FOOD CHEMISTRY
·
2016
·
IF 4.052
Baogang Xie,Yalan Liu,Huiqin Zou,Yong Son,Huiyun Wang,Haipeng Wang,Jianghua Shao
d -Glucaric acid (GA) derivatives exhibit anti-cancerogenic properties in vivo in apples, but quantitative information about these derivatives is limited. Hydrophilic interaction-based HPLC with ultraviolet detection or mass spectrometry was developed to quantify GA and/or d -glucaro-1,4-lacton (1,4-GL) in apples. Although the formation of 1,4-GL from GA could be the prerequisite to exert biological effects in vivo , only a small portion of GA (<5%) was identified and converted to 1,4-GL in the rat stomach. The 1,4-GL content in apples ranged from 0.3 mg/g to 0.9 mg/g, and this amount can substantiate health claims associated with apples. The amount of 1,4-GL was 1.5 times higher in Gala and the ratio of 1,4-GL to GA was lower in Green Delicious apples than those in the other varieties. Our findings suggested that the variety and maturity of apples at harvest are factors that determine 1,4-GL content.
研究领域:
食品科学
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植物化学
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营养学
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产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2020
·
IF 4.006
Xianrui Liang,Yan Jiang,Zili Guo,Sheng Fang
Trapa quadrispinosa , commonly known as water caltrop, has long been consumed as a food in Asian countries and its pericarp is discarded as waste after the fruit is harvested. In this study, a reliable method was established using UPLC-QTOF-MS/MS to identify the main compounds in Trapa quadrispinosa pericarps (TQP). The UPLC parameters including column, mobile phase, and temperature were optimized. The extraction parameters including solvents, temperatures and solid-to-liquid ratios were also optimized. A total of 35 compounds were tentatively assigned. The QTOF-MS/MS fragmentation pathways of these compounds were proposed. The most abundant compound (1,2,3,6-tetra-O-galloyl- β - d -glucose) was further purified by a semi-preparative HPLC and confirmed by 1 H- and 13 C-NMR. Hydrolyzable tannins (gallotannins and ellagitannins) consisting of almost 90% polyphenols were obtained from the TQP extracts. Three of the main hydrolyzable tannins were 1,2,3,6-tetra-O-galloyl- β - d -glucose, tri-O-galloyl-hexahydroxydiphenoyl- d -glucose, and tri-O-galloyl- d -glucose. The TQP extracts exhibited better antioxidant activity in the DPPH assay than that of the ascorbic acid standard. This study provides valuable information for the utilization of TQP as an alternative source of plant-derived antioxidants.
研究领域:
分析化学
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植物化学
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食品科学
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药理学
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产品关联
DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2022
·
IF 6.633
Yingqing Zhao,Rui Liu,Christian Marcus Pedersen,Zhenzhou Zhang,Zhaohui Guo,Honghong Chang,Yingxiong Wang,Yan Qiao
Lactic acid (2-hydroxypropionic acid, LA) can be produced from abundant and renewable biomass resources via chemocatalytic processes, which exhibited high potential for meeting its tremendous demand in a wide range of applications. The basic Ba(OH) 2 could efficiently catalyze the conversion of d -glucose into LA. In the present study, by utilizing various NMR techniques including, chemical shift titration, 2D diffusion ordered spectroscopy (DOSY) analysis, heteronuclear singular quantum correlation ( 1 H– 13 C HSQC), the binding sites and catalytic interaction between d -glucose and catalyst were clarified. The experimental results by NMR and electrospray ionization mass spectrometry (ESI–MS) were used to explore the reaction mechanism. Experimental results disclosed that the catalyst, Ba(OH) 2 , may exist in the form of [Ba(OH)(H 2 O) 2 ] + under the reaction condition. The OH – of [Ba(OH)(H 2 O) 2 ] + is attached to the C5-O of d -glucose, and Ba 2+ is connected to the C1-O of d -glucose. Herein, we suppose that Ba(OH) 2 and d -glucose interact and form a complex, d -glucopyranose-[Ba(OH)(D 2 O) 2 ] + . Furthermore, when the reaction was performed in D 2 O, we were surprised to find that LA underwent varying degrees of deuteration. The reaction mechanism, binding sites and deuteration of the product have shed light on the efficient conversion of biomass to LA.
研究领域:
生物化学
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催化化学
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产品关联
DOI
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2014
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IF 2.045
Yongzhao Zhang,Xia Guo,Jianbing Ji
(2R,3S,4S,5S)-6-(Hydroxymethyl)-tetrahydro-2H-pyran-2,3,4,5-tetraol (d-glucose) solubility in 1-dodecanol, 1-decanol, and 1-octanol from 343.15 K to 393.15 K was determined, respectively. The solubility of d-glucose increased with an increase in temperature and decreased with the increase of fatty alcohol chain length. The modified UNIQUAC model, S-UNIFAC model, and mS-UNIFAC model were applied to predict the solubility data; the interaction parameters were determined. Of the three models, the modified UNIQUAC model showed better prediction accuracy.
研究领域:
化学工程
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生物化学
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产品关联
DOI
高影响因子
RSC Advances
·
2015
·Vol. 5
·期 48
·38783-38791
·
IF 3.84
Junfeng Feng,Jianchun Jiang,Junming Xu,Zhongzhi Yang
One-pot acid-catalyzed methanolysis was applied to the liquefaction of biomass to obtain a high molar yield of methyl-D-glucoside at moderate temperature in a short time. A high bamboo conversion ratio (85 wt%) of bamboo and high molar yield of methyl-D-glucoside (40.6 mol%) were achieved. The conditions for high yield were methanol/bamboo mass ratio of 7 (350 mL methanol and 40 g bamboo), 2.0 wt% of catalyst, reaction temperature of 200 °C and reaction time of 10 min. Both hemicelluloses and cellulose (holocellulose) in the lignocellulosic biomass can convert into methyl-D-glucoside, a key and stable product. Methanolysis of biomass proved more efficient than its hydrolysis with an acid catalyst under similar reaction conditions, in water glucose yields were reduced to only 2–8 mol%.
研究领域:
生物化学
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可再生资源工程
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产品关联
DOI
高影响因子
MOLECULES
·
2020
·Vol. 25
·期 23
·5778
·
IF 3.267
Yangke Wanyan,Xixi Xu,Kehang Liu,Huidan Zhang,Junai Zhen,Rong Zhang,Jumei Wen,Ping Liu,Yuqing Chen
Inhibition of the glycolytic pathway is a critical strategy in anticancer therapy because of the role of aerobic glycolysis in cancer cells. The glycolytic inhibitor 2-Deoxy-d-glucose (2-DG) has shown potential in combination with other anticancer agents. Buforin IIb is an effective antimicrobial peptide (AMP) with broad-spectrum anticancer activity and selectivity. The efficacy of combination treatment with 2-DG and buforin IIb in prostate cancer remains unknown. Here, we tested the efficacy of buforin IIb as a mitochondria-targeting AMP in the androgen-independent human prostate cancer cell line DU145. Combining 2-DG with buforin IIb had a synergistic toxic effect on DU145 cells and mouse xenograft tumors. Combination treatment with 2-DG and buforin IIb caused stronger proliferation inhibition, greater G1 cell cycle arrest, and higher apoptosis than either treatment alone. Combination treatment dramatically decreased L-lactate production and intracellular ATP levels, indicating severe inhibition of glycolysis and ATP production. Flow cytometry and confocal laser scanning microscopy results indicate that 2-DG may increase buforin IIb uptake by DU145 cells, thereby increasing the mitochondria-targeting capacity of buforin IIb. This may partly explain the effect of combination treatment on enhancing buforin IIb-induced apoptosis. Consistently, 2-DG increased mitochondrial dysfunction and upregulated Bax/Bcl-2, promoting cytochrome c release to initiate procaspase 3 cleavage induced by buforin IIb. These results suggest that 2-DG sensitizes prostate cancer DU145 cells to buforin IIb. Moreover, combination treatment caused minimal hemolysis and cytotoxicity to normal WPMY-1 cells. Collectively, the current study demonstrates that dual targeting of glycolysis and mitochondria by 2-DG and buforin IIb may be an effective anticancer strategy for the treatment of some advanced prostate cancer.Keywords:buforin IIb;2-Deoxy-d-glucose;mitochondria;glycolysis;prostate cancer
研究领域:
肿瘤学
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分子生物学
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癌症治疗
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DOI
PubMed
高影响因子
PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY
·
2021
·
IF 2.162
Shu Ye,Fan Zhang,Ying Xu,Yun Sun,Benwei Zhu,Fang Ni,Zhi Zhou,Zhong Yao
In this study, a series of acidic or alkaline polypeptide chains were designed and grafted onto DEG-AM resin using Fmoc solid-phase synthesis to study the relationship between enzyme conformation and carrier surface charge. β-d-glucosidase (βGase) was then immobilized onto these modified carriers by adsorption. Each form of immobilized βGase showed decreasing specific activity compared to that of the free. It could be attributed to both the changes in the enzyme conformation and the decrease in mass transfer efficiency. The optimum temperature of free βGase, DEG@B3-βGase is 55 °C, which of DEG@A3-βGase is 65 °C and they all have the highest activity at pH 5. The Ea values of free βGase, DEG@A3-βGase, and DEG@B3-βGase are 0.546 kJ/mol, 0.224 kJ/mol, and 0.446 kJ/mol, and the Km values were 1.30 mmol/L, 1.44 mmol/L and 2.63 mmol/L, respectively. It shows that free βGase and DEG@A3-βGase are more similar. Meanwhile, the free βGase (1.0 g/L, pH 5.0) stored at 4 °C has a shorter half-life (t1/2), which is only 9 days. However, the half-life of DEG@B3-βGase and DEG@A3-βGase is 20 days and over 60 days, indicating that the negative charged surface was conducive to maintenance of the structure and catalytic property of βGase.
研究领域:
生物化学
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酶工程
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产品关联
DOI
PubMed
高影响因子
ORGANIC PROCESS RESEARCH & DEVELOPMENT
·
2024
·
IF 3.1
Yuan Li,Chun You,Yi-Heng P. Job Zhang
d-Glucaric acid (GA), one of the polyhydroxy dicarboxylic acids, is known for its great potentials in the polymer, food, detergent, and pharmaceutical industries. Here, we presented a highly efficient synthesis of GA from starch by in vitro biotransformation (ivBT). This one-pot ivBT was composed of five thermophilic enzymes (i.e., isoamylase, α-glucan phosphorylase, phosphoglucomutase, inositol 1-phosphate synthase, and inositol monophosphatase) responsible for the synthesis of myo-inositol (MI) from starch, followed by three mesophilic enzymes (i.e., myo-inositol oxygenase (MIOX), uronate dehydrogenase (UDH), and H2O-forming NADH oxidase (NOX)) responsible for the synthesis of GA from inositol. Also, a stepwise-added enzyme cocktail strategy was employed to circumvent the inhibition of GA on MIOX and mismatches in enzymes’ properties, such as temperature and pH. The three-step cascade bioprocessing in one pot resulted in the concentration of disodium glucarate of approximately 9.66 g/L (i.e., 38 mM) from 10 g/L maltodextrin with an atom efficiency of 96.6%. Up to 52.1 g/L disodium d-glucarate, the highest titer reported, was produced in a stirred bioreactor operated in two-reaction temperature ranges, featured with the stepwise addition of enzyme cocktails, and equipped with a constant pH controller and stirring for enough oxygen supplies. This study could open a new door to the industrial biomanufacturing of GA by ivBT.
研究领域:
生物化学
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工业生物技术
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DOI
高影响因子
GREEN CHEMISTRY
·
2018
·Vol. 20
·期 10
·2320-2327
·
IF 8.586
Alei Zhang,Guoguang Wei,Xiaofang Mo,Ning Zhou,Kequan Chen,Pingkai Ouyang
In this study, we propose a novel biological fermentation method to process chitin powder utilizing the bacteria Chitinolyticbacter meiyuanensis SYBC-H1. The chitin obtained from this process is called CBF, and it was further investigated for N-acetyl-D-glucosamine (GlcNAc) enzymatic production. This fermentative treatment caused chitin powder to acquire a visible fleecy structure, and scanning electron microscopy showed that the surface of the CBF was a fiber-like structure with a diameter ranging from 10 nm to 200 nm. Moreover, Fourier transform infrared spectrometry, X-ray diffraction and gel permeation chromatography revealed that the crystallinity and average molecular weight of the chitin clearly decreased in the absence of deacetylation following bacterial fermentation treatment. The optimal conditions for bacterial treatment of chitin were determined at 25 °C, 200 rpm, and an initial pH of 7.5 for 12 h. Additionally, 19.2 g L−1 of GlcNAc could be obtained with a yield of 96% from 20 g L−1 of CBF in a batch enzymatic reaction within 6 h. This new approach provided an environmentally friendly and mild method for reducing the crystallinity of chitin and enhancing GlcNAc conversion without the use of oxidants, acids, or other environment unfriendly reagents.
研究领域:
生物化学
·
微生物学
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环境科学
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DOI
高影响因子
CHEMISTRY-A EUROPEAN JOURNAL
·
2024
·
IF 3.9
Limin Ren,Yuxuan Xiao,Rameswar Bhattacharjee,Jingjing Wu,Pengyi Tang,Stavros Caratzoulas,Changgong Meng,Qiang Guo,Michael Tsapatsis
Graphical Bifunctional Ti-B-Beta zeolite is demonstrated to be an efficient catalyst for sorbose production via glucose isomerization. Ethanol directs the conformation of glucose, facilitating its selective isomerization to sorbose and enables this isomerization to surpass the thermodynamic equilibrium limit by engaging in reactions with the resultant sorbose. D-Glucose-to-L-sorbose isomerization on Lewis acidic zeolite is a highly attractive avenue for sorbose production. But the L-sorbose yield is limited by the competing D-glucose-to-D-fructose isomerization and reaction equilibrium. In this work, it is suggested that ethanol directs the glucose conformation for selective D-glucose-to-L-sorbose isomerization. It also reacts with the produced L-sorbose to form ethyl-sorboside, which allows the D-glucose-to-L-sorbose isomerization to proceed beyond the thermodynamic equilibrium limit. It is shown that a bifunctional zeolite Beta containing framework titanium (Ti) and boron (B) is a selective catalyst for this tandem reaction: Lewis acidic framework Ti catalyzes the D-glucose-to-L-sorbose isomerization via an intramolecular 5,1-hydride shift process as confirmed by isotopic tracing experiments followed by 13 C-NMR, while weak Brønsted acid framework B selectively promotes the sorbose ketalization with ethanol. A remarkably high yield of L-sorbose with a high fraction of sugar (>95 %: 27 % unreacted glucose, 11.4 % fructose, 57 % sorbose) was obtained after the mixture produced in ethanol was hydrolyzed.
研究领域:
化学工程
·
催化科学
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DOI
高影响因子
CARBOHYDRATE POLYMERS
·
2017
·
IF 4.811
Guoguang Wei,Alei Zhang,Kequan Chen,Pingkai Ouyang
This study presents an efficient pretreatment of crayfish shell using high pressure homogenization that enables N -acetyl- d -glucosamine (GlcNAc) production by chitinase. Firstly, the chitinase from Serratia proteamaculans NJ303 was screened for its ability to degrade crayfish shell and produce GlcNAc as the sole product. Secondly, high pressure homogenization, which caused the crayfish shell to adopt a fluffy netted structure that was characterized by Scanning electron microscope (SEM), Fourier transform infrared spectrometer (FT-IR), X-ray diffraction (XRD), was evaluated as the best pretreatment method. In addition, the optimal conditions of high pressure homogenization of crayfish shell were determined to be five cycles at a pressure of 400 bar, which achieved a yield of 3.9 g/L of GlcNAc from 25 g/L of crayfish shell in a batch enzymatic reaction over 1.5 h. The results showed high pressure homogenization might be an efficient method for direct utilization of crayfish shell for enzymatic production of GlcNAc.
研究领域:
生物化学
·
废弃物利用
·
酶工程
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产品关联
DOI
PubMed
高影响因子
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
·
2018
·Vol. 20
·期 26
·17942-17951
·
IF 3.906
Muge Niu,Yucui Hou,Weize Wu,Shuhang Ren,Ru Yang
Vanadium(V)-catalyzed aerobic oxidation in aqueous solution shows high selectivity in the field of C–C bond cleavage of carbohydrates for chemicals with less carbon atoms. However, the pathway of C–C bond cleavage from carbohydrates and the conversion mechanism are unclear. In this work, we studied the pathway and the mechanism of D-glucose oxidation to formic acid (FA) in NaVO3–H2SO4 aqueous solution using isotope-labeled glucoses as substrates. D-Glucose is first transformed to FA and D-arabinose via C1–C2 bond cleavage. D-Arabinose undergoes similar C1–C2 bond cleavage to form FA and the corresponding D-erythrose, which can be further degraded by C1–C2 bond cleavage. Dimerization and aldol condensation between carbohydrates can also proceed to make the reaction a much more complicated mixture. However, the fundamental reaction, C1–C2 bond cleavage, can drive all the intermediates to form the common product FA. Based on the detected intermediates, isotope-labelling experiments, the kinetic isotope effect study and kinetic analysis, this mechanism is proposed. D-Glucose first reacts with a vanadium(V) species to form a five-membered-ring complex. Then, electron transfer occurs and the C1–C2 bond weakens, followed by C1–C2 bond cleavage (with no C–H bond cleavage), to generate the H3COO˙–vanadium(IV) complex and D-arabinose. FA is generated from H3COO˙ that is oxidized by another vanadium(V) species. The reduced vanadium species is oxidized by O2 to regenerate to its oxidation state. This finding will provide a deeper insight into the process of C–C bond cleavage of carbohydrates for chemical synthesis and provide guidance for screening and synthesizing new highly-efficient catalyst systems for FA production.
研究领域:
化学
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生物化学
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产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）