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Removable Dyes—The Missing Link for In-Depth N-glycan Analysis via Multi-Method Approaches

Samanta Cajic,René Hennig,Valerian Grote,Udo Reichl,Erdmann Rapp,

Engineering doi: 10.1016/j.eng.2023.02.016

Abstract: As the roles of glycans in health and disease continue to be unraveled, it is becoming apparent that glycans’ immense complexity cannot be ignored. To fully delineate glycan structures, we developed an integrative approach combining a set of cost-effective, widespread, and easy-to-handle analytical methods. The key feature of our workflow is the exploitation of a removable fluorescent label—exemplified by 9-fluorenylmethyl chloroformate (Fmoc)—to bridge the gap between diverse glycoanalytical methods, especially multiplexed capillary gel electrophoresis with laser-induced fluorescence detection (xCGE-LIF) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Through the detailed structural analysis of selected, dauntingly complex N-glycans from chicken ovalbumin, horse serum, and bovine transferrin, we illustrate the capabilities of the presented strategy. Moreover, this approach “visualizes” N-glycans that have been difficult to identify thus far—such as the sulfated glycans on human immunoglobulin A—including minute changes in glycan structures, potentially providing useful new targets for biomarker discovery.

Keywords： Glycoproteins     N-glycans     Reversible labeling     Hydrophilic interaction liquid chromatography     Capillary gel    

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Removable Dyes—The Missing Link for In-Depth N-Glycan Analysis via Multi-Method Approaches Article

Samanta Cajic, René Hennig, Valerian Grote, Udo Reichl, Erdmann Rapp

Engineering 2023, Volume 26, Issue 7,   Pages 132-150 doi: https://doi.org/10.1016/j.eng.2023.02.016

Abstract:

As the roles of glycans in health and disease continue to be unraveled, it is becoming apparent that glycans'  immense complexity cannot be ignored. To fully delineate glycan structures, we developed an integrative approach combining a set of cost-effective, widespread, and easy-to-handle analytical methods. The key feature of our workflow is the exploitation of a removable fluorescent label—exemplified by 9-fluorenylmethyl chloroformate (Fmoc)—to bridge the gap between diverse glycoanalytical methods, especially multiplexed capillary gel electrophoresis with laser-induced fluorescence detection (xCGE-LIF) and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Through the detailed structural analysis of selected, dauntingly complex N-glycans from chicken ovalbumin, horse serum, and bovine transferrin, we illustrate the capabilities of the presented strategy. Moreover, this approach "visualizes" N-glycans that have been difficult to identify thus far—such as the sulfated glycans on human immunoglobulin A—including minute changes in glycan structures, potentially providing useful new targets for biomarker discovery.

Keywords： Glycoproteins     N-glycans     Reversible labeling     Hydrophilic interaction liquid chromatography     Capillary    

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Trace analysis of off-flavor/odor compounds in water using liquid-liquid microextraction coupled withgas chromatography—positive chemical ionization-tandem mass spectrometry

Jian LU,Paul S. WILLS,P. CHRIS WILSON

Frontiers of Environmental Science & Engineering 2016, Volume 10, Issue 3,   Pages 477-481 doi: 10.1007/s11783-015-0820-z

Abstract: friendly method was developed for analysis of off-flavor/odor compounds in fresh and salt water using gas chromatography

Keywords： off-flavor/odor compounds     liquid-liquid microextraction     gas chromatography-tandem mass spectrometry    

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Fast determination of tobramycin by reversed-phase ion-pair high performance liquid chromatography with

Liang ZHU, Jingkang WANG

Frontiers of Chemical Science and Engineering 2013, Volume 7, Issue 3,   Pages 322-328 doi: 10.1007/s11705-013-1348-z

Abstract: This method used reversed-phase ion-pair high performance liquid chromatography (HPLC) with a refractive

Keywords： tobramycin     aminoglycoside     refractive index detector     high-performance liquid chromatography     ion-pairing    

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Simultaneous quantification of several classes of antibiotics in water, sediments, and fish muscles by liquidchromatography–tandem mass spectrometry

WEI Yimei,ZHANG Yuan,XU Jian,GUO Changsheng,LI Lei,FAN Wenhong

Frontiers of Environmental Science & Engineering 2014, Volume 8, Issue 3,   Pages 357-371 doi: 10.1007/s11783-013-0580-6

Abstract: samples, drugs were extracted with solid-phase extraction (SPE) by passing 1000 mL of water through hydrophilicLiquid chromatography–tandem mass spectrometry (LC-MS/MS) with multiple reaction monitoring (MRM) detection

Keywords： antibiotics     liquid chromatography–tandem mass spectrometry (LC-MS/MS)     water     sediment     fish muscle    

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An efficient resin for solid-phase extraction and determination by UPLCMS/MS of 44 pharmaceutical personal care products in environmental waters

Feng Zhu, Zhijian Yao, Wenliang Ji, Deye Liu, Hao Zhang, Aimin Li, Zongli Huo, Qing Zhou

Frontiers of Environmental Science & Engineering 2020, Volume 14, Issue 3, doi: 10.1007/s11783-020-1228-y

Abstract: A hydrophilic resin (GCHM) was facile synthesis and characterized.In this study, a hydrophilic resin named GCHM was fabricated based on poly(N-vinyl pyrrolidone-co-divinylbenzeneSPE with home-made hydrophilic polymeric sorbent followed by ultra-performance liquid chromatography

Keywords： Hydrophilic resin     Solid phase extraction     Pharmaceuticals and personal care product     Ultra-performanceliquid chromatography and tandem mass spectrometry     Environmental water    

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Application of high-speed counter-current chromatography coupled with high performance liquid chromatography

Shengguo DENG, Zeyuan DENG, Yawei FAN, Jing LI, Rong LIU, Dongmei XIONG,

Frontiers of Chemical Science and Engineering 2009, Volume 3, Issue 4,   Pages 375-382 doi: 10.1007/s11705-009-0247-9

Abstract: -β-D-glucopyranoside was separated and purified by semi-preparative high-speed counter-current chromatographyof 5.0mg of the targeted compound with a purity of 98.6% as determined by high performance liquidchromatography (HPLC) was obtained from 100m g of the crude extract cleaned up by AB-8 macroporous

Keywords： two-phase-solvent     flavonoid glycoside     high-speed counter-current     macroporous     counter-current chromatography    

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Detecting

Chengkun WANG, Xiaojian ZHANG, Jun WANG, Chao CHEN

Frontiers of Environmental Science & Engineering 2012, Volume 6, Issue 6,   Pages 770-777 doi: 10.1007/s11783-012-0412-0

Abstract: An ultra-performance liquid chromatography-tandem mass spectrometry method with solid phase extraction

Keywords： N-nitrosamines     water treatment plant     distribution system     ultra-performance liquid chromatography-tandem    

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Characteristics and removal mechanism of the precursors of N-chloro-2,2-dichloroacetamide in a drinking water treatment process at Taihu Lake

Frontiers of Environmental Science & Engineering 2021, Volume 15, Issue 5, doi: 10.1007/s11783-020-1338-6

Abstract:

• N-Cl-DCAM, an emerging N-DBP in drinking water was investigated.

Keywords： N-chloro-2     2-dichloroacetamide     Liquid chromatography with tandem mass spectrometry     Precursors     Removal    

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Effects of fatty acid chain length and degree of unsaturation on the surface activities of monoacyl trehaloses

Yue-E SUN, Wenshui XIA, Xueyan TANG, Zhiyong HE, Jie CHEN,

Frontiers of Chemical Science and Engineering 2009, Volume 3, Issue 4,   Pages 407-412 doi: 10.1007/s11705-009-0255-9

Abstract: Monoacyl trehaloses were enzymatically synthesized and purified with silica gel column chromatographyand semi-preparative high-performance liquid chromatography (HPLC), and the purity of products was identified

Keywords： high-performance liquid     tension     different     spectrometry     chromatography    

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Hydrophilic/underwater superoleophobic graphene oxide membrane intercalated by TiO

Zhichao Wu, Chang Zhang, Kaiming Peng, Qiaoying Wang, Zhiwei Wang

Frontiers of Environmental Science & Engineering 2018, Volume 12, Issue 3, doi: 10.1007/s11783-018-1042-y

Abstract: In this study, the hydrophilic/underwater superoleophobic membrane with enhanced water permeability andGO/TiO membrane exhibits hydrophilic and underwater superoleophobic properties with water contact angle

Keywords： Hydrophilic     Superoleophobic     Graphene oxide     Membrane     Titanium dioxide nanotubes     Oil-water separation    

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Perfluorocarboxylic acids (PFCAs) and perfluoroalkyl sulfonates (PFASs) in surface and tap water around Lake Taihu in China

Yong QIU, He JING, Hanchang SHI,

Frontiers of Environmental Science & Engineering 2010, Volume 4, Issue 3,   Pages 301-310 doi: 10.1007/s11783-010-0236-8

Abstract: Perfluorinated compounds (PFCs) are ubiquitously distributed in the environment mainly as perfluoro-carboxylic acids (PFCAs) and perfluoroalkyl sulfonates (PFASs). In this paper, six PFCAs and two PFASs were quantified in surface and tap water samples from 12 sites around Lake Taihu near Shanghai City in East China. Predominant PFCs were perfluorooctanoic acid (PFOA) and perfluorooctane sulfonate (PFOS), of which the concentration ranges were 6.8–206 and 1.2–45 ng·L, the geometric means were 35.3 and 9.4 ng·L, and the median (quartile range) values were 31.4 (34.4) and 10.4 (10.7) ng·L, respectively. Other PFCs were also detected but in much lower concentrations than PFOA. The sources of the PFCs were expected to be direct industrial discharges in the Lake Taihu area, and this area was also a possible source of PFCs contaminations in Shanghai district in the downstream. PFCs distributions were found different in the upstream, downstream and north part of Lake Taihu. Occurrences of PFCs in the tap water in Lake Taihu area indicated their exposure to the local people. A brief estimation of the environmental risks by PFCs implied no acute or immediate risks from PFCs to local human health, but chronic risks from PFOA in the tap water should be considered in the downstream regions.

Keywords： perfluorocarboxylic acids (PFCAs)     perfluoroalkyl sulfonates (PFASs)     Lake Taihu area     ultra performance liquidchromatography with tandem mass spectrometry (UPLC-MS)    

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High-throughput metabolomics reveals the perturbed metabolic pathways and biomarkers of Yang Huang syndrome as potential targets for evaluating the therapeutic effects and mechanism of geniposide

Heng Fang, Aihua Zhang, Xiaohang Zhou, Jingbo Yu, Qi Song, Xijun Wang

Frontiers of Medicine 2020, Volume 14, Issue 5,   Pages 651-663 doi: 10.1007/s11684-019-0709-5

Abstract: Urine metabolic data were quantified by ultra-performance liquid chromatography–tandem mass spectrometryThese differential metabolites directly participated in the disturbance of phase I reaction and hydrophilic

Keywords： metabolomics     liquid chromatography-mass spectrometry     metabolites     metabolic pathways    

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Combining extractive heterogeneous-azeotropic distillation and hydrophilic pervaporation for enhanced

Eniko Haaz, Botond Szilagyi, Daniel Fozer, Andras Jozsef Toth

Frontiers of Chemical Science and Engineering 2020, Volume 14, Issue 5,   Pages 913-927 doi: 10.1007/s11705-019-1877-1

Abstract: A new method which combines extractive heterogeneous-azeotropic distillation (EHAD) and hydrophilic pervaporation

Keywords： hydrophilic pervaporation     non-ideal mixture     modelling     extractive heterogeneous-azeotropic distillation    

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Experimental investigations of frost release by hydrophilic surfaces

Zhongliang LIU, Lingyan HUANG, Yujun GOU, Yaomin LIU

Frontiers in Energy 2010, Volume 4, Issue 4,   Pages 475-487 doi: 10.1007/s11708-010-0114-x

Abstract: In this paper, a kind of hydrophilic polymer paint is formulated to counteract frost deposition on coldTo test the antifrosting performance of the hydrophilic paint under more practical conditions, it isExperimental observations also show that the coated hydrophilic fins are free of frost deposition during

Keywords： frost formation     hydrophilicity     heat and mass transfer     performance    

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Title Author Date Type Operation

Removable Dyes—The Missing Link for In-Depth N-glycan Analysis via Multi-Method Approaches

Samanta Cajic,René Hennig,Valerian Grote,Udo Reichl,Erdmann Rapp,

Journal Article

Removable Dyes—The Missing Link for In-Depth N-Glycan Analysis via Multi-Method Approaches

Samanta Cajic, René Hennig, Valerian Grote, Udo Reichl, Erdmann Rapp

Journal Article

Trace analysis of off-flavor/odor compounds in water using liquid-liquid microextraction coupled withgas chromatography—positive chemical ionization-tandem mass spectrometry

Jian LU,Paul S. WILLS,P. CHRIS WILSON

Journal Article

Fast determination of tobramycin by reversed-phase ion-pair high performance liquid chromatography with

Liang ZHU, Jingkang WANG

Journal Article

Simultaneous quantification of several classes of antibiotics in water, sediments, and fish muscles by liquidchromatography–tandem mass spectrometry

WEI Yimei,ZHANG Yuan,XU Jian,GUO Changsheng,LI Lei,FAN Wenhong

Journal Article

An efficient resin for solid-phase extraction and determination by UPLCMS/MS of 44 pharmaceutical personal care products in environmental waters

Feng Zhu, Zhijian Yao, Wenliang Ji, Deye Liu, Hao Zhang, Aimin Li, Zongli Huo, Qing Zhou

Journal Article

Application of high-speed counter-current chromatography coupled with high performance liquid chromatography

Shengguo DENG, Zeyuan DENG, Yawei FAN, Jing LI, Rong LIU, Dongmei XIONG,

Journal Article

Detecting

Chengkun WANG, Xiaojian ZHANG, Jun WANG, Chao CHEN

Journal Article

Characteristics and removal mechanism of the precursors of N-chloro-2,2-dichloroacetamide in a drinking water treatment process at Taihu Lake

Journal Article

Effects of fatty acid chain length and degree of unsaturation on the surface activities of monoacyl trehaloses

Yue-E SUN, Wenshui XIA, Xueyan TANG, Zhiyong HE, Jie CHEN,

Journal Article

Hydrophilic/underwater superoleophobic graphene oxide membrane intercalated by TiO

Zhichao Wu, Chang Zhang, Kaiming Peng, Qiaoying Wang, Zhiwei Wang

Journal Article

Perfluorocarboxylic acids (PFCAs) and perfluoroalkyl sulfonates (PFASs) in surface and tap water around Lake Taihu in China

Yong QIU, He JING, Hanchang SHI,

Journal Article

High-throughput metabolomics reveals the perturbed metabolic pathways and biomarkers of Yang Huang syndrome as potential targets for evaluating the therapeutic effects and mechanism of geniposide

Heng Fang, Aihua Zhang, Xiaohang Zhou, Jingbo Yu, Qi Song, Xijun Wang

Journal Article

Combining extractive heterogeneous-azeotropic distillation and hydrophilic pervaporation for enhanced

Eniko Haaz, Botond Szilagyi, Daniel Fozer, Andras Jozsef Toth

Journal Article

Experimental investigations of frost release by hydrophilic surfaces

Zhongliang LIU, Lingyan HUANG, Yujun GOU, Yaomin LIU

Journal Article