid (GA) has emerged as a powerful strategy for removing the Cd from rice protein. The method developed herein showed great potentials for applications in the manufacture of rice-based products.

研究领域: 食品科学 · 环境科学
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BIORESOURCE TECHNOLOGY · 2021 · IF 9.642

Multifactorial effects of gluconic acid pretreatment of waste straws on enzymatic hydrolysis performance

Yuanjie Gu,Lin Dai,Xin Zhou,Yong Xu

The chemical compositions of lignin, hemicellulose and cellulose are so far unascertained to various lignocellulose in respect to effect of cellulose enzymatic hydrolysis . The novel and environment-friendly gluconic acid (GA) pretreatment technology showed impressive results on the enzymatic hydrolysis of cellulose in various agricultural straws. However, only few of the main reasons or critical issues pertaining to this reaction are known. Therefore, the novel GA pretreatment was carried out to remove hemicellulose from the three representative waste straws under different conditions. Next, for the enzymatic hydrolysis of the residual cellulose fraction in the pretreated straws, some mathematical correlations have been investigated between enzyme accessibility, hemicellulose removal rate, and cellulose crystallinity index. Both linear and nonlinear models were compared using five-parameter logic curve, four-parameter logic curve, and Deming regression. Hemicellulose removal was logically ascribed to be the trigger for cellulose saccharification efficiency during GA pretreatment of these waste straws.

研究领域: 生物化学 · 环境科学
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ENERGY & FUELS · 2019 · IF 3.021

CO2 Capture Performance of Gluconic Acid Modified Limestone-Dolomite Mixtures under Realistic Conditions

Ke Wang,Feng Gu,Peter T. Clough,Pengfei Zhao,Edward J. Anthony

Calcium looping (CaL) technology is potentially one of the more attractive ways to capture CO2 from fossil fuel power plants. However, with increasing numbers of reaction cycles, the CO2 capture capacity rapidly decreases. To address this shortcoming, limestone-dolomite mixtures reacted with gluconic acid to form Ca-Mg gluconics were explored to prepare highly effective, MgO-stabilized, CaO sorbents that exhibited a high and stable CO2 capture capacity over multiple cycles. The sorbents were all tested over 10 carbonation-calcination cycles, under realistic CaL conditions (calcination in a high CO2 concentration). The results indicate the development of an effective homogeneous composition between CaO and MgO, due to the small CaO crystallite size, porous texture, and nanosheet (∼100 nm thick) morphology. This provides sufficient void space for the volume expansion during carbonation to mitigate the effects of repeated cycle sintering and retain structural stability. Here, MgO content as low as 10 mol % was able to ensure a superior CO2 capture performance with a fast carbonation rate, high CO2 carrying capacities, and remarkable stability. Furthermore, these sorbents retained a conversion (above 90%) over multiple cycles following a recarbonation step.

研究领域: 环境科学 · 化学工程 · 材料科学 · 能源技术 · 碳捕集与封存 · 工业生态学 · 无机功能材料
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AMINO ACIDS · 2021 ·Vol. 53 ·期 2 ·195-204 · IF 3.52

Colorimetric recognition of aromatic amino acid enantiomers by gluconic acid-capped gold nanoparticles

Yang Jiangxia,Li Xiaoqi,Du Yingxiang,Ma Mingxuan,Zhang Liu,Zhang Jian,Li Peipei

In this work, we prepared gold nanoparticles (AuNPs) by employing gluconic acid (GlcA) as reducing-cum-stabilizing agent. The proposed GlcA-AuNPs successfully worked as a colorimetric sensor for visual chiral recognition of aromatic amino acid enantiomers, namely tyrosine ( d/l -Tyr), phenylalanine ( d/l -Phe), and tryptophan ( d/l -Trp). After adding L-types to GlcA-AuNPs solution, the color of the mixture changed from red to purple (or gray), while no obvious color change occurred on the addition of D-types. The effect can be detected by naked eyes. The particles have been characterized by transmission electron microscopy, Fourier-transform infrared spectroscopy, zeta potential, the dynamic light scattering analysis as well as UV–Vis spectroscopy. This assay can be used to determine the enantiomeric excess of l -Trp in the range from 0 to + 100%. The method has advantages in simplicity, sensitivity, fast response, and low cost.

研究领域: 纳米技术 · 分析化学 · 材料科学 · 生物化学
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CHEMICAL ENGINEERING JOURNAL · 2017 · IF 6.216

Co-production of HMF and gluconic acid from sucrose by chemo-enzymatic method

Hongli Wu,Ting Huang,Fei Cao,Qiaogen Zou,Ping Wei,Pingkai Ouyang

Co-production of multi-products is one of the core principles of chemical industry, and it is also an important way to improve the atom economy. Herein, we proposed an approach to co-producing two valuable platform compounds, gluconic acid (GA) and 5-hydroxymethyl furfural (HMF), from sucrose by successive hydrolysis, oxidation and dehydration. In the enzymatic oxidation step, only glucose was oxidized to GA, meanwhile fructose was 100% retained. In the further biphasic dehydration system, only fructose was converted into HMF, whereas GA was maintained with over 95% recovery. After three reactions, the yields of HMF and GA were respectively 42.5% and 48% when the initial feedstock of sucrose was 200   g/L. Two products were easily separated because GA was completely existed in aqueous phase, and HMF was mainly in organic phase. In the whole process, only commercial enzymes and mineral acid were used instead of self-made catalysts.

研究领域: 生物化学 · 化工
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POLYMER BULLETIN · 2019 ·Vol. 77 ·期 2 ·1003-1014 · IF 1.858

Cellulose-supported Pd nanoparticles: effective for the selective oxidation of glucose into gluconic acid

Zhang Xinxin,Shi Haoyan,Chi Quan,Liu Xixi,Chen Lianqing

Cellulose-supported on Pd nanoparticles (Pd/cellulose) were successfully prepared by chemical reduction technique and characterized by various experimental tools. The Pd/cellulose catalyst was found to effectively promote the oxidation of glucose into gluconic acid under mild conditions. The base played a crucial role in the oxidation of glucose into gluconic acid. Glucose was fully converted at room temperature after 3 h by the use of stoichiometric amount of Na 2 CO 3 to neutralize gluconic acid, and gluconic acid was obtained in a high yield of 91.2%. The catalyst was recovered from product and reused up to five times without significant loss in its catalytic activity.

CAS / MDL: 312325-72-7 13820-53-6
研究领域: 化学 · 材料科学 · 催化反应
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CELLULOSE · 2024 ·Vol. 31 ·期 10 ·6211-6224 · IF 4.9

Chiral nematic cellulose nanocrystals and gluconic acid iridescent films with high flexibility and humidity response

Wang Siqi,Dai Xiao,Fu Dong,Wang Fan,Zhang Lili,Shen Jun

Two novel chiral nematic cellulose nanocrystal (CNC) composite films composed of CNCs, gluconic acid (GA), polyvinyl pyrrolidone or polyacrylamide (CNC-GA-PVP and CNC-GA-PAM) were fabricated mainly by evaporation-induced self-assembly process. The visible iridescent color and chiral nematic structure of the obtained CNC-based films could be readily regulated by altering the content of GA in a wide color range. Both CNC composite films possessed good tensile strength. Worthy to be mentioned, the CNC-GA-PAM films exhibited rather high flexibility (elongation reached 222.53%) and could be curled into any shape, indicating the effective contribution of the polymer cross-linked networks from the non-ionic PAM. The reversible humidity responses were also observed for both CNC films with good sensitivity, probably due to the high hygroscopicity of GA. In addition, the CNC-GA-PAM films revealed exceptional water resistance without losing the regular chiral structure and structural color of CNCs. The influences of the content of tougheners and adding way of the polymers on the properties of CNC films were further investigated. This work presents a novel strategy for construction of multifunctional CNC-based nanomaterials for various applications. Graphical Abstract

CAS / MDL: 25322-68-3
研究领域: 材料科学 · 生物材料
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POSTHARVEST BIOLOGY AND TECHNOLOGY · 2020 · IF 4.303

Cultivation of Rhodosporidium paludigenum in gluconic acid enhances effectiveness against Penicillium digitatum in citrus fruit

Zehua Zhang,Shuhua Li,Dandan Sun,Ying Yang,Zhanhai Wei,Changlu Wang,Laifeng Lu

Penicillium digitatum acidifies the extracellular environments of fruit during decay development, this pH fluctuation decreased the efficacy of biological approaches under commercial conditions. Here, we explored the interaction between P. digitatum and an antagonistic yeast Rhodosporidium paludigenum to investigate potential mechanism behind the battle. P. digitatum was found in acidified citrus fruit tissue at pH 4.25 to 3.98 as mold infection progressed. Metabonomic data showed that gluconic, glucaric, and malic acids markedly increased upon infection at pathogen-fruit interaction sites. At concentrations > 1 × 10 6 cells mL −1 in liquid culture containing glucose or fructose instead of lactose, R. paludigenum could effectively control green mold. High concentrations of six different acids suppressed yeast growth even in the presence of sufficient glucose. Conversely, at ≤200 mmol L −1 , malic and gluconic acids promoted yeast growth in reverse. Cultivation of R. paludigenum with gluconic acid enhanced its ability to control green mold. This study provides new insights into the mechanisms by which extracellular acidification caused by acids produced by P. digitatum discriminates against competing microbes, thereby enhancing antagonistic yeast biocontrol of green mold in citrus.

研究领域: 植物病理学 · 微生物学
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PROCESS BIOCHEMISTRY · 2020 · IF 2.952

Directing cell catalysis of glucose to 2-keto-d-gluconic acid using Gluconobacter oxydans NL71

Xuelian Zhou,Yi Shen,Yong Xu,Venkatesh Balan

2-Keto- d -gluconic acid (2-KGA) is a high-value-added product from lignocellulosic straw-based biorefining process obtained via cell catalysis using Gluconobacter oxydans ( G. oxydans ); nonetheless, the economical production has some limitations because of the formation of undesirable mixture products of keto-gluconic acid from glucose. In this study, it was demonstrated that pulse addition of hydrogen peroxide (H 2 O 2 ) to synthetic media was beneficial to improve the conversion rate of glucose to 2-KGA by 1.47-fold in G. oxydans . Moreover, some lignocellulosic degradation compounds served as substitute and played the role of H 2 O 2 on corn stover hydrolysate for the production of 2-KGA. By conducting qRT-PCR analysis, eight dehydrogenase genes were identified in G. oxydans , which were responsible for regulating 2-KGA production. Moreover, most of the identified genes were found to produce membrane-bound glucose dehydrogenase and gluconate 2-dehydrogenase, and were up-regulated by adding H 2 O 2 or degradation compounds. These up-regulated genes could be responsible for directing cell catalysis of glucose to 2-KGA in G. oxydans .

CAS / MDL: 7722-84-1
研究领域: 生物化学 · 微生物学
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