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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Monascus pigments suppress fructose-mediated BSA glycation by trapping methylglyoxal and covalent binding to proteins

Changyan Dong,Yi Cheng,Meihui Zhang,Mianhua Chen,Zhongli Yan,Sumei Zhou,BenxuYang,Qingbin Guo,Changlu Wang,Shufen Wu

In this study, four Monascus pigments (ankaflavin, AK; monascin MS; rubropunctatin, O 1 ; monascorubrin, O 2 ) were proved to exhibit considerable anti-glycation properties in bovine serum albumin (BSA)-fructose model. AK (40.62 %) and MS (48.38 %) were found to exert lower inhibitory effects on the formation of fluorescent advanced glycation end products (AGEs) than aminoguanidine (59.4 %), while O 1 (90.64 %) and O 2 (93.82 %) displayed much stronger abilities. AK and MS could trap methylglyoxal (MGO) with maximum capture rates of 85.67 % and 84.90 %, respectively, and only mono-MGO adducts of them were detected. LC-Orbitrap MS/MS analysis revealed that four pigments significantly altered the type and reduced the number of the glycated sites and they all covalently bound to BSA, with O 1 and O 2 possessing high reactivity. Altogether, AK and MS suppressed fluorescent AGEs formation mainly via trapping MGO and covalently interacting with BSA, and blocking free amino groups was the dominant mechanism for O 1 and O 2 . These findings presented new insights into Monascus pigments as dietary supplement for inhibiting protein glycation.

研究领域: 生物化学 · 食品科学 · 药理学
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Food Production Processing and Nutrition · 2020 ·Vol. 2 ·期 1 ·1-7 · IF 0

Antiglycative and anti-inflammatory effects of lipophilized tyrosol derivatives

Hu Xiaoqian,Wang Mingfu,Shahidi Fereidoon

AbstractTo expand the application of tyrosol, a series of lipophilized tyrosol derivatives were synthesized via esterification of tyrosol with fatty acids of different chain lengths. The antiglycative activity of tyrosol esters so prepared was subsequently examined in the bovine serum albumin/glucose system. A quasi-parabolic shape was observed when the activity was plotted against alkyl chain length. Additionally, the anti-inflammatory effects of these derivatives were evaluated against methylglyoxal-induced inflammation in RAW264.7 cells. The same trend on anti-inflammatory activity was found as in the antiglycation study. The results showed that tyrosol esters with C12:0 and C14:0 were two most efficient ones among all the tested derivatives. Thus, some lipophilized tyrosol derivatives were stronger antiglycative and anti-inflammatory agents compared to the parent compound, tyrosol.Graphical abstract

CAS / MDL: 56570-89-9
研究领域: 药理学 · 化学 · 生物化学
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Food & Function · 2014 ·Vol. 6 ·期 2 ·584-589 · IF 2.907

Inhibitory effect of leonurine on the formation of advanced glycation end products

Lianqi Huang,Xin Yang,Anlin Peng,Hui Wang,Xiang Lei,Ling Zheng,Kun Huang

Long-term hyperglycemia is a typical symptom of diabetes mellitus (DM) which can cause a high level of protein glycation and lead to the formation of advanced glycation end products (AGEs). The accumulation of AGEs in turn deteriorates DM and its complications. Insulin, the only hormone that directly decreases blood sugar in vivo, is vulnerable to glycation which causes the loss of its biological activity. In this study, we used a porcine insulin (PI)–methylglyoxal (MGO) model to investigate the inhibitory effect of leonurine (LN), a natural alkaloid extracted from Herba leonuri, on AGE formation. Assays including AGE-specific fluorescence, and fructosamine level and carbonyl group content determination showed that LN can dose-dependently suppress PI glycation. A significantly decreased cross-linking level on the glycated PI was also proven by SDS-PAGE electrophoresis. A further liquid chromatography-mass spectrometry study suggested that LN may inhibit PI glycation through trapping MGO and keeping it from reacting with PI. Our results thus indicate that LN is a promising anti-glycation agent for the prevention of diabetes and its complications via inhibiting AGE formation.

研究领域: 药理学 · 糖尿病研究
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BIORESOURCE TECHNOLOGY · 2017 · IF 5.651

Steam-exploded biomass saccharification is predominately affected by lignocellulose porosity and largely enhanced by Tween-80 in Miscanthus

Dan Sun,Aftab Alam,Yuanyuan Tu,Shiguang Zhou,Yanting Wang,Tao Xia,Jiangfeng Huang,Ying Li,Zahoor,Xiaoyang Wei,Bo Hao,Liangcai Peng

In this study, total ten Miscanthus accessions exhibited diverse cell wall compositions, leading to largely varied hexoses yields at 17%–40% (% cellulose) released from direct enzymatic hydrolysis of steam-exploded (SE) residues. Further supplied with 2% Tween-80 into the enzymatic digestion, the Mis7 accession showed the higher hexose yield by 14.8-fold than that of raw material, whereas the Mis10 had the highest hexoses yield at 77% among ten Miscanthus accessions. Significantly, this study identified four wall polymer features that negatively affect biomass saccharification as p   <   0.05 or 0.01 in the SE residues, including cellulose DP, Xyl and Ara of hemicellulose, and S-monomer of lignin. Based on Simons’ stain, the SE porosity (defined by DY/DB) was examined to be the unique positive factor on biomass enzymatic digestion. Hence, this study provides the potential strategy to enhance biomass saccharification using optimal biomass process technology and related genetic breeding in Miscanthus and beyond.

CAS / MDL: 87-89-8 76-05-1
研究领域: 植物学 · 生物能源
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BIORESOURCE TECHNOLOGY · 2022 · IF 11.889

Heterologous expression and characterization of a novel lytic polysaccharide monooxygenase from Natrialbaceae archaeon and its application for chitin biodegradation

Fei Li,Yuxin Liu,Yang Liu,Yanjun Li,Hongbo Yu

Lytic polysaccharide monooxygenases could enhance the enzymatic conversion of recalcitrant polysaccharides by glycoside hydrolases. This study reports the expression and identification of a novel AA10 LPMO from Natrialbaceae archaeon , named Na LPMO10A, as a C1 oxidizer of chitin. The optimal temperature and pH for Na LPMO10A activity were 40 °C and 9.0, respectively, and Na LPMO10A exhibited high thermostability and pH stability under alkaline conditions. Na LPMO10A was also highly tolerant and stable when treated with high concentration of metal ions (1 M). Moreover, metal ions (Na + , K + , Ca 2+ and Mg 2+ ) significantly promoted Na LPMO10A activity and improved the saccharification efficiency of chitin by 22.6%, 45.9%, 36.7% and 53.9%, respectively, compared to commercial chitinase alone. Together, the findings of this study fill a gap in archaeal LPMO research, and for the first time demonstrate that archaeal Na LPMO10A could be a promising enzyme for improving saccharification under extreme condition, with potential applications in biorefineries.

CAS / MDL: 1398-61-4
研究领域: 生物化学 · 酶工程 · 微生物学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2021 · IF 5.279

Vitexin Inhibits Protein Glycation through Structural Protection, Methylglyoxal Trapping, and Alteration of Glycation Site

Mengting Ni,Xin Song,Junhui Pan,Deming Gong,Guowen Zhang

In this study, the antiglycation potential and mechanisms of vitexin were explored in vitro by multispectroscopy, microscope imaging, high-resolution mass spectrometry, and computational simulations. Vitexin was found to show much stronger antiglycation effects than aminoguanidine. The inhibition against the fluorescent advanced glycation end products was more than 80% at 500 μM vitexin in both bovine serum albumin (BSA)–fructose and BSA–methylglyoxal (MGO) models. Treated with 100 and 200 μM vitexin for 24 h, the contents of MGO were reduced to 4.97 and 0.2%, respectively, and only one vitexin–mono-MGO adduct was formed. LC–Orbitrap-MS/MS analysis showed that vitexin altered the glycated sites and reduced the glycation degree of some sites. The mechanisms of vitexin against protein glycation were mainly through BSA structural protection, MGO trapping, and alteration of glycation sites induced by interaction with BSA. These findings provided valuable information about the functional development of vitexin as a potential antiglycation agent.

研究领域: 生物化学 · 药理学 · 分子生物学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Enhancement of antioxidant, carbonyl scavenging and anti-glycation activities of polysaccharide-based hydrocolloids by covalent grafting with gallic acid

Mianzhang Zhang,Hongliang Li,Fu Liu,Shiyi Ou,Pengzhan Liu,Jie Zheng

Carbonyl stress contributes to pathological disorders leading to the progression of a variety of chronic diseases. Exploration of food ingredients with carbonyl scavenging capacities became one of the most potential strategies for the prevention of these diseases. Polysaccharide-based hydrocolloids have wide application approaches in the food industry. However, the carbonyl scavenging capacity of some natural polysaccharide-based hydrocolloids is unsatisfactory due to structural limitations. In this research, gallic acid (GA) was grafted onto different hydrocolloids (xanthan gum, carrageenan, carboxymethylcellulose, carboxymethyl chitosan (CMCS), and sodium alginate) by a free radical-mediated reaction to improve their antioxidant, carbonyl scavenging, and anti-glycation activities. The antioxidant activity of hydrocolloids was significantly improved after GA grafting. Among them, CMCS-GA (graft ratio 15.45 mg GA/g) exhibited the same ABTS scavenging ability as the equivalent amount of free GA and Vc. The carbonyl scavenging capacity, and the inhibitory effects on the fluorescent advanced glycation end products (AGEs) and protein oxidation products of some hydrocolloids also increased significantly GA grafting. The scavenging capacity of CMCS-GA on MGO, GO, ACR, and MDA in the model reaction increased by 220 %, 100 %, 6 %, and 58 %, respectively. Overall, CMCS-GA showed the best performance in radical scavenging, carbonyl scavenging, and AGEs inhibition compared to all the other hydrocolloids investigated. The findings showed that grafting GA onto hydrocolloids is a viable strategy to enhance the carbonyl scavenging capacity and anti-glycation activity of hydrocolloids.

研究领域: 食品科学 · 生物化学
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RENEWABLE ENERGY · 2021 · IF 8.001

Improving enzymatic saccharification of Chinese silvergrass by FeCl3-catalyzed γ-valerolactone/water pretreatment system

Junwei Yao,Xiaobao Xie,Qingshan Shi

In this work, we report that FeCl 3 , a benign Lewis acid, could be used as a catalyst in the γ-valerolactone (GVL)/H 2 O solvent system to facilitate efficient pretreatment of Chinese silvergrass. The results showed that approximately 87.8% of xylan and 75.8% of lignin were removed by 80% GVL under 170 °C using 50 mM FeCl 3 as a catalyst. The solubilized carbohydrate fractions in the pretreatment liquor were mainly composed of monosaccharides (glucose and xylose) rather than oligosaccharides (glucose oligomers and xylose oligomers) and inhibitors (furfural, hydroxymethylfurfural, formic acid and acetic acid). Moreover, FeCl 3 decreased the transesterification of GVL with hydroxyl groups on the cellulose surface and resulted in more easily degraded cellulose. Approximately 96.5% of cellulose and 92.2% of xylan in the pretreated Chinese silvergrass were converted to fermentable monosaccharides by 10 FPU/g cellulases . This study indicated that FeCl 3 -catalyzed GVL solvent could efficiently deconstruct biomass and increase the cellulose digestibility, which provided a novel, GVL-based pretreatment system for processing biomass.

CAS / MDL: 108-29-2
研究领域: 生物化学 · 可再生资源与环境科学
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JOURNAL OF FOOD PROCESSING AND PRESERVATION · 2016 ·Vol. 41 ·期 5 ·e13160 · IF 0.894

Main anthraquinone components in Aloe vera and their inhibitory effects on the formation of advanced glycation end-products

Shimo Kang,Xin Zhao,Lu Yue,Ling Liu

Food heating process causes increased protein glycation and the formation of advanced glycation endproducts (AGEs) which related with diabetes and ageing. Aloe vera ( A. vera ) extract is a potent antioxidant with established effects attributed largely to a key ingredient anthraquinone. This study investigated the inhibitory ability of the three anthraquinones from A. vera on the formation of AGEs in a heated model system at 70°C. Anthraquinones, including aloe-emodin (AED), emodin (ED), and chrysophanol (CSN), were extracted from A. vera and analyzed by ultra-high performance liquid chromatography-tandem mass spectrometry. Under optimal extraction conditions, the extraction yield of the anthraquinones was 4.377 mg/g. Anthraquinones showed good inhibition toward the formation of glycation products; the inhibition rates of AED, ED, and CSN on crosslinked AGEs were 46.48%, 66.38%, and 57.32% at 10 μM concentrations. Sodium dodecyl sulfate–polyacrylamide gel electrophoresis images also proved that the anthraquinones could significantly inhibit crosslinked AGE formation in a time-dependent manner. ED showed higher inhibitory ability than AED and CSN on the formation of N ɛ -(carboxymethyl)lysine and crosslinked AGEs. The results indicate that the antiglycation properties of these anthraquinones are likely related to the phenolic hydroxyl groups in their structures, but this ability is not related to their antioxidant activity, which probably depends on the whole structure of the quinone. Generally, the anthraquinones in A. vera , especially ED, can effectively inhibit AGE formation and reduce protein crosslinking during food processing, even at low concentration. Practical applications The inhibitory effects of three anthraquinones extracted from Aloe vera on the formation of AGEs were investigated in a heated model system. The results indicate Aloe can be used as an effective inhibitor of glycation products in food processing, moreover, this research can be useful for finding suitable nature inhibitors of AGEs for food processing.

研究领域: 食品科学 · 生物化学
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2019 · IF 3.714

Extraction optimization, antidiabetic and antiglycation potentials of aqueous glycerol extract from rice (Oryza sativa L.) bran

Halah Aalim,Tarun Belwal,Lei Jiang,Hao Huang,Xianghe Meng,Zisheng Luo

The purpose of this investigation was to explore aqueous glycerol as food grade solvent for rice bran polyphenolic antioxidants extraction and investigate the antidiabetic and antiglycation potential of the extract and its major polyphenols. Response surface methodology (Box-Behnken design) was implemented to optimize experimental conditions for rice bran polyphenols and antioxidants extraction. The optimum conditions provided a very satisfactory outcome in total polyphenols (549.6 ± 8.05 mg gallic acid equivalent per 100 g dry weight) and DPPH scavenging activity (57.83 ± 1.8%). The chromatographic separation of the extract showed higher concentrations of ferulic acid, ρ -coumaric acid and chlorogenic acid followed by caffeic acid, syringic acid and rutin. Moreover, the extract inhibited α-amylase, α-glucosidase, and lipase activity as 34.2 ± 3.2%, 29.9 ± 1.0%, and 12.4 ± 2.3%, respectively. Furthermore, fructose readily forms Advanced Glycation End Products (AGEs) fluorescence with basic amino acids in low concentration in simulated intestinal digestion conditions. The extract inhibited AGEs formation by 52.6% at 20 μL/mL. Our study indicated that the antidiabetic and antiglycation potential of rice bran extract was mainly driven by the extract polyphenols. Rice bran glycerol extract could be employed as a natural antidiabetic and antiglycation remedy, and as economically and eco-friendly source of potent bioactive compounds with satisfactory outcome.

研究领域: 食品科学 · 植物化学 · 药理学
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INTERNATIONAL JOURNAL OF HYDROGEN ENERGY · 2017 · IF 3.582

Enhanced hydrogen production and biological saccharification from spent mushroom compost by Clostridium thermocellum 27405 supplemented with recombinant β-glucosidases

Bin-Bin Hu,Ming-Jun Zhu

Clostridium thermocellum 27405 is a potential consolidated bioprocessing (CBP) strain due to the efficient lignocellulose degradation ability. Here, the spent mushroom substrate (SMS), a lignocellulosic byproduct of agriculture, was used as a substrate for hydrogen production by C. thermocellum . SMS showed a good performance for hydrogen production and the hydrogen production was significantly enhanced by C. thermocellum supplemented with β-glucosidases, with the highest production reaching 56.0 mM, an increase of 37%. Additionally, β-glucosidase and Triton X-100 had a synergistic effect on biological saccharification , resulted in an accumulation of 5.06 g/L reducing sugars, an increase of 28%. However, fusion β-glucosidase showed no improvement on hydrogen production and biological saccharification. The present study demonstrates the different influences of β-glucosidase and fusion β-glucosidase on hydrogen production and biological saccharification in CBP system and provides valuable information on the biodegradation of SMS using C. thermocellum .

CAS / MDL: 2492-87-7
研究领域: 微生物学 · 生物工程
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FOOD AND CHEMICAL TOXICOLOGY · 2022 · IF 5.572

Inhibitory effect of Ginkgo biloba seeds peptides on methylglyoxal-induced glycations

Yejun Deng,Xiang Wang,Yang Zhang,Caihong Zhang,Pujun Xie,Lixin Huang

The aim of this study was to investigate the antiglycation activity and mechanism of two identified peptides, Valine-Valine-Phenylalanine-Proline-Glycine-Cysteine-Proline-Glutamic acid (VVFPGCPE) and Serine-Valine-Aspartic acid-Aspartic acid-Proline-Arginine-Threonine-Lysine (SVDDPRTL), from Ginkgo biloba seeds protein hydrolysates . Both VVFPGCPE and SVDDPRTL were efficient in bovine serum albumin (BSA)-methylglyoxal (MGO) model to inhibit BSA glycation, while VVFPGCPE showed higher antiglycation activity than SVDDPRTL. In antioxidant assays, VVFPGCPE scavenged more hydroxyl and super anion radicals, and chelated more Fe 2+ . Moreover, VVFPGCPE was more efficient in alleviating glycoxidation since it retained higher content of tryptophan and reduced dityrosine and kynurenine generation. Compared with SVDDPRTL, VVFPGCPE showed better performance in inhibiting protein aggregation and amyloid-like fibrillation formation. Therefore, VVFPGCPE was selected for further mechanism study. The circular dichroism analysis suggested VVFPGCPE could preserve α -helix structure and stabilize protein structure. The MGO trapping assay indicated VVFPGCPE (5 mg/mL) could capture 66.25% MGO within 24 h, and the mass spectrometry revealed VVFPGCPE could trap MGO by forming VVFPGCPE-mono-MGO adducts. Besides, molecular simulations suggested VVFPGCPE could interact with key glycation residues, arginine and lysine residues, of BSA mainly through van der Waals and hydrogen bonds . This study might supply a theoretical basis for the development of VVFPGCPE as an effective antiglycation agent.

研究领域: 食品科学 · 生物化学
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