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Scientific Reports · 2016 ·Vol. 6 ·期 1 ·1-9 · IF 5.228

Identification of structurally closely related monosaccharide and disaccharide isomers by PMP labeling in conjunction with IM-MS/MS

Yang Hongmei,Shi Lei,Zhuang Xiaoyu,Su Rui,Wan Debin,Song Fengrui,Li Jinying,Liu Shuying

It remains particularly difficult for gaining unambiguous information on anomer, linkage and position isomers of oligosaccharides using conventional mass spectrometry (MS) methods. In our laboratory, an ion mobility (IM) shift strategy was employed to improve confidence in the identification of structurally closely related disaccharide and monosaccharide isomers using IMMS. Higher separation between structural isomers was achieved using 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatization in comparison with phenylhydrazine (PHN) derivatization. Furthermore, the combination of pre-IM fragmentation of PMP derivatives provided sufficient resolution to separate the isomers not resolved in the IMMS. To chart the structural variation observed in IMMS, the collision cross sections (CCSs) for the corresponding ions were measured. We analyzed nine disaccharide and three monosaccharide isomers that differ in composition, linkages, or configuration. Our data show that coexisting carbohydrate isomers can be identified by the PMP labeling technique in conjunction with ion-mobility separation and tandem mass spectrometry. The practical application of this rapid and effective method that requires only small amounts of sample is demonstrated by the successful analysis of water-soluble ginseng extract. This demonstrated the potential of this method to measure a variety of heterogeneous sample mixtures, which may have an important impact on the field of glycomics.

研究领域: 分析化学 · 糖组学 · 生物医学
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Current Research in Food Science · 2022 · IF 6.269

Distinctive carbohydrate profiles of black ginseng revealed by IM-MS combined with PMP labeling and multivariate data analysis

Simeng Shao,Weiyin Xu,Zhaoyang Xie,Mengyuan Li,Jingli Zhao,Xinxin Yang,Peng Yu,Hongmei Yang

Despite the widely recognized importance of ginseng carbohydrates, their structural analysis is still challenging due to structural complexity. This study presents the first ion mobility-mass spectrometry (IM-MS) combined with 1-phenyl-3-methyl-5-pyrazolone (PMP) labeling and multivariate data analysis for profiling carbohydrates in the seven ginseng products. 11 carbohydrates were tentatively annotated, including 5 first found in ginseng, and three of them were solely detected in black ginseng (BG) samples, speculated as monosaccharides bearing various groups based on MS 2 analysis. Furthermore, 3D profiles of carbohydrates in IM-MS of the samples showed good discrimination between the varieties of ginseng which were classified into two groups utilizing carbohydrate contents by PLS-DA. The big difference between BG and the others may be ascribed to the repeated heating and steaming process for preparation of BG products. Our findings may provide insights into the differences in bioactivity of different ginseng varieties for future research and show a valuable methodology for discovering unknown carbohydrates.

研究领域: 植物化学 · 分析化学 · 生物信息学
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ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING · 2023 ·Vol. 48 ·期 12 ·16471-16482 · IF 2.9

Poly(4-Methyl-1-Pentene) (PMP) with Nano Fumed Silica as Filler for CO2/N2 Gas Separation

Zainuddin Muhd Izzudin Fikry,Ahmad Abdul Latif,Subramaniam Reasmyraj R.

Carbon dioxide (CO 2 ) separation with membrane technology has become the focus of researchers over the past decades due to its lower energy consumption and cheaper alternative. Mixed matrix membrane (MMM) of poly(4-methyl-1-pentene) (PMP) with nano fumed silica particles was studied to determine the feasibility of using MMM to separate CO 2 from nitrogen (N 2 ) gas. The critical concentration of PMP (7 wt%) was utilized to form the membrane in this study in order to ensure the polymer chain entanglement occurs to form a dense structure. Agglomeration of particle can be observed on the surface with scanning electron microscopy (SEM) imaging with 10 and 15 wt% of nano fumed silica loading in PMP matrix. This observation is further confirmed with energy-dispersive X-ray (EDX) mapping across the cross-sectional area which shows clustered nano fumed silica particle with loading of 10 and 15 wt%. With 7.5 wt% filler loading and at 1 bar, the MMM seems to give the best gas permeance performance with CO 2 permeance of 4.62 GPU (100.54 Barrer) and N 2 permeance of 0.20 GPU (4.31 Barrer) which makes the highest ideal selectivity to be about 23, which was the highest ideal selectivity achieved in this study. Meanwhile, when the pressure was increased from 1 to 7 bar, the CO 2 permeability increased almost linearly followed by a steady decline in CO 2 /N 2 ideal selectivity.

研究领域: 膜技术 · 气体分离 · 高分子科学 · 纳米复合材料 · 环境工程
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Advanced Membranes · 2025 · IF 9.5

Endothelial bionic-modified anti-thrombotic PMP hollow fiber membranes for dual-circulation artificial uterus system

Xing Lv,Xiaoyun Wang,Xing Zhang,Yangming Cheng,Huiqin Zhang,Yong Mei,Xufeng Chen,Ting He,Zhaoliang Cui

The Artificial Womb Technology (AWT) system is a piece of biomedical equipment that supports the in vitro development of extremely premature infants. The system draws fetal blood, oxygenates it, removes carbon dioxide (CO 2 ), and then delivers it back to the fetus. This prevents the fetus from switching to a pulmonary breathing pattern prematurely, which provides critical time for lung tissue development. Researchers have utilized extracorporeal membrane oxygenation (ECMO) technology to provide the fetus with oxygen. In this study, we developed a new method using artificial blood instead of maternal blood in a liquid-liquid dual-circulation. Additionally, since preterm infants require greater blood compatibility and the oxygenated membrane must have anticoagulant properties, the membrane was modified to enhance hemocompatibility and anticoagulant properties. PMP membranes were functionalized with polydopamine (PDA), after which (3-(methacrylamido) propyl) dimethyl (3-thiopropyl) ammonium hydroxide inner salt (SPP) and fondaparinux sodium were successively grafted. Protein adsorption reached 18.3 μg/cm 2 (64.3% reduction), while hemolysis rate dropped to 0.19% (85.4% reduction). The results confirm that the functionalized modified membrane not only meets the blood compatibility requirements of the dual-circulation system but also accurately replicates the recurrent process of fetal-maternal gas exchange through its biomimetic design, providing key technical support for the clinical translation of the AWT system.

CAS / MDL: 9048-46-8
研究领域: 生物医学工程 · 人工器官 · 膜技术 · 纳米生物技术 · 再生医学 · 新生儿护理
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CARBOHYDRATE RESEARCH · 2015 · IF 1.929

Determination of the degree of acetylation and the distribution of acetyl groups in chitosan by HPLC analysis of nitrous acid degraded and PMP labeled products

Zhangrun Han,Yangyang Zeng,Hong Lu,Lijuan Zhang

Chitin is one of the most abundant polysaccharides on earth. It consists of repeating β-1,4 linked N-acetylated glucosamine (A) units. Chitosan is an N-deacetylated product of chitin. Chitosan and its derivatives have broad medical applications as drugs, nutraceuticals , or drug delivery agents. However, a reliable analytical method for quality control of medically used chitosans is still lacking. In current study, nitrous acid was used to cleave all glucosamine residues in chitosan into 2,5-anhydromannose (M) or M at the reducing end of di-, tri-, and oligosaccharides . PMP , i.e. 1-phenyl-3-methyl-5-pyrazolone, was used to label all the Ms. Online UV detection allowed quantification of all M-containing UV peaks whereas online MS analysis directly identified 11 different kinds of mono-, di-, tri-, and oligosaccharides that correlated each oligosaccharide with specific UV peak after HPLC separation. The DA (degree of acetylation) for chitosans was calculated based on the A/(A+M) value derived from the UV data. This newly developed method had several advantages for quality control of chitosan: 1. the experimental procedures were extensively optimized; 2. the reliability of the method was confirmed by online LC-MS analysis; 3. the DA value was obtainable based on the UV data after HPLC analysis, which was comparableto that of 1 H NMR and conductometric titration analyses; 4. finally and most importantly, this method could be used to obtain the DA as well as chemical acetylation/deacetylation mechanisms for chitosan by any laboratory equipped with a HPLC and an online UV detector.

CAS / MDL: 9012-76-4
研究领域: 分析化学 · 药学 · 生物技术
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JOURNAL OF MEMBRANE SCIENCE · 2025 · IF 9

Construction of bionic enzyme gas channels on the surface of PMP hollow fiber membrane for rapid CO2 removal in ECCO2R system

Xiaoyun Wang,Keyi Wang,Xing Lv,Jiangwei Chen,Qingguo Li,Rizhi Chen,Huiqin Zhang,Yangming Cheng,Ting He,Zhaoliang Cui

The extracorporeal carbon dioxide removal (ECCO 2 R) system is a life-support technique that has been shown to facilitate a protective ventilation strategy. When the lung disease cannot remove carbon dioxide (CO 2 ) in time, resulting in CO 2 retention, ECCO 2 R is used to remove the excess CO 2 . As the key component of the artificial lung, the gas transport performance of the membrane determines the CO 2 removal capacity of the membrane lung, which should present high CO 2 selectivity to increase the efficient CO 2 removal rate. In this study, a biomimetic metalloenzyme, ZIF-8-NH 2 , was prepared to mimic the function of carbonic anhydrase (CA). The pore in ZIF-8-NH 2 was constructed to act as gas channel, in order to enhance the CO 2 /O 2 selectivity. ZIF-8-NH 2 /Pebax, which has functions similar to those of CA and gas channel (AQP1), was coated on the surface of poly(4-methyl-1-pentene) (PMP) membranes to fabricate the composite membrane. The results confirmed that the CO 2 /O 2 selectivity of the ZIF-8-NH 2 /Pebax composite membrane was 7.4, which was 7.5 times higher than that of the pristine PMP membrane (1.0). The protein adsorption and thrombin time were 35.5 % lower and 34.4 % higher than those of PMP hollow fiber membrane (44.9 μg/cm 2 and 27.6 s), respectively. These results demonstrated that the prepared composite membrane possessed good blood compatibility. Additionally, an in-vitro blood circulation device was established to comparatively evaluate the hemocompatibility and CO 2 removal efficiency of PMP and the composite membrane modules under dynamic blood flow. Meanwhile, the corresponding results exhibited that the modified coating has good biosafety, implying that the mentioned materials can be safely applied in clinical trials.

CAS / MDL: 9048-46-8
研究领域: 生物医学工程 · 膜科学 · 仿生材料 · 人工肺技术 · 气体分离
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JOURNAL OF MEMBRANE SCIENCE · 2024 · IF 8.4

Improvement hemocompatibility of antithrombotic PMP hollow fiber membranes based on the modification of zwitterionic polymer in ECMO application

Ting He,Xiaoyun Wang,Zhaoyun Sun,Jiangwei Chen,Yangming Cheng,Qiang Chen,Rizhi Chen,Qingguo Li,Zhaoliang Cui

Extracorporeal membrane oxygenation (ECMO) system is a life-supporting technique that plays an important role in cardiopulmonary failure or heart transplantation. Blood passes through the oxygenator to expel carbon dioxide (CO 2 ) produced during the metabolic processes while supplementing the blood with oxygen (O 2 ) to maintain the patient's life. As the key part of the oxygenator, the membranes come into direct contact with the blood for gases exchange. Therefore, membranes should possess excellent hemocompatibility to inhibit thrombosis and hemolysis. In this work, an antithrombotic coating was constructed on the surface of poly-4-methyl-1-pentene (PMP) hollow fiber membranes based on the co-deposition of zwitterionic polymer and dopamine to reduce the protein adsorption and improve hemocompatibility of the pristine PMP membranes. The experimental results were confirmed that the protein adsorption and the clotting time of the modification coating on the surface of PMP hollow fiber membranes were 16.3 μg/cm 2 and 643 s, which were 70.58 % lower and 36.8 % higher than that of the commercial PMP hollow fiber membranes (55.4 μg/cm 2 and 470 s), respectively. Test devices of in vitro blood circulation and in vivo circulation in animals were established to evaluate blood compatibility and the blood-gas exchange performance of as-prepared membrane modules, respectively, the evaluation conditions of which are similar to those of the real ECMO system. Meanwhile, the corresponding results exhibited that the poly (sulfobetaine methacrylate) (PSBMA) modified coating had good oxygenation performance and biosafety, implying that the zwitterionic polymer could provide excellent hemocompatibility for gas-blood exchange membranes in ECMO systems.

CAS / MDL: 9048-46-8
研究领域: 生物医学工程 · 材料科学 · 血液动力学 · 医疗器械
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JOURNAL OF MEMBRANE SCIENCE · 2022 · IF 10.53

A novel poly (4-methyl-1-pentene)/polypropylene (PMP/PP) thin film composite (TFC) artificial lung membrane for enhanced gas transport and excellent hemo-compatibility

Yiwen Wang,Yang Liu,Qiu Han,Haibo Lin,Fu Liu

Extracorporeal membrane oxygenation is a technique that provides short-term supports to the heart and lungs. It removes CO 2 from the blood and provides enough oxygen, which is a huge help in the fight against COVID-19. As the key component, the artificial lung membranes have evolved in three generations including silicon, polypropylene and poly (4-methyl-1-pentene). Herein, we for the first time design and fabricate a novel poly (4-methyl-1-pentene)/polypropylene (PMP/PP) thin film composite (TFC) membrane with the anticoagulant coating composed of poly (sodium 4-styrenesulfonate) and cross-linked poly (vinyl alcohol). Poly (sodium 4-styrenesulfonate) provides sulfonic acid groups to inhibit the coagulant factors (FVIII and FXII), and cross-linked poly (vinyl alcohol) increase the stability of the anticoagulant coating and further improve the hydrophilicity via abundant hydroxyl groups to depress the protein adsorption. Long-term anticoagulant property was demonstrated by whole human blood for 28 days. Blood compatibility was evaluated by hemolysis rate, anticoagulation activity (APTT, TT and PT), complement activation, platelet activation and contact activation. Pure CO 2 , O 2 and N 2 permeation rates were determined to evaluate the mass transfer properties of PMP/PP TFC membranes. Gas permeation results revealed that gas permeation flux increased in the TFC membranes because of the decrease of crystallinity. Overall, the so prepared PMP/PP membrane shows good CO 2 /O 2 selectivity and blood compatibility as novel TFC artificial lung membrane.

研究领域: 生物医学工程 · 材料科学 · 医疗器械 · 血液相容性 · 气体分离膜
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Advanced Membranes · 2023 · IF 0

Fabrication of anti-leakage Hyflon AD/Poly(4-methyl-1-pentene) hollow fiber composite membrane for an extra-corporeal membrane oxygenation (ECMO) system

Ting He,Yinchao Jin,Jie Li,Zhaoyun Sun,Zhaohui Wang,Qingguo Li,Rizhi Chen,Zhaoliang Cui,Young Moo Lee,Enrico Drioli

Extra-corporeal membrane oxygenation (ECMO) systems can perform the roles of the human heart and lungs to realize extra-corporeal oxygenation of blood. This system mainly depends on the gas-blood exchange membrane, the quality of which impacts the oxygenation performance. Currently, the most widely used gas-blood exchange membrane is made of poly(4-methyl-1-pentene) (PMP) hollow fibers. However, plasma leakage often occurs during clinical applications, which decreases the oxygenation performance and the service life and may endanger the patient's life in serious cases. In this work, Hyflon AD/PMP hollow fiber composite membranes were prepared by coating Hyflon AD on the surfaces of PMP hollow fibers to form ultra-thin, dense layers. Compared the plasma leakage time of the composite membrane with that of the pristine PMP membrane, the Hyflon AD60 layer showed great improvement in anti-leakage performance. The Hyflon AD60/PMP hollow fiber composite membrane possessed lower platelet adhesion and protein adhesion than that of the PMP membrane, indicating better blood compatibility of the Hyflon AD60 membrane. Cytotoxicity experiments were conducted to further confirm the biosafety of Hyflon AD60 as a blood contact medical membrane material. Gas permeance and oxygenation performance of the Hyflon AD60/PMP hollow fiber composite membrane were tested to ensure gas exchange efficiency during the gas separation process. Therefore, the optimized Hyflon AD60/PMP hollow fiber composite membrane has potential for clinical use.

研究领域: 生物医学工程 · 膜科学 · 体外膜肺氧合
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ANALYTICA CHIMICA ACTA · 2013 · IF 4.387

Identification of isomeric disaccharides in mixture by the 1-phenyl-3-methyl-5-pyrazolone labeling technique in conjunction with electrospray ionization tandem mass spectrometry

Debin Wan,Hongmei Yang,Fengrui Song,Zhiqiang Liu,Shuying Liu

1-Phenyl-3-methyl-5-pyrazolone (PMP) labeling technique has hitherto proved to be a convenient and sensitive method for separating and detecting oligosaccharides. However, the detailed fragmentation of the derivatives by tandem mass spectrometry has been reported limitedly and no characteristic fragment ions for isomers have been detected. In this study, eight disaccharide isomers were labeled with PMP and analyzed by positive ion electrospray ionization multi-stage tandem mass spectrometry (ESI-MS n ). In comparison with the native disaccharides, PMP labeled disaccharides gave rise to more fragment ions in the tandem mass spectra. The distinctive diagnostic fragment ions formed from cleavage of C C bonds have been detected in the fragmentation of PMP-labeled disaccharide linkage isomers, allowing unambiguous assignment of the position of the glycosidic linkages. This feature is particularly useful for the structural determination of unknown isomeric disaccharides mixed together. In addition, the anomeric configurations can also be easily assigned based on the relative abundance ratios of the selected ion pairs. To verify the feasibility of the method used in the analysis of natural product, water soluble Panax Ginseng extract has been further investigated to identify its unknown disaccharides. The results confirmed that the PMP labeling technique in conjunction with ESI-MS n could offer a powerful and convenient tool for differentiation of structurally closely related isomers, even the unknown mixtures of isomeric disaccharides with different linkage types.

研究领域: 分析化学 · 生物化学
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CARBOHYDRATE RESEARCH · 2024 · IF 2.4

Sensitive, precise fingerprint profiling for monosaccharide analysis of Bacillus Calmette-Guérin polysaccharide and nucleic acid isolates

Lan Luo,Lisha Lin,Sheng Huang,Yunxi Zhou,Shengmei Yang,Yan Zhu,Lanyan Zhang,Donghua Xiong,Yongsheng Wu,Mingyi Wu

A sensitive and precise HPLC-DAD method with pre-column PMP derivatization was established and validated, for analyzing the polysaccharides in Bacillus Calmette-Guérin polysaccharide and nucleic acid (BCG-PSN) isolates, after acid hydrolysis. And the HPLC fingerprint profiling was used to analyze its monosaccharide composition. The monosaccharide concentration-peak area calibration curve was of good linearity (R 2  > 0.99), over the range of 0.016–0.08 mg/mL for mannose or 0.24–1.20 mg/mL for glucose, with high recovery of 93–105 % for quality control samples. The intra-day RSD values of mannose and glucose concentration were less than 2.5 % and 2.1 %, respectively, and their inter-day RSD values were less than 4.3 % and 2.2 %, respectively, and remained stable for up to 14 days. This method also remained durable against changes in chromatographic parameters, but it's susceptible to the flow rate of mobile phase. Additionally, the method was applied to analyze the content of mannose and glucose in 22 batches BCG-PSN powder and 17 batches BCG-PSN injection. The results showed that the HPLC-DAD fingerprint spectra of all the BCG-PSN powder and BCG-PSN injection samples had a high degree of similarity, with the similar indexes up to 0.999 and 0.998, respectively. The HPLC-DAD method with pre-column PMP derivatization is highly rapid, effective, visual, and accurate for determination of monosaccharide contents. The validated method was successfully applied to the analysis of polysaccharide in both BCG-PSN powder and injection.

CAS / MDL: 89-25-8
研究领域: 生物化学 · 药物分析 · 医学
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JOURNAL OF MEMBRANE SCIENCE · 2023 · IF 9.5

Engineering metal-covalent organic framework-based hybrid oxygenation membranes for facilitated blood-gas exchange

Yuhang Guo,Fusheng Pan,Guangzhaoyao Yang,Runnan Zhang,Shiyao Yu,Yuhan Wang,Ziting Zhu,Wenqing Gao,Zhiming Zhang,Tong Li,Zhongyi Jiang

Oxygenation membranes operate as indirectly contacting barriers between blood and gas in extracorporeal membrane oxygenation (ECMO), improving oxygenation and removing carbon dioxide from blood. However, the low gas exchange efficiency of the current poly (4-methyl-1-pentene) (PMP) artificial lung membrane results in a high prime volume. Facilitated transport membrane is a fascinating strategy to construct high-performance membranes for blood-gas exchange. This study put forward hybrid strategy by using metal-covalent organic frameworks (MCOFs) to construct facilitated transport membrane of PMP flat membranes and hollow fiber membranes (HFMs) via thermally induced phase separation (TIPS) to achieve facilitated blood-gas exchange. Cu-TAPB-COF nanosheets (CuCON) with framework structure and abundant active metal sites were synthetized and introduced into PMP to construct hybrid oxygenation membranes, reducing the resistance of gas exchange channels and ensuring the high affinity toward CO 2 and O 2 . Cu + and benzene rings existed in aromatic skeleton as well as the tunable structure, that could ensure the stability of MCOF and the uniform distribution of facilitated transport sites. The prepared PMP-CuCON-1 HFMs exhibited O 2 and CO 2 exchange rate of ∼467.5 ml min −1 m −2 and ∼309.1 ml min −1 m −2 in blood gas exchange process, which was 143.1% and 261.3% higher than the commercial PMP HFM, respectively. Asymmetric structure ensured resistance to plasma leakage for more than two weeks, and Cu + kept stable in CuCON and hybrid membranes. The hybrid membrane exhibited superior blood-gas exchange performance and good hemocompatibility, possessing great potential for application.

研究领域: 生物医学工程 · 材料科学 · 人工器官研究
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