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Foods · 2022 ·Vol. 11 ·期 15 ·2214 · IF 5.561

Effects of Different Amounts of Corn Silk Polysaccharide on the Structure and Function of Peanut Protein Isolate Glycosylation Products

Xinxin Han,Yilin Zhao,Sining Mao,Nannan Hu,Dijing Sun,Qi Yang,Zejun Chu,Qihang Zheng,Lin Xiu,Jingsheng Liu

Covalent complexes of peanut protein isolate (PPI) and corn silk polysaccharide (CSP) (PPI-CSP) were prepared using an ultrasonic-assisted moist heat method to improve the functional properties of peanut protein isolate. The properties of the complexes were affected by the level of corn silk polysaccharide. By increasing the polysaccharide addition, the grafting degree first increased, and then tended to be flat (the highest was 38.85%); the foaming, foam stability, and solubility were also significantly improved. In a neutral buffer, the solubility of the sample with a protein/polysaccharide ratio of 2:1 was 73.69%, which was 1.61 times higher than that of PPI. As compared with PPI, the complexes had higher thermal stability and lower surface hydrophobicity. High addition of CSP could made the secondary structure of PPI change from orderedα-helix to disorderedβ-sheet,β-turn, and random coil structure, and the complex conformation become more flexible and loose. The results of multiple light scattering showed that the composite solution exhibited high stability, which could be beneficial to industrial processing, storage, and transportation. Therefore, the functional properties of peanut protein isolate glycosylation products could be regulated by controlling the amount of polysaccharide added.Keywords:peanut protein isolate;glycosylation;corn silk polysaccharide;functional properties

CAS / MDL: 9048-46-8 60-24-2
研究领域: 食品科学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF CHROMATOGRAPHY A · 2023 · IF 4.1

Selective enrichment of glycopeptides using ground eggshell materials

Zehu Xie,Shuwen Hua,Shun Zhang,Baichun Wang,Bing Wang,Ting Cai,Yinghua Yan,Chuan-Fan Ding

The current research of protein glycosylation is focused on develop various functionalized hydrophilic materials that can effectively enrich glycopeptides. However, most of these materials require complex synthesis steps, plenty of chemical reagents, and high cost. In this study, we employed the natural eggshell for glycopeptides enrichment for the first time. Using horseradish peroxidase (HRP) tryptic digest as a standard sample, eggshell exhibited excellent sensitivity (0.05 fmol μL −1 ), good selectivity [HRP tryptic digest:bovine serum albumin (BSA) tryptic digest = 1:1000], excellent size-exclusion effect (HRP tryptic digest:BSA protein = 1:10,000), good loading capacity (75 mg g −1 ), and recovery (97.6 ± 0.3%). In addition, 153 and 114 glycopeptides were captured by eggshell from the serum tryptic digests of normal humans and diabetic patients, respectively. Benefiting from the singular porous structure and abundant biomass, eggshell performed excellently in the capture and separation of glycopeptides. These results demonstrated the potential of environmentally friendly eggshell in glycosylation proteomics analysis.

CAS / MDL: 1066-33-7 76-05-1
研究领域: 生物化学 · 蛋白质组学 · 分析化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2023 ·Vol. 415 ·期 23 ·5575-5588 · IF 4.3

Characterization of N-glycome profile in mouse brain tissue regions by MALDI-TOF/MS

Liu Yuanyuan,Han Yutong,Zhu Wenjie,Luo Qingming,Yuan Jing,Liu Xin

Glycosylation is one of the most common types of post-translational modifications in mammals. It is well known that N-glycans play a key role in cell adhesion, differentiation, synapsis, and myelination during the development of the mammalian central nervous system (CNS). Neuropathological symptoms (such as epilepsy and Alzheimer’s disease) are usually accompanied by N-glycosylation changes. In this study, we extracted N-glycan chains from eight regions of the mouse brain, and combined high-throughput, high-resolution matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF/MS) with the Fmoc N-hydroxysuccinimide ester (Fmoc-OSU) derivatization method to improve the sensitivity of glycan detection to characterize the total N-glycans in the mouse brain. A total of 96 N-glycan moieties were detected. An exhaustive examination of the relative abundance of N-glycans, coupled with a comparative analysis of differences, has uncovered discernible variations of statistical significance, including high mannose, fucosylated, sialylated, and galactosylated N-glycans. According to our investigations, a thorough and regionally specific cartography of glycans within the brain can facilitate the investigation of glycan-mediated mechanisms related to both the developmental trajectory and functional output of the brain. Additionally, this approach may serve as a basis for identifying potential biomarkers that are relevant to various brain-associated pathologies. Graphical Abstract

CAS / MDL: 82911-69-1
研究领域: 生物化学 · 神经科学 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MOLECULES · 2022 ·Vol. 27 ·期 5 ·1457 · IF 4.927

Inhibition on α-Glucosidase Activity and Non-Enzymatic Glycation by an Anti-Oxidative Proteoglycan from Ganoderma lucidum

Ying Zhang,Yanna Pan,Jiaqi Li,Zeng Zhang,Yanming He,Hongjie Yang,Ping Zhou

The prevention of postprandial hyperglycemia and diabetic complications is crucial for diabetes management. Inhibition of α-glucosidase to slow carbohydrate metabolism is a strategy to alleviate postprandial hyperglycemia. In addition, suppression of non-enzymatic glycation can diminish the advanced glycation end products and reduce the oxidative stress and inflammation, thereby preventing the diabetic complications. In this study, an anti-oxidative proteoglycan (namedFYGL) extracted fromGanoderma lucidumwas investigated in vitro for its inhibitory effect on α-glucosidase and non-enzymatic glycation using molecular kinetics, intrinsic fluorescence assay, and bovine serum albumin glycation models. The molecular kinetics and fluorescence assay revealed thatFYGLdecreases α-glucosidase activity by forming aFYGL–α-glucosidase complex. To evaluate the anti-glycation effect, fructose-glycated and methylglyoxal-glycated BSA models were analyzed by spectroscopic and SDS-PAGE methods. Results showed thatFYGLinhibited the glycation at every stage and suppressed glycoxidation, possibly due to its anti-oxidative capacity andFYGL–BSA complex formation. Furthermore, we demonstrated in vivo thatFYGLcould alleviate postprandial hyperglycemia indb/dbmice as well as AGE accumulation and vascular injury in diabetic rats. Overall,FYGLpossesses anti-postprandial hyperglycemia and anti-glycation functions and would be potentially used in clinic for diabetes and related complication management.Keywords:Ganoderma lucidum;postprandial hyperglycemia;α-glucosidase;non-enzymatic glycation;advanced glycation end products (AGEs)

研究领域: 药理学 · 糖尿病研究 · 生物化学 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Chinese Journal of Natural Medicines · 2017 · IF 1.667

Biotransformation of quercetin by Gliocladium deliquescens NRRL 1086

Jia-Qi XU,Ni FAN,Bo-Yang YU,Qian-Qian WANG,Jian ZHANG

With an attempt to synthesize high-value isoquercitrin (quercetin-3- O - β -D-glucopyranoside), we carried out the biotransformation of quercetin ( 1 ) by Gliocladium deliquescens NRRL 1086. Along with the aimed product quercetin 3- O - β -D-glycoside ( 2 ), three additional metabolites, 2-protocatechuoyl-phlorogucinol carboxylic acid ( 3 ), 2,4,6-trihydroxybenzoic acid ( 4 ), and protocatechuic acid ( 5 ), were also isolated. The time-course experiments revealed that there were two metabolic routes, regio-selectivity glycosylation and quercetin 2,3-dioxygenation, co-existing in the culture. Both glycosylation and oxidative cleavage rapidly took place after quercetin feeding; about 98% quercetin were consumed within the initial 8 h and the oxdized product (2-protocatechuoyl-phlorogucinol carboxylic acid) was hydrolyzed into two phenolic compounds (2,4,6-trihydroxybenzoic acid and protocatechuic acid). We also investigated the impact of glucose content and metal ions on the two reactions and found that high concentrations of glucose significantly inhibited the oxidative cleavage and improved the yield of isoquercitrin and that Ca 2+ , Fe 2+ , Mn 2+ , Mg 2+ , and Zn 2+ inhibited glycosylation. To test the promiscuity of this culture, we selected other four flavonols as substrates; the results demonstrated its high regio-selectivity glycosylation ability towards flavonols at C-3 hydroxyl. In conclusion, our findings indicated that the versatile microbe of G. deliquescens NRRL 1086 maitained abundant enzymes, deserving further research.

研究领域: 生物化学 · 微生物学 · 药理学
✓ 已验证 DOI PubMed 高影响因子
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Scientific Reports · 2016 ·Vol. 6 ·期 1 ·1-10 · IF 5.228

Engineering a Carbohydrate-processing Transglycosidase into Glycosyltransferase for Natural Product Glycodiversification

Liang Chaoning,Zhang Yi,Jia Yan,Wenzhao Wang,Li Youhai,Lu Shikun,Jin Jian-Ming,Tang Shuang-Yan

Glycodiversification broadens the scope of natural product-derived drug discovery. The acceptor substrate promiscuity of glucosyltransferase-D (GTF-D), a carbohydrate-processing enzyme from Streptococcus mutans , was expanded by protein engineering. Mutants in a site-saturation mutagenesis library were screened on the fluorescent substrate 4-methylumbelliferone to identify derivatives with improved transglycosylation efficiency. In comparison to the wild-type GTF-D enzyme, mutant M4 exhibited increased transglycosylation capabilities on flavonoid substrates including catechin, genistein, daidzein and silybin, using the glucosyl donor sucrose. This study demonstrated the feasibility of developing natural product glycosyltransferases by engineering transglycosidases that use donor substrates cheaper than NDP-sugars, and gave rise to a series of α-glucosylated natural products that are novel to the natural product reservoir. The solubility of the α-glucoside of genistein and the anti-oxidant capability of the α-glucoside of catechin were also studied.

研究领域: 生物化学 · 药物开发 · 合成生物学
✓ 已验证 DOI PubMed 高影响因子
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Journal of Food Measurement and Characterization · 2024 · IF 2.9

Protein from red adzuki bean: extraction optimization, glycosylation modification and physicochemical properties of glycation products

Li Meng,Huang Juliang,Chen Yiming,Liu Chang,Wu Xiuli

In this study, the principle of alkali-solution and acid-isolation was used for the extraction of red adzuki bean protein (AP). The extraction conditions were optimized by response surface methodology to obtain the optimal extraction of AP with the highest yield of 87.1%. The solubility, water-holding capacity, oil-holding capacity, foaming and emulsification properties were explored. The results were as follows: The maximum solubility was 73.85% at pH 10.0. The water holding capacity decreased first and then increased with the increase in temperature, and the oil holding capacity tended to be the opposite. The foaming capacity and foaming stability increased with the increase of the concentration, while the emulsifying capacity tended to increase first and then decrease, and reached the maximum value of 71.71 m 2 /g when the protein concentration was 0.8% (w/v). Xylose, maltose and maltodextrin were used to modify AP by glycosylation reaction. The results showed that the glycosylation modification could effectively improve the solubility, foaming properties and emulsification properties of AP, which provided theoretical support for the future utilization of AP.

CAS / MDL: 64-17-5 76-60-8 493-52-7
研究领域: 食品科学 · 生物化学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2019 · IF 4.784

Inhibition of α-glucosidase activity and non-enzymatic glycation by tannic acid: Inhibitory activity and molecular mechanism

Qian Huang,Wei-Ming Chai,Zuo-Yuan Ma,Chong Ou-Yang,Qi-Ming Wei,Shuang Song,Zheng-Rong Zou,Yi-Yuan Peng

The inhibition of α-glucosidase and glycation is considered as an effective approach for the treatment of type 2 diabetes. In this study, multispectroscopic and molecular docking techniques were employed to investigate the inhibition of tannic acid on α-glucosidase and glycation. Kinetics analyses revealed that tannic acid had a significant inhibition on α-glucosidase (IC 50  = 0.35 ± 0.02 μM) in a reversible and mixed competitive manner. The results acquired from fluorescence quenching and ANS-binding fluorescence methods revealed that tannic acid could bind to α-glucosidase and reduce the hydrophobic area on the surface of the enzyme . In addition, synchronous fluorescence analysis showed that tannic acid decreased the hydrophobicity of α-glucosidase and changed the conformation of the enzyme. In vitro glycation assays showed that tannic acid had strong inhibitory effects on the formation of fructosamine , dicarbonyl compounds, and fluorescent AGEs . ANS-binding fluorescence analysis showed that tannic acid could bind to BSA and reduce the hydrophobicity of BSA in glycation. Moreover, the results of molecular docking showed the interaction between tannic acid and α-glucosidase was mainly driven by hydrogen bond , electrostatic, and hydrophobic interaction. And the interaction between tannic acid and BSA was mainly driven by hydrogen bond and hydrophobic interaction.

研究领域: 生物化学 · 药理学 · 糖尿病研究
✓ 已验证 DOI 高影响因子
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JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY · 2012 ·Vol. 50 ·期 15 ·3149-3157 · IF 3.919

Controllable glycosylation of polyphosphazene via radical thiol–yne click chemistry

Ning Ren,Xiao-Jun Huang,Xu Huang,Yue-Cheng Qian,Cang Wang,Zhi-Kang Xu

We describe a versatile approach to synthesize glycosylated polyphosphazenes with controllable density of glycosyl groups. These glycopolymers have been synthesized by the nucleophilic substitution of poly(dichlorophosphazene) with propargylamine and subsequent “thiol–yne” click reaction between poly[di(propargylamine)phosphazene] and 2,3,4,6-tetra- O -acetyl-1-thio-β- D -glucopyranose (SH-GlcAc 4 ). The polymers were characterized with FTIR and 1 H NMR. We found that the high steric hindrance of SH-GlcAc 4 plays a key role in the overall reaction process, and ∼55% of the alkyne groups participate in the “thiol–yne” click reaction. About 8% of the alkyne groups convert to alkene groups at the end of click reaction. The substitution of alkyne/alkane mixture was conducted to reduce the alkyne density in the side groups of polyphosphazenes and minimize the influences of this steric effect. Mixed-substituent polyphosphazene was synthesized with 2:3 ratio of alkyne and alkane. In this case, almost no alkyne group remains after the “thiol–yne” click reaction, and thus the glycosylated polyphosphazene is able to form into micelles through self-assembly process. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

CAS / MDL: 24650-42-8 107-06-2
研究领域: 高分子化学 · 生物材料学
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FOOD CHEMISTRY · 2021 · IF 7.514

Chinese bayberry (Myrica rubra) phenolics mitigated protein glycoxidation and formation of advanced glycation end-products: A mechanistic investigation

Qiaozhi Zhang,Zhijie Huang,Yong Wang,Yanbo Wang,Linglin Fu,Laijin Su

Protein glycation and formation of advanced glycation end-products (AGEs) impose threats to the human health. This study firstly investigated the inhibition of Chinese bayberry ( Myrica rubra ) phenolics on AGEs formation through mechanistic analysis. Four common Chinese bayberry cultivars were selected to prepare phenolic-rich extracts (CBEs) and characterized for phenolic composition, and their anti-AGE properties were evaluated in multiple in vitro systems. Total sixteen phenolics were quantified in CBEs by UPLC-ESI-MS/MS. CBEs reduced total and specific fluorescent AGEs formation in various simulating models, and protected the protein from structural modification, oxidation, and cross-linking. Mechanistic analysis unveiled that scavenging of free radicals, inactivation of transition metals, interaction with protein to form complexes, and trapping of reactive α-dicarbonyls to form adducts underlain the mechanisms of the anti-glycative actions of CBEs. Chinese bayberry fruits, especially the cultivars Biqi and Wuzi, may be a promising dietary strategy to mitigate AGEs load in the human body.

研究领域: 食品科学 · 营养学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Journal of Aquatic Food Product Technology · 2021 · IF 1.767

Optimization of Hemoglobin Chitosan Glycosylation Conditions and Structural Characteristics and Functions of Glycosylated Hemoglobin after an In vitro Digestion

Junqi Zhan,Gaoshang Li,Beibei Tan

The relation of glycosylation and function in Tegillarca Granosa hemoglobin was explored in this study. The manuscript firstly discusses the conditions of glycosylation between chitosan and hemoglobin, as well as the properties and functions of glycosylated hemoglobin. The results showed that optimal conditions for glycosylation of chitosan and hemoglobin were mass fraction ratio of hemoglobin and chitosan of 4:1, pH 5.5, reaction time of 15 min, reaction temperature of 55°C. After glycosylation, surface hydrophobicity, antioxidant, iron bioavailability of hemoglobin increased by 179.78%, 11.06%, 22.96% respectively; while water holding capacity, protein digestibility decreased by 24.80%, 30.49% respectively. Moreover, glycosylation increased structural stability of hemoglobin due to FT/IR absorption peaks without significant changes before and after In vitro digestion, meaning that glycosylated hemoglobin was more resistant to degradation. Therefore, glycosylation could make hemoglobin structure stable and enhance its antioxidation and iron supplement, which provides theoretical basis for application of glycosylation in food.

CAS / MDL: 9001-75-6 9002-07-7
研究领域: 生物化学 · 食品科学
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FOOD HYDROCOLLOIDS · 2025 · IF 12.4

Changes in physical properties and characteristic peptides in porcine gelatin-containing gummy candies at different storage stages during shelf-life

Le-Ying Yang,Zong-Cai Tu,Hui Wang,Xue-Ke Sun,Yu-Ting Hu,Yu Chen,Zi-Zi Hu,Xiao-Mei Sha

The physical properties and gelatin identification of gummy candies could be affected in the storage process by acid hydrolysis and glycation reaction. In this work, the physical properties including texture, color, appearance and molecular weight distribution were evaluated in the porcine gelatin-containing gummy candies that were stored under the accelerated model at different storage stages. In addition, the characteristic peptides of porcine gelatin were identified by high performance liquid chromatography and linear ion trap/Orbitrap MS/MS (HPLC-LTQ/Orbitrap MS/MS) to investigate their changes. The results showed that hydrolysis was the main reaction in the early stage of storage. The hardness, gumminess, chewiness and high molecular weight peptides content of gummy candies decreased greatly with the extension of storage time. Free amino groups were produced by gelatin hydrolysis to promote glycation and glycosidic bond. In the later stage of storage, glycation was dominant, which led to the decrease of low molecular weight peptides. Moreover, HPLC-MS/MS identified 275, 260, 243, 248 and 257 characteristic peptides of porcine gelatin from gummy candies treated by the accelerated model in 0, 14, 28, 42 and 56 days, respectively. Among them, 130 characteristic peptides were found to remain unchanged during the shelf-life of gummy candies. By further comparison with the identification under various food processing conditions, 6 stable characteristic peptides were reserved until the end. They could provide the basis for the subsequent traceability of porcine gelatin.

CAS / MDL: 57-50-1
研究领域: 食品科学 · 生物化学
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