BIOMACROMOLECULES
·
2021
·
IF 6.988
Ronghua Yin,Lutan Zhou,Na Gao,Lisha Lin,Huifang Sun,Dingyuan Chen,Ying Cai,Zhili Zuo,Kaifeng Hu,Shengxiong Huang,Jikai Liu,Jinhua Zhao
Glycosaminoglycans (GAGs) are conserved polysaccharides composed of linear repeating disaccharides and play crucial roles in multiple biological processes in animal kingdom. However, saccharide-branched GAGs are rarely found, except the fucose-branched one from sea cucumbers. There was conjecture about the presence of disaccharide-branched GAG since 30 years ago, though not yet confirmed. Here, we report a GAG containing galactose-fucose branches from Thelenota ananas. This unique branch was confirmed as d-Gal4S(6S)-α1,2-l-Fuc3S by structural elucidation of oligosaccharides prepared from T. ananas GAG. Bioassays indicated that oligomers with a larger degree of polymerization exhibited a potent anticoagulation by targeting the intrinsic tenase. Heptasaccharide was proven as the minimum fragment retaining the anticoagulant potential and showed 92.6% inhibition of venous thrombosis in vivo at sc. of 8 mg/kg with no obvious bleeding risks. These results not only solve a long-standing question about the presence of disaccharide-branched GAG in Holothuroidea, but open up new opportunities to develop safer anticoagulants.
研究领域:
生物化学
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海洋生物学
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药理学
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DOI
PubMed
高影响因子
JOURNAL OF BIOLOGICAL CHEMISTRY
·
2016
·Vol. 292
·期 5
·1666-1678
·
IF 4.258
Zhen Qin,Shaoqing Yang,Liming Zhao,Xin You,Qiaojuan Yan,Zhengqiang Jiang
Carbohydrates are complex macromolecules in biological metabolism. Enzymatic synthesis of carbohydrates is recognized as a powerful tool to overcome the problems associated with large scale synthesis of carbohydrates. Novel enzymes with significant transglycosylation ability are still in great demand in glycobiology studies. Here we report a novel glycoside hydrolase family 16 “elongating” β-transglycosylase from Paecilomyces thermophila (PtBgt16A), which efficiently catalyzes the synthesis of higher polymeric oligosaccharides using β-1,3/1,4-oligosaccharides as donor/acceptor substrates. Further structural information reveals that PtBgt16A has a binding pocket around the −1 subsite. The catalytic mechanism of PtBgt16A is partly similar to an exo-glycoside hydrolase, which cleaves the substrate from the non-reducing end one by one. However, PtBgt16A releases the reducing end product and uses the remainder glucosyl as a transglycosylation donor. This catalytic mechanism has similarity with the catalytic mode of amylosucrase, which catalyzes the transglycosylation products gradually extend by one glucose unit. PtBgt16A thus has the potential to be a tool enzyme for the enzymatic synthesis of new β-oligosaccharides and glycoconjugates.
研究领域:
生物化学
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糖生物学
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酶学
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DOI
PubMed
高影响因子
CHROMATOGRAPHIA
·
2022
·Vol. 85
·期 5
·395-403
·
IF 2.213
Tang Zekun,Ye Fanfan,Wan Huihui,Song Yuming,Fan Weiwei,Chi Zhanyou,Du Qinqin,Cai Rui,Xu Qiang,Zhang Hua
Liquid chromatography–mass spectrometry (LC–MS) technique has been widely used for the determination of trace carbohydrate compounds in biological samples. However, the ionization efficiency of carbohydrates under the conditions of common electrospray ion sources is poor, and thus chemical derivatization treatment is usually needed. Here, a pre-column derivatization based on dibenzylamine method coupling with LC–MS/MS was developed for the analysis of glucose, xylose, ribose, galactose, maltose, and maltotriose. Aldosaccharide compounds were labeled by dibenzylamine within 3 h at 75 °C. The derivatized aldosaccharides were separated on a polar-copolymerized C18 column and identified with electrospray ionization mass spectrometer in positive mode. The dibenzylamine-derived product of 3-O-methyl-D-glucopyranose was used as the internal standard for the quantitation of derivatized aldosaccharide products. Under the optimized condition, good correlation coefficients ( R 2 > 0.9903) for all carbohydrates were obtained. Outstanding sensitivity with limits of quantitation (S/N 10) of 0.35–20 ng mL −1 and limits of detection (S/N 3) of 0.1–7 ng mL −1 were achieved. The developed method was successfully utilized for the determination of aldosaccharides in sample of corn stalk fermentation. The recoveries of the method were in the range of 92.59–103.22% with relative standard deviations of 1.08–6.08%.
研究领域:
分析化学
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生物化学
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发酵技术
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DOI
高影响因子
FOOD HYDROCOLLOIDS
·
2018
·
IF 5.089
Shishan Fu,Song Miao,Xiaobin Ma,Tian Ding,Xingqian Ye,Donghong Liu
The stabilization of lactose in the form of amorphous (i.e. non-crystalline form) is the basic requirement to maintain the quality of relevant food and pharmaceutical products. The physiochemical properties of amorphous lactose mixed with galacto-oligosaccharide (GOS) were investigated. Water sorption , glass transition temperature, and crystallisation behaviour of lactose in the present of GOS (1:1 w/w) were measured at various water activity (0.11–0.75 a w , 25 °C) and lactose mutarotation was also evaluated. All of them were compared with the physiochemical properties of trehalose-lactose (1:1 w/w). The addition of GOS to lactose increased the hygroscopicity of the mixture, as well as slightly increased the glass transition temperature compared to lactose alone. The critical water activity (at 0.68 a w ) of lactose crystallisation was increased by the addition of GOS as compared to that of trehalose-lactose (1:1 w/w) (at 0.58 a w ) or lactose alone (at 0.44 a w ). The dramatical inhibition of lactose crystallisation with a lower crystallisation kinetic constant and the alternation of lactose crystal forms in the presence of GOS was observed as compared to the crystallisation behaviour of trehalose-lactose (1:1 w/w) and pure lactose at 0.68 and 0.75 a w , 25 °C. Without affecting its T g , the significantly delayed crystallisation of lactose in GOS-lactose mixture (1:1 w/w) was more likely due to the change of lactose mutarotation. As comparing to trehalose that is an effective inhibitor, GOS has a stronger ability to prevent lactose from crystallisation in hydrous matrices.
研究领域:
食品科学
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药学
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物理化学
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DOI
高影响因子
ACS Chemical Neuroscience
·
2023
·
IF 5
Mingming Xu,Hong Jin,Wei Ge,Lingbo Zhao,Zhaoliang Liu,Zeyu Guo,Zhen Wu,Jing Chen,Chengjie Mao,Xumin Zhang,Chun-Feng Liu,Shuang Yang
Urine is thought to provide earlier and more sensitive molecular changes for biomarker discovery than blood. Numerous glycoproteins, peptides, and free glycans are present in urine through glomerular filtration of plasma, cell shedding, apoptosis, proteolytic cleavage, and exosome secretion. Urine biomarkers have enormous diagnostic potential, and the use of these biomarkers is a long-standing practice. The discovery of non-urological disease biomarkers from urine is also gaining attention due to its non-invasive sample collection and ease of analysis. Abnormal protein glycosylation in plasma or cerebrospinal fluid has been associated with Parkinson’s disease, however, whether urine with Parkinson’s disease has characteristic glycosylation remains to be explored. Here, we use mass spectrometry-based glycomics and glycoproteomics approaches to analyze urine samples for glycans, glycosites, and intact glycopeptides of urine samples. Reduced abundance of N-glycans was detected at the level of total glycans as well as specific glycosites of glycopeptides. The most abundant N-glycan in urine is S(6)1H5N4F1; S(6)2H5N4 and N4H4F1 are highly present in serum and urine, and 10 biantennary galactosylated N-glycans in the urine of PD patients were significantly decreased. The downregulation of sialylation may be due to the reduction of ST3GAL2. Site-specific N-glycosylation analysis revealed that AMBP, UMOD, and RNase1 have PD-specific N-glycosylation sites. GO and KEGG analysis revealed that N-glycosylation changes may provide clues to identify disease-specific glycosylation biomarkers in Parkinson’s disease.
研究领域:
神经病学
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生物化学
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分子生物学
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临床化学
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DOI
PubMed
高影响因子
TALANTA
·
2021
·
IF 6.057
Ya Gao,Yu Huang,Junliang Ge,Lei Sun,Anwei Zhou,Shujun Feng,Yurui Xu,Xinghai Ning
An accurate measurement of sweat glucose is a promising alternative to invasive finger prick blood test, and may provide effective self-monitoring of blood glucose with good patient compliance. Herein, an interrelated catalytic enzyme system has been developed, termed as CataFlower, which is composed of nanoflower MoS 2 (peroxidase) decorated with GOx (glucose oxidase) and MnO 2 (oxygen generator), and exhibits synergistic oxidative capability for sensitively monitoring sweat glucose. CataFlower can not only generate oxygen in situ to maximize GOx activity, but promote peroxidase-triggered H 2 O 2 oxidation of methylene blue , resulting in sensitive colorimetric detection of glucose. We identify that CataFlower can precisely detect glucose with a detection limit of 10 μM, allowing for measuring glucose levels in different biological samples, such as blood and urine. Particularly, CataFlower is capable of monitoring dynamic changes in sweat glucose with high sensitivity and accuracy during exercise. Therefore, CataFlower provides a stepping stone to eliminate invasive blood tests, significantly improving the diagnosis and management of diabetes mellitus.
研究领域:
生物化学
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医学诊断
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材料科学
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酶工程
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DOI
PubMed
高影响因子
CARBOHYDRATE POLYMERS
·
2020
·
IF 7.182
Wenjiao Yang,Dingyuan Chen,Zhicheng He,Lutan Zhou,Ying Cai,Hui Mao,Na Gao,Zhili Zuo,Ronghua Yin,Jinhua Zhao
A glycosaminoglycan was isolated from the sea cucumber Holothuria coluber (HcFG). A series of oligosaccharide fragments (dp range 3–11) were prepared from its β -eliminative depolymerized product (dHcFG). Extensive NMR characterization of the oligosaccharides indicated the d -GlcA- β 1,3- d -GalNAc 4S6S repeating disaccharide backbone was substituted by monosaccharide branches comprising of Fuc 2S4S , Fuc 3S4S and Fuc 4S , linked to O-3 of d -GlcA. For the prevailing Fuc 3S4S at nonreducing end of dHcFG, the β- eliminative depolymerization process of HcFG was compared with those of the FGs from Actinopyga miliaris (AmFG, branched with Fuc 3S4S ) and Stichopus variegatus (SvFG, branched with Fuc 2S4S ). The result suggested that d -GlcA substituted with Fuc 3S4S was more susceptible to depolymerization than that with Fuc 2S4S . It might be due to the larger steric hindrance effects from Fuc 2S4S on the esterification of GlcA . Biological assays confirmed that the minimum chain length (dp8), regardless of the Fuc branch types, was required for the potent anti-iXase and anticoagulant activities in FG fragments.
研究领域:
生物化学
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海洋生物学
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药理学
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DOI
高影响因子
Food Chemistry-X
·
2024
·
IF 6.5
Xingyu Mei,Jiabei Xia,Wenqing Li,Yufen Wu,Huan Cheng,Shiguo Chen,Xingqian Ye,Jianle Chen
The traditional “nine steaming and nine basking” method for processing Polygonati Rhizoma has been practiced in China for over two millennia. However, research on its impact on glycans, particularly low molecular weight fructans, is limited. Therefore, dynamic changes in glycans were analyzed based on the two common species, Polygonatum filipes and Polygonatum cyrtonema . Results revealed the significant degradation of low molecular weight fructans within the first three processing cycles, with complete degradation by the seventh cycle, suggesting that the traditional technique may be excessive. Molecular weight analysis indicated the aggregation, degradation, and reaggregation of polysaccharides, with a notable decrease in fructose and an increase in galactose. This suggested that fructans were the primary constituents before processing, while galactans prevailed afterward. No significant differences in carbohydrate changes were found between the two species. This study enhances our understanding of the traditional processing mechanisms and promotes the efficient utilization of Polygonati Rhizoma.
研究领域:
中药学
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植物化学
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食品科学
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DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2024
·
IF 7.7
Linlin Wang,Lilong Wang,Nan Wang,Chen Song,Chengrong Wen,Chunhong Yan,Shuang Song
Chitosan (CTS) and chitosan oligosaccharides (COS) have been widely applied in food industry due to their bioactivities and functions. However, CTS and COS with positive charges could interact with proteins, such as whey protein isolate (WPI), influencing their digestion. Interaction among CTS/COS, FUC, and WPI/enzymes was studied by spectroscopy, chromatography, and chemical methods in order to reveal the role of FUC in relieving the inhibition of protein digestibility by CTS/COS and demonstrate the action mechanisms. As shown by the results, the addition of FUC increased degree of hydrolysis (DH) and free protein in the mixture of CTS and WPI to 3.1-fold and 1.8-fold, respectively, while raise DH value and free protein in the mixture of COS and WPI to 6.7-fold and 1.2-fold, respectively. The interaction between amino, carboxyl, sulfate, and hydroxyl groups from carbohydrates and protein could be observed, and notably, FUC could interact with CTS/COS preferentially to prevent CTS/COS from combining with WPI. In addition, the addition of FUC could also relieve the combination of CTS to trypsin, increasing the fluorescence intensity and concentration of trypsin by 83.3 % and 4.8 %, respectively. Thus, the present study demonstrated that FUC could alleviate the inhibitory effect of CTS/COS on protein digestion.
研究领域:
食品科学
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生物化学
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产品关联
DOI
PubMed
高影响因子
ACS Sustainable Chemistry & Engineering
·
2025
·
IF 7.3
Yu Zhang,Huai Liu,Rui Zhang,Wenlong Jia,Junhua Zhang,Lincai Peng
Simultaneous utilization of lignocellulose-related glucose and xylose to produce methyl levulinate (ML), a versatile industrial commodity, is important to fully expend biomass components. We herein report a promising catalytic protocol involving the Hβ zeolite in dimethoxymethane (DMM) and methanol (MeOH) cosolvent that enables the coconversion of glucose and xylose to ML under one-pot conditions. ML yield as high as 56% with a turnover frequency (TOF) of over 3.2 h–1 can be accomplished at 150 °C. Isomerization–dehydration of glucose/xylose represents the primary reaction path, whereas the production of glycosides through etherification constitutes the secondary reaction path. The suggested catalytic mechanism is the preferential adsorption of C–O–C and C–OH groups at different acid sites, which leads to the emergence of two distinct pathways for the conversion of glucose/xylose into ML. Hβ-25, featuring a high concentration of Lewis and Brønsted acid sites, facilitates two distinct pathways for the conversion of glucose/xylose into ML. DMM functions as a hydroxymethylation reagent in the conversion of xylose to ML and promotes the isomerization of glycosides via ether exchange reactions. This contribution devises an efficient strategy for producing ML from glucose and xylose while elucidating the reaction mechanism of a tailored monolithic catalytic system.
研究领域:
生物化学
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催化化学
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DOI
高影响因子
Foods
·
2019
·Vol. 8
·期 6
·181
·
IF 3.011
Rui Li,Qi Ding,Xin-Huai Zhao
The impact of milk fortification on the microbiological and physicochemical properties of a set-type skimmed yoghurt using three commercial soluble prebiotics (inulin, iso-malto-oligosaccharides, and xylo-oligosaccharides) at either 3 or 5 g/kg was assessed. The three prebiotics had an insignificant impact on yoghurt fermentation because all yoghurt samples had similar titratable acidity and similar pH values after their lactic acid fermentation. Regarding the control yoghurt samples without prebiotics usage, the prebiotics-fortified yoghurt samples showed no difference in their main chemical compositions, hardness, syneresis extent, and apparent viscosity (p> 0.05), but had a slightly higher lactic acid content and a viable quantity of starter strains. All yoghurt samples had the same acetic acid content, while propionic and butyric acids were not produced. Yoghurt storage at 4 °C for 21 day gave these yoghurt samples decreased pH values and a viable quantity of starter strains (especiallyLactobacillus delbrueckiisubsp.bulgaricus) and unchanged acetic acid; however, it increased lactic acid contents. Overall, prebiotics fortification up to 5 g/kg had a completely insignificant impact on the fermentation and quality attributes of yoghurt samples but could possibly improve the health of consumers due to higher dietary fibers and starter strain populations.Keywords:set-type skimmed yoghurt;inulin;iso-malto-oligosaccharides;xylo-oligosaccharides;yoghurt quality
研究领域:
食品科学
·
微生物学
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
·
2015
·
IF 2.128
Abubakr Musa,Ming Miao,Mohammed A.A. Gasmalla,Tao Zhang,Ahmed Eibaid,Waleed Aboshora,Bo Jiang
In this study, effect of shaking velocity on mono-glycosyl-stevioside production by Leuconostoc citreum SK24.002 alternansucrase acceptor reaction was investigated, with four different level of shaking velocity (75, 100, 125 and 150 rpm) up to 24 h at 25 °C, using sucrose as donor and stevioside as acceptor. The results revealed that mono-glycosyl-stevioside yield significantly increased with increase in the reaction shaking velocity and reached maximum yield of 3.78 ± .02 mg/mL at 150 rpm shaking velocity after 6 h of reaction. And an increase in the reaction shaking velocity up to 150 rpm reduced the final reaction time and increased the productivity of mono-glycosyl-stevioside product such that the high quantity of mono-glycosyl-stevioside product was produced in only 6 h rather than 24 h. The mono-glycosyl-stevioside product was completely separated using macroporous resin AB-8 flowed by semi-preparative HPLC. Macroporous resin AB-8 showed high selectivity and capacity toward mono-glycosyl-stevioside. The structure of mono-glycosyl-stevioside was characterized, as 13-{[α- d -glucopyranosyl-(1→6)-β- d -glucopyranosyl-(1→2)-β- d -glucopyranosyl]oxy}kaur-16-en-19-oic acid β- d -glucopyranosyl eater, a corroding to extensive 1D and 2D NMR (1H and 13C, COSY, HSQC, HMBC) and mass spectral data.
研究领域:
生物化学
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食品科学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）