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Zwitterion
JOURNAL OF MEMBRANE SCIENCE · 2024 · IF 8.4

Custom-tailoring zwitterion-based nanofiltration membranes for organic molecule desalination with sub-200 Da molecular weight

Bin Wu,Weiyi Fan,Ruochen Wang,Naixin Wang,Yue Shen,Mwema Wanjiya,Yanhui Wu,Quan-Fu An

Organic molecule desalination with nanofiltration has important practical application significance. Zwitterion-based nanofiltration membranes (ZNFMs) with selective channels for monovalent salts have been prepared to improve the separation performance. However, most ZNFMs tend to be restricted by their loose structures, which results in unsatisfactory rejection for small molecules with sub-200 Da molecular weight. In this study, a synchronous modification strategy during the heat treatment of interfacial polymerization was proposed, in which various multi-amine solutions were employed as the novel medium of heat treatment to regulate the structures of ZNFMs. The pore size distribution of membranes could be narrowed to a certain degree through cross-linking by corresponding multi-amines. The optimized ZNFMs exhibited excellent retention to small molecules. For example, the retention of glucose was dramatically increased to 96.5%. Meanwhile, the ZNFMs also had low rejection for monovalent salts, such as KCl (26.7 %). Consequently, the separation factor between glucose and KCl reached 21.2, which demonstrated a great potential for organic molecule desalination with sub-200 Da molecular weight.

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CHEMICAL ENGINEERING JOURNAL · 2022 · IF 16.744

Introducing self-assembly effect in adsorption process for efficient uranium extraction by zwitterion highly-functionalized fibers

Hao Li,Luyan Li,Jun Wen,Gang Ye,Jing Chen,Xiaolin Wang

Polymeric adsorbents play a crucial role in the extraction of uranium from seawater and nuclear wastewater for the removal and recovery of uranium. However, traditional polymeric uranium adsorbents rely on the coordination between uranyl and ligands, and the uranyl/ligand stoichiometric ratio is generally ≤ 1:1, further limiting their adsorption performances. Herein, phosphorylcholine (PC), a phosphate-containing zwitterionic group, is highly-functionalized on fibers to construct a novel uranium adsorbent denoted by PAN-PC. Interestingly, PAN-PC performs an unprecedented self-assembly effect toward uranyl in the adsorption process. Further investigation reveals that three factors, i) the strong coordination and electrostatic interactions, ii) the zwitterionic nature of PC, and iii) the existence of abundant PC, induce the self-assembly of uranyl on PAN-PC as reverse micelle-like structures. Moreover, the excellent mass transfer performance of PAN-PC contributes to the sufficient utilization of ligands. Consequently, PAN-PC exhibits an ultrahigh stoichiometric ratio > 5:1 and a remarkable adsorption capacity of 2658 mg g −1 , which significantly exceeds all reported polymeric uranium adsorbents. Furthermore, the practicality of PAN-PC is also verified in seawater and simulated nuclear wastewater. This is the first adsorbent that introduces the self-assembly effect for significantly enhancing the adsorption performance. This work provides a novel strategy to develop efficient adsorbents for metal ions.

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ACS Applied Polymer Materials · 2024 · IF 4.4

Zwitterion-Incorporated Antifreeze Hydrogel with Highly Stretchable, Transparent, and Self-Adhesive Properties for Flexible Strain Sensors

Hui Peng,Lili Hao,Xusheng Zhang,Kanjun Sun,Xin Wang,Fan Yang,Guofu Ma

Hydrogels are considered to be one of the most promising flexible sensing materials for a variety of practical applications. However, hydrogels usually freeze at temperatures below freezing and lose their inherent properties. Thus, it is highly desirable to prepare hydrogels that can simultaneously have excellent mechanical properties and antifreezing properties at low temperatures. Herein, a facile photoinitiated polymerization strategy is employed to introduce zwitterionic proline (ZP) into the flexible poly(2-hydroxyethyl acrylate) (PHEA) matrix to prepare a stretchable and adhesive PHEA/ZP hydrogel with good freezing-tolerant properties. Due to the presence of abundant hydrogen bonds and electrostatic interaction forces, the obtained PHEA/ZP hydrogel exhibits excellent mechanical properties (stretch of 810%), a self-adhesive nature, high transparency (>90%), and rapid electrical self-healing capability. More importantly, the presence of ZP endows the hydrogel with considerable antifreeze properties, making it completely transparent and stretchable even at −40 °C. In addition, the use of PHEA/ZP hydrogel as a flexible strain sensor can accurately monitor human motions, such as the flexion of human limbs and joint microstress. Therefore, antifreeze hydrogel assisted by zwitterions enables wearable flexible sensors for motion detection at room temperature and low temperature, which has great potential in the field of flexible sensors.

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Journal of Biomedical Nanotechnology · 2023 ·Vol. 19 ·期 8 ·1495-1502 · IF 2.9

A Novel Silica Hybrid Nanoparticle with Zwitterion-Functionalized Polymer Chains for Highly Efficient N-Glycan Enrichment

Pan Yiting,Bai Haihong,Zhang Guocheng,Liu Wei,Wu Yanqi,Chen Hui,Tian Ying,Yang Zhenqi,Feng Duan,Liu Jiaqi,Wu Dan

N-Glycosylation is one of the most common and important protein posttranslational modifications. Structural aberrations of the N-glycans branching from glycoproteins are closely related to various disease occurrences and progressions. Therefore, global systematic identification of disease-related N-glycans not only largely facilitates the understanding of their cellular functions but also promotes the development of new diagnostic and therapeutic biomarkers. However, N-glycans are low in abundance and hydrophilic, thereby hindering high-throughput, and large-scale N-glycan analysis and N-glycoproteome research. Here, a zwitterion-functionalized polymer brush-grafted silica hybrid hydrophilic material (poly-SBMA-S) was fabricated by in situ growth of polymeric [2-(methacryloyloxy)ethyl]dimethyl(3-sulfopropyl)ammonium hydroxide (SBMA) chains on porous silica particles through a surface-initiated atom transfer radical polymerization technique, and it was used as a new stationary phase for highly selective N-glycan enrichment. Human plasma demonstrated 64 N-glycans due to the densely packed polyzwitterion chains and the significantly increased coverage of hydrophilic binding sites, demonstrating the high potential of the new hydrophilic matrix in the profiling and analysis of N-glycans and other hydrophilic targets.

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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2026 · IF 8.7

Zwitterion-modified chitosan anion exchange membranes with balanced conductivity and stability for high-performance zinc-air batteries

Lu Cai,Hongkai Wang,Qian Yang,Yanting Yi,Xinlan Jiang,Li Dai,Jialiang Li,Zhengyuan Zhou,Ziyin Li,Bingbing Li,Tianchi Zhou

Highlight 1: Zwitterion-modified chitosan creates electrostatic crosslinks for balanced OH⁻ conductivity and dimensional stability, enabling CS@SBA150 to attain 81.0 mS cm −1 at 80 °C alongside a low 26.2% swelling ratio. • Highlight 2: The CS@SBA150 membrane retains 94.1% of its initial conductivity after 216 h immersion in 6 M KOH, with 91.3% elongation and stable structure under deformation and loading. • Highlight 3: Excellent performance in practical rechargeable zinc-air battery application. The rechargeable zinc-air battery (RZAB) assembled with CS@SBA150 membrane delivers a high peak power density of 150.4 mW cm −2 , maintains stable discharge at 1.20 V for over 3 h at a current density of 5 mA cm −2 , and exhibits a long charge-discharge cycle life of 14 h. Moreover, the battery can stably power an LED display module, verifying its great practical application potential in energy storage devices.The assembled zinc-air battery with CS@SBA150 membrane achieves a peak density of 150.4 mW cm −2 , maintains stable discharge at 1.20 V for over 3 h, and exhibits a charge-discharge cycle life of 14 h. The commercialization of rechargeable zinc-air batteries (RZABs) is still limited by the conductivity-stability trade-off in anion exchange membranes (AEMs). To address this challenge, a series of zwitterionic sulfobetaine-modified chitosan AEMs (CS@SBAx) were synthesized via covalent grafting, and the effect of sulfobetaine (SBA) loading on the comprehensive performance of the membranes was systematically investigated. FT-IR and XPS confirms the successful modification, and electrostatic interactions among the zwitterionic side-chains constructs a physical crosslinking network that effectively inhibits membrane swelling. Among all prepared membranes, CS@SBA150 delivers a high OH − conductivity of 81.0 mS cm −1 at 80 °C and a suppressed swelling ratio of 26.2%. Impressively, it exhibits remarkable long-term alkaline stability, with 94.1% of the initial conductivity preserved after 216 h exposure to 6 M KOH solution at 25 °C. Molecular dynamics simulations and density functional theory calculations reveal that surface hopping, synergistically assisted by Grotthuss transfer and a weak Vehicle-type transport, endows the CS@SBA150 membrane with elevated conductivity at low water uptake. RZABs assembled with the CS@SBA150 membrane delivers a peak power density of 150.4 mW cm −2 , maintains stable discharge at 1.20 V for over 3 h, and exhibits a charge-discharge cycle life of 14 h. This work provides a green and effective strategy for the design of biomass-derived AEMs with balanced conductivity and stability. In summary, this work presents a green and efficient strategy for the design of biomass-derived anion exchange membranes (AEMs) with well-balanced ionic conductivity and stability, suitable for sustainable energy conversion and storage applications. Download: Download high-res image (164KB) Download: Download full-size image

CAS / MDL: 1120-71-4 2439-35-2
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Advanced Healthcare Materials · 2021 ·Vol. 10 ·期 23 ·2101407 · IF 9.933

Zwitterion-Driven Shape Program of Prodrug Nanoassemblies with High Stability, High Tumor Accumulation, and High Antitumor Activity

Guanting Li,Bingjun Sun,Shunzhe Zheng,Lu Xu,Wenhui Tao,Dongyang Zhao,Jiang Yu,Shuwen Fu,Xuanbo Zhang,Haotian Zhang,Yinglei Zhai,Cong Luo,Huaiwei Ding,Zhonggui He,Jin Sun

Prodrug nanoassemblies have emerged as a promising platform for the delivery of anticancer drugs. PEGylation is a “gold standard” to improve colloidal stability and pharmacokinetics of nanomedicines. However, the clinical application of PEG materials is challenged by in vivo oxidative degradation and immunogenicity. Rational design of advanced biomaterials for the surface modification of nanomedicines is the hot spot of research. Here, a zwitterionic sulfobetaine surfactant is constructed as a novel surface modifier to coassemble with 10-hydroxycamptothecin-linoleic acid conjugate, with the classical PEGylated material as control. Interestingly, both the type and ratio of surfactants have profound impacts on the molecular mechanisms of the assembly of prodrugs, thereby affecting the pharmaceutical properties. Compared with PEGylated spherical prodrug nanoassemblies, zwitterion-modified prodrug nanoassemblies have distinct rod shape and superhydrophilic surface, and exhibit potent antitumor activity due to the combination of multiple advantages in terms of colloidal stability, cellular uptake, and pharmacokinetics. The findings illustrate the crucial role of zwitterionic surfactants as the surface modifier in the determination of in vivo fate of the prodrug nanoassemblies, and pave the way for the development of advanced nanomedicines.

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BIOMACROMOLECULES · 2020 · IF 6.092

Biodegradable Zwitterion/PLGA Scaffold Enables Robust Healing of Rat Calvarial Defects with Ultralow Dose of rhBMP-2

Peiming Liu,Lian Sun,Zeyi Wang,Jin Sun,Yaning Dong,Lin Cao,Jian Shen,Wei-Bing Zhang,Pingsheng Liu

Designing smart scaffolds to reduce administration dosage under the premise of functional healing of bone defects to avoid the severe side effects associated with BMP-2 treatments is one of the essential goals in bone tissue engineering. Here, we report a novel biodegradable PLGA/PSBMA composite as the scaffold for bone tissue engineering. The introduction of zwitterionic PSBMA components can alter the intrinsic burst degradation behavior of PLGA and enable a sustained degradation of the scaffold over the time. The PLGA/PSBMA scaffold can sequester rhBMP-2 and enable a sustained release of the sequestered rhBMP-2 with preserved bioactivity. Furthermore, PLGA/PSBMA scaffolds were able to guide robust healing of critical-sized nonunion calvarial defects (5 mm) at an ultralow dose of 400 ng/scaffold, at which level successful healing of critical-sized bone defects has never been reported. These findings indicate the PLGA/PSBMA scaffolds as novel high-efficiency rhBMP-2 delivery vehicles for bone tissue engineering, and the concept of utilizing the material, which is capable of maintaining the bioactivity of the proteins in the preparation of scaffolds, may open a new avenue for the design of smart scaffolds/vehicles for high-efficiency protein/bioactive drug therapies.

CAS / MDL: 2867-47-2
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Journal of the Taiwan Institute of Chemical Engineers · 2020 · IF 4.794

Efficient sol-gel synthesis of zwitterion functionalized titania for nanofiltration membrane with enhanced selectivity and antifouling performance

Yongheng Yin,Huimin Liu,Hongbo Li,Sheng Li,Hanfang Liu,Chongbin Wang,Chengyun Gao

The construction of a compact separation layer with selective channel and hydrophilic surface is a promising way to fabricate the composite nanofiltration membranes with both high selectivity and antifouling performance. In this study, a strategy that incorporating zwitterion functionalized titania (ZTi) into membrane surface through facile in-situ sol-gel process is proposed. The titania sol is firstly prepared using tetrabutyl titanate as the precursor and then functionalized by abundant zwitterions based on the chelation reaction. Finally, the ZTi is introduced into polyamide (PA) on the surface of porous polyethersulfone (PES) by in-situ sol-gel method during interfacial polymerization. The physical and chemical structure of the membrane surface is tuned by varying the loading level of titania. Due to the good interfacial compatibility between inorganic ZTi and PA polymer, the optimized PA-ZTi/PES membrane shows a high water flux of 283.5 L m −2 h −1 MPa −1 and a high Na 2 SO 4 rejection ratio of 92.7%, which overcomes the trade-off effect between permeability and selectivity. Moreover, the PA-ZTi/PES series membranes also show superior antifouling performance with flux recovery ratios of 92.9% (against bovine serum albumin) and 95.6% (against humic acid).

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2020 · IF 7.489

Zwitterion-functionalized mesoporous silica nanoparticles for enhancing oral delivery of protein drugs by overcoming multiple gastrointestinal barriers

Yikun Gao,Ye He,Haotian Zhang,Youxi Zhang,Tianbin Gao,Jia-Hong Wang,Siling Wang

Oral delivery of protein or peptide drugs confronts several barriers, the intestinal epithelium and the mucus barrier on the gastrointestinal tract is deemed to be the toughest obstacles. However, overcoming these two obstacles requires contradictory surface properties of a nanocarrier . In the present work, mesoporous silica nanoparticles (MSNs) were modified with deoxycholic acid (DC) and coated with sulfobetaine 12 (SB12) for the first time to achieve both improved mucus permeation and transepithelial absorption. MSNs modified with stearic acid and coated with dilauroylphosphatidylcholine (DLPC) or Pluronic P123 were also prepared as controls. The SB12 coated DC modified MSN had high drug loading of 22.2%. The zwitterion coating endows the MSN improved mucus penetrating ability. In addition, the carrier also showed remarkable affinity with epithelial cells. The cellular uptake was significantly improved (10-fold for Caco-2 cells and 8-fold for E12 cells). The results also indicated that the DC modified carrier was able to avoid entry into lysosomes . It can increase the absorption of loaded insulin in all intestine segments and showed outstanding hypoglycemic effect in diabetic rats. The results suggest the zwitterion-functionalized MSNs might be a good candidate for oral protein delivery.

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DESALINATION · 2023 · IF 9.9

High flux and highly fouling-resistant polyamide reverse osmosis membrane having inner and outer zwitterion-like layers

Shuang Hao,Jun Xiao,Lingshuang Liu,Yiwen Qin,Shaolu Li,Yunxia Hu

The development of high flux and highly fouling-resistant reverse osmosis (RO) membranes is crucial for addressing water crisis. However, it is still challenged to enhance the antifouling performance of the membrane against organic foulants, particularly charged small organic foulants. We herein reported the fabrication of antifouling thin-film composite (TFC) polyamide (PA) RO membranes having inner and outer zwitterion-like layers by a scalable layer-by-layer interfacial polymerization process. The inner zwitterion-like layer is constituted by the positive charges from the incorporated cationic surfactant of benzalkonium chloride (BAC) and the negative charges from carboxylic acid groups in the PA. Then, the outer zwitterion layer is the L-arginine molecules grafted on the PA. The modified RO membranes have a high water permeance of 3.92 L m −2  h −1  bar −1 , while maintaining a NaCl rejection rate of 99.18 %. In addition, the obtained membranes exhibit excellent antifouling properties with the flux decline rate (FDR) of below 40 % and the flux recovery rate (FRR) of above 98 % against 200 ppm of positively and negatively charged surfactants as small organic foulant models, surpassing most of the reported membranes. Our work provides insights to engineer the polyamide RO membrane surface with superior separation performance and efficient anti-fouling properties.

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Science China-Materials · 2023 ·Vol. 66 ·期 10 ·3799-3809 · IF 8.1

Zwitterion-doped self-supporting single-ion conducting polymer electrolyte membrane for dendrite-free lithium metal secondary batteries

Xu He,Li Wanying,Huang Ling,Zeng Danli,Zhang Yufeng,Sun Yubao,Cheng Hansong

Exploring self-supporting polymer electrolyte membranes that exhibit both high ionic conductivity and cation transference poses a challenge for lithium metal secondary batteries. In this research, we utilized poly(4,4′-(diphenyl ether)-5,5′-bibenzimidazole) (O-PBI) and grafted it with lithium propanesulfonyl(trifluoromethyl sulfonyl)imide (PBI- g -LiPSI) through a nucleophilic substitution reaction involving sodium 3-iodopropanesulfonyl(trifluoromethyl sulfonyl)imide (NaIPSI) and pre-activated O-PBI with lithium hydride. This process was followed by a lithium-ion exchange. The excellent leaving ability of the iodine substituent in NaIPSI allowed for a grafting ratio close to 100%, resulting in the highest possible lithium content. Moreover, the strong π−π interaction among the aromatic polybenzimidazole facilitated the formation of a self-supporting polymer electrolyte membrane, even when doped with zwitterionic 1-propanesulfonyl (trifluoromethyl sulfonyl)imide-3-methylimidazolium (MeImPSI). The ionic conductivities and 7 Li nuclear magnetic resonance chemical shifts of MeImPSI-doped PBI- g -LiPSIs showed a linear increase with the doping mass fraction of zwitterion. This finding confirmed that the zwitterion can act as a dipole, reducing the electrostatic attraction between the lithium cation and immobilized bis(sulfonyl)imide anion. Among different doping ratios, a 25-wt% MeImPSI-doped PBI- g -LiPSI exhibited the highest ionic conductivity of 0.68 mS cm −1 at room temperature, along with a lithium transference number of 0.95. To assess the performance of the electrolyte as well as separator, a lithium symmetric cell was assembed using the 25-wt% MeImPSI-doped PBI- g -LiPSI. The cell exhibited stable performance during galvanostatic cycling at ±0.5 mA cm −2 with a charge-discharge capacity of 2 mA h cm −2 , for an impressive duration of 2100 h. Additionally, we successfully demonstrated the application of single-ion conducting lithium metal secondary batteries. The film-forming property of PBI, combined with the enhanced ionic mobility provided by the zwitterion contributed to the overall excellent performance of the single-ion conducting polymer electrolyte system.

CAS / MDL: 616-47-7
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JOURNAL OF CHROMATOGRAPHY A · 2025 · IF 4

Dual-mode monolithic column with zwitterion antifouling and aptamer affinity for online specific recognition of okadaic acid

Qi Peng,Yan Ye,Xinglin Wu,Chenchen Lin,Xucong Lin,Qibiao Weng,Qinai Chen

Developing a functional media for precise identification of trace shellfish toxin would underpin the effective assessment of marine pollution. Herein, a novel monolithic column with a dual-mode strategy integrating antifouling and aptamer bionic affinity recognition was proposed for online specific identification of the marine toxin okadaic acid (OA). The zwitterionic monomer 2-(methacryloyloxy)ethylphosphorylcholine (MPC) and aptamers were synergistically employed to enable efficient reduction of matrix interferences and selective capture of target OA. Preparation optimization, characterization, and fouling-resistant mechanism of the dual-mode bionic monolith were evaluated. The zwitterion phosphorylcholine MPC introduced into the monolith significantly improved the fouling resistance to biomass substrates, meanwhile the aptamers were able to provide a high specific recognition capacity. Coupled with LC-MS, the as-prepared monolith provided an effective approach for highly selective and sensitive identification of OA. Good recovery yields of over 90% in shellfish tissue extracts and human serum were achieved with a sensitive limit of detection (LOD) as low as 0.1 ng/mL, as well as excellent specificity and low interference from proteins, fatty acids and analogues. Applied to popular shellfishes (such as clams, mussels, and oysters) and serum samples, trace OA toxin was accurately distinguished and quantified with satisfactory recoveries as 93.8 ± 2.2% – 99.8 ± 2.0% (n=3). Compared to the traditional HLB cartridge and other materials in the LC-MS method, the resulting anti-fouling aptamer monolith provided a more advanced online analysis mode with higher sensitivity and better resolution of OA in biological samples. It might provide an attractive access to an online bionic recognition platform with LC-MS for efficient, anti-interference and sensitive specific detection of trace marine toxin OA in biological samples.

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