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MICROCHEMICAL JOURNAL · 2026 · IF 5.2

Development of certified reference material of 1-(5-fluoropentyl)-N-(2-phenylpropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxamide (5F-CUMYL-P7AICA) to establish metrological traceability with mass balance and quantitative nuclear magnetic resonance spectroscopy

Xiao-Liang Yuan,Shu-Chen Yu,Lu Xiao,Ting-Ting Qiu,Xiu-Juan Chen,Xi-Ru Wang,Fang-Qi Cao,Wen-Bin Liu

1-(5-Fluoropentyl)-N-(2-phenylpropan-2-yl)-1 H -pyrrolo[2,3- b ]pyridine-3-carboxamide (5F-CUMYL-P7AICA) represents a novel class of synthetic cannabinoids (SCs), constituting one of the most rapidly evolving groups of new psychoactive substances (NPS) that have been widely abused in recent years. However, precise qualitative analysis and accurate quantification pose significant challenges due to the lack of reference materials (RM) available for forensic drug prohibition and sentencing judges. Consequently, RM or certified reference materials (CRM) are essential for ensuring exact measurements and traceability of results in chemical analyses. The pure 5F-CUMYL-P7AICA candidate was autonomously synthesized through a two-step reaction process and subsequently purified via two-column chromatography. Two quantitative analytical methods were employed during the assessment of the pure 5F-CUMYL-P7AICA: quantitative nuclear magnetic resonance spectroscopy of hydrogen ( 1 H qNMR) method and mass balance (MB) method. For the 1 H qNMR, the mass fraction value reached 99.86% which could be traced back to the internal standard (benzoic acid). For the MB methods, the mass fraction value was 99.90% while the structurally related impurities of the candidate (0.05%), inorganic impurities (0.000006%), water (0.05%), and volatile organic solvent (0, or not detected) have been subtracted. Finally, the certified value was assigned to 99.9%, with an expanded uncertainty of 0.3% ( k  = 2). Furthermore, the application of CRM would be finished in our subsequent work, and we anticipate that this high-purity CRM could play an essential role in the field of forensic science and sentencing judgement.

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FOOD CHEMISTRY · 2019 · IF 5.399

Optimization of ultrasound-microwave assisted acid extraction of pectin from potato pulp by response surface methodology and its characterization

Jin-Shu Yang,Tai-Hua Mu,Meng-Mei Ma

The ultrasound-microwave assisted HCl extraction of pectin from potato pulp was optimized using the response surface methodology. Effects of extraction temperature, pH, and time on the yield were evaluated, and structural characteristics of pectin extracted under optimal conditions were determined. The yield was 22.86 ± 1.29% under optimal conditions of temperature 93 °C, pH 2.0, and time 50 min. The obtained pectin was rich in branched rhamnogalacturonan I (61.54 mol%). Furthermore, the pectin was a low-methoxyl (degree of methylation, 32.58%) but highly acetylated (degree of acetylation, 17.84%) pectin and the molecular weight was 1.537 × 10 5  g/mol. Fourier transform infrared spectroscopy and 1 H nuclear magnetic resonance indicated that pectin had a linear region of α-1, 4-linked galacturonic acids which could be methyl and acetyl-esterified, and rhamnose linked with galacturonic acid to form rhamnogalacturonan which was branched with side chains. Scanning electron microscopy showed most of pectin had a lamellae structure.

研究领域: 食品科学 · 化学工程 · 分析化学
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TALANTA · 2013 · IF 3.498

Development of a pair of differential H/D isotope-coded derivatization reagents d0/d3-4-(1-methyl-1H-phenanthro[9,10-d]imidazol-2-yl)phenlamine and its application for determination of aldehydes in selected aquatic products by liquid chromatography–tandem mass spectrometry

Zhiwei Sun,Xiaoxiang Wang,Yiping Cai,Junqing Fu,Jinmao You

A new pair of derivatization reagents, d 0 -4-(1-methyl-1 H -phenanthro[9,10- d ]imidazol-2-yl)phenlamine (d 0 -MPIA) and d 3 -4-(1-methyl-1 H -phenanthro[9,10- d ]imidazol-2-yl)phenlamine (d 3 -MPIA) have been designed and synthesized. It was successfully used to label aliphatic aldehydes and the aldehyde derivatives were analyzed by high-performance liquid chromatography–tandem mass spectrometry (HPLC–MS/MS). The new isotope-coded reagents could easily label aldehydes under acidic conditions in the presence of NaCNBH 3 . The target derivatives exhibited intense [M+H] + and regular product ions with electrospray ionization source in positive mode. The d 0 /d 3 -MPIA-aldehydes were monitored by the transitions of [M+H] + → m/z 322 and [M+H] + → m/z 165, and the obtained detection limits were in the range of 0.18–15.9   pg/mL at signal to noise ratio of 3. The global isotope internal standard technology was employed for quantification analysis with d 3 -MPIA-aldehyde as internal standard for corresponding d 0 -MPIA-aldehyde. Excellent linear responses for relative quantification were observed in the range of 1/10–10/1 with coefficients >0.998. The developed method has been applied to the quantification of aliphatic aldehydes in selected aquatic products with RSD<3.6% and recoveries >85.2%.

CAS / MDL: 75-07-0
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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Non-stoichiometric protic ionic liquids for efficient carbon dioxide capture and subsequent conversion under mild conditions

Litian Wang,Jie Chen,Shuai Wang,Tongyao Zhou,Dan Li,Cuiping Li,Lirong Qian,Yang Xiong,Lin Miao,Zhiyong Xie

Protic ionic liquids (PILs) have emerged as innovative solvents with significant potential for CO 2 capture and transformation, presenting a sustainable alternative to conventional methods which often involve energy-intensive processes or environmentally detrimental chemicals. Herein, a novel strategy for CO 2 capture and conversion at mild conditions using non-stoichiometric protic ionic liquids (NPILs) was demonstrated for the first time. These NPILs, employed as sorbents, solvents, and catalysts, were composed of imidazole (Im) and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) in various ratios. Correlations between the mole ratio of DBU/Im and physicochemical properties such as viscosity, conductivity, thermal stability, and the distribution of neutral and ionic species were systematically investigated. Effects of the absorption temperature and CO 2 partial pressure on the absorption capacity were also studied. Different absorption mechanisms, including carbonate and carbamate pathways, were analyzed using FT-IR and NMR spectroscopy. Moreover, the fixed CO 2 could be catalytically converted to quinazoline-2,4(1H,3H)-diones under exceptionally mild reaction conditions (1 atm, 50 °C, metal-free process). A plausible reaction mechanism involving simultaneous CO 2 activation and substrate activation for the transformation of CO 2 into quinazoline-2,4(1H,3H)-diones was verified through NMR spectra. It is believed that the new insights into the CO 2 mechanism will facilitate the rational design of functional ionic liquids for CO 2 capture, utilization, and storage in the future.

研究领域: 化学 · 环境科学 · 材料科学 · 催化
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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

De novo synthesis of α-Alk-β-CD: An organic–inorganic hybrid chiral stationary phase for enhanced enantioseparation efficiency and its recognition mechanism research

Jianbin Zhang,Qiufang Bai,Mei Han,Xizhe Sun,Feixue Zhou,Xin Fang,Yuran Shi,Hongna Wang,Yaowen Zhang,Linwei Li,Linlin Fang

Herein, two highly stable β -CD and α-Alkenyl- β -CD ( α -Alk- β -CD) monolithic columns were fabricated by copolymerizing β -CD and α -Alk- β -CD with GMA onto the pretreated capillary by a simple one-pot strategy. 1 H NMR, SEM, FT-IR, TGA and BET surface area analyses were applied to characterize the prepared monolithic columns. The monoliths were evaluated on the enantioseparations of antibiotic drugs, antihistamine drugs, anticholinergic agents, antifungal drugs and pesticides. In contrast to the native β -CD monolith, the derived α -Alk- β -CD reveals significantly improved enantiodiscrimination performance for the analytes especially for pesticides. Through run-to-run (n = 6), day-to-day (n = 9), and column-to-column (n = 9) investigations, the RSDs values were all lower than 3.72 %. Molecular simulation reveled that the chiral recognition between α -Alk- β -CD and chiral drugs was an exothermic process mainly governed by interaction hydrogen bindings, resulting in different binding strength between a pair of isomers compounds and α -Alkenyl- β -CD, and then leading to different migration and finally achieving effective chiral separation.

研究领域: 分析化学 · 色谱学 · 材料科学 · 药学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Insights into the fabrication and antibacterial effect of fibrinogen hydrolysate-carrageenan loading apigenin and quercetin composite hydrogels

Qiaoyan Wang,Jie An,Qiang Xia,Daodong Pan,Lihui Du,Jun He,Yangying Sun,Ying Wang,Jinxuan Cao,Changyu Zhou

Escherichia coli and Staphylococcus aureus are the most prevalent pathogenic bacteria, often resulting in the foodborne disease outbreaks through food spoilage and foodborne infections. To prevent and control food spoilage and foodborne infections induced by Escherichia coli and Staphylococcus aureus , the antibacterial hydrogels were fabricated using fibrinogen hydrolysate-carrageenan (AHs-C) and flavonoids (apigenin and quercetin), and the antibacterial effect of the composite hydrogels against Escherichia coli and Staphylococcus aureus was further investigated. The results of mechanical property exhibited that the composite hydrogels with 0.2 % of apigenin and quercetin (AHs-C-Ap/Que) showed the highest hardness and swelling property compared with the separate addition of apigenin or quercetin. Scanning electron microscopy and atomic force microscopy showed that the dense networks were formed in the hydrogels of AHs-C-Ap/Que., and the average roughness of AHs-C-Ap/Que. significantly increased to 30.70 nm compared with AHs-C. 1 H NMR and FTIR spectra demonstrated that apigenin and quercetin were bound to AHs-C by hydrogen bond, hydrophobic interaction and Schiff base, where the interactions between Ap/Que. and AHs-C was stronger compared with the separate addition of apigenin or quercetin. The hydrogels of AHs-C-Ap/Que. showed the highest antibacterial capacity and antibacterial adhesion against Escherichia coli and Staphylococcus aureus . The antibacterial adhesion assay showed that 99 % removal ratios for E. coli and S. aureus were observed in AHs-C-Ap/Que. hydrogels, which showed a great potential to prevent food spoilage and foodborne infections.

CAS / MDL: 9000-07-1 117-39-5
研究领域: 材料科学 · 生物技术 · 食品科学 · 微生物学
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Small · 2024 · IF 13

Highly Durable Silicone-Based Elastomers Achieved Through the Synergy of Bi-Incompatible Soft Segments and Multi-Scale Hydrogen Bonds

Wei Zheng,Chengshu Zhang,Yangjiao Han,Wenpin Wang,Zhibo Li

Developing a silicone elastomer with high strength, exceptional toughness, good crack tolerance, healability, and recyclability, poses significant challenges due to the inherent trade-offs between these properties. Herein, the design of silicone-based elastomers with a nanoscopic microphase separation structure and comprehensive mechanical properties is achieved by combining bi-incompatible soft segments and multi-scale hydrogen bonds. The formation of multi-scale hydrogen bonds involving urethane, urea, and 2-ureido-4[1H]-pyrimidinone (UPy) facilitates efficient reversible crosslinking of the synthesized polymer containing thermodynamically incompatible poly(dimethylsiloxane) (PDMS) and poly(propylene glycol) (PPG). The dynamic dissociation and recombination of hydrogen bonds, coupled with the forced compatibility and spontaneous separation of bi-incompatible soft segments, can effectively dissipate energy, particularly in the crack region during the stretching process. The obtained silicone-based elastomer exhibits a high break strength of 8.0 MPa, good elongation at break of 1910%, ultrahigh toughness of 67.8 MJ m −3 , and unprecedented fracture energy of 31.8 kJ m −2 while maintaining their thermal stability, hydrophobicity, healability, and recyclability. This resilient and long-lasting silicone-based elastomer exhibits significant potential for use in flexible electronic devices.

CAS / MDL: 9003-11-6
研究领域: 材料科学 · 高分子化学 · 机械工程 · 纳米技术
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JOURNAL OF POLYMER SCIENCE · 2021 ·Vol. 59 ·期 24 ·3111-3121 · IF 0

L-glutamic acid as a versatile platform for rapid synthesis of functional polyesters via facile Passerini multicomponent polymerization

Xu Zhang,Wei Zhao,Chengliang Wang,Lan Cao,Qingfu Wang,Jingjiang Sun

In this work, a series of polyesters with different functional side groups were successfully prepared by Passerini three-component polymerization (P-3CP) in “one-pot” from biorenewable l -glutamic acid ( l -GA)-based monomers. First, the polymerization conditions including monomer feed ratios, solvents and comonomer were systematically studied using Boc-protected l -GA with adipaldehyde and tert -butyl isocyanide. Under the optimal polymerization conditions, a variety of N -substituted l -GA-based monomers as well as functional isocyanides were attempted in the P-3CP to produce polyesters with different functionalities. Moreover, it was found that after removal of pendant protecting groups, the obtained l -GA-based polyester degraded spontaneously into small molecules via 1,5-intramolecular cyclization between the pendant amine groups and the ester groups in polymer backbone. The structures and thermal properties of obtained polymers were determined by 1 H NMR, IR, SEC, MALDI-ToF-MS, DSC, and TGA measurements. Starting from biorenewable l -GA, this approach will provide a facile and straightforward route to produce functional and biodegradable polyesters, thus effectively expanding the range of biodegradable polymers. Graphical

研究领域: 材料科学 · 高分子化学 · 生物降解高分子 · 可持续化学
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GREEN CHEMISTRY · 2020 ·Vol. 23 ·期 2 ·973-982 · IF 9.48

Efficient synthesis of isosorbide-based polycarbonate with scalable dicationic ionic liquid catalysts by balancing the reactivity of the endo-OH and exo-OH

Weiwei Wang,Yaqin Zhang,Zifeng Yang,Zhencai Zhang,Wenjuan Fang,Donghui Niu,Hongyan He,Fei Xu

In this study, a series of high-activity imidazole-based dicationic ionic liquids (DILs) were designed and prepared as efficient catalysts for balancing the reactivity between the endo-hydroxyl group (endo-OH) and the exo-hydroxyl group (exo-OH) of isosorbide (ISO) to synthesize high molecular weight poly(isosorbide carbonate) (PIC). Meanwhile, the thermal performance of PIC was precisely optimized by regulating the chain configuration. The results showed that when the trace amounts (4.5 × 10−5 based on the ISO molar amount) of bis-(3-methyl-1-imidazole)-ethylene dibromide ([C2(Min)2][Br]2) were used, the weight average molecular weight (Mw) of PIC reached 98 700 g mol−1. It could be concluded from the results of the experiment and the stimulation that the high catalytic activity of DILs was attributed to the strong electrostatic interaction between the cation and the substrate and the effective balance of the reactivity of the endo-OH and the exo-OH. Furthermore, we found that the reduction of hydroxyl groups in the terminal groups and the increase of endo–endo (a1) structure in the repeating unit improved the thermal properties of PIC. Finally, 1H NMR, Fourier infrared spectroscopy, and density functional theory (DFT) calculations were used to verify the reaction process through anion and cation multi-site synergistic effect and a possible electrophilic–nucleophilic reaction mechanism was successfully obtained.

研究领域: 高分子化学 · 材料科学 · 催化 · 化学工程
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ACS Applied Materials & Interfaces · 2016 · IF 7.145

Poly(sebacoyl diglyceride) Cross-Linked by Dynamic Hydrogen Bonds: A Self-Healing and Functionalizable Thermoplastic Bioelastomer

Shuo Chen,Xiaoping Bi,Lijie Sun,Jin Gao,Peng Huang,Xianqun Fan,Zhengwei You,Yadong Wang

Biodegradable and biocompatible elastomers (bioelastomers) could resemble the mechanical properties of extracellular matrix and soft tissues and, thus, are very useful for many biomedical applications. Despite significant advances, tunable bioelastomers with easy processing, facile biofunctionalization, and the ability to withstand a mechanically dynamic environment have remained elusive. Here, we reported new dynamic hydrogen-bond cross-linked PSeD-U bioelastomers possessing the aforementioned features by grafting 2-ureido-4[1H]-pyrimidinones (UPy) units with strong self-complementary quadruple hydrogen bonds to poly(sebacoyl diglyceride) (PSeD), a refined version of a widely used bioelastomer poly(glycerol sebacate) (PGS). PSeD-U polymers exhibited stronger mechanical strength than their counterparts of chemically cross-linked PSeD and tunable elasticity by simply varying the content of UPy units. In addition to the good biocompatibility and biodegradability as seen in PSeD, PSeD-U showed fast self-healing (within 30 min) at mild conditions (60 °C) and could be readily processed at moderate temperature (90–100 °C) or with use of solvent casting at room temperature. Furthermore, the free hydroxyl groups of PSeD-U enabled facile functionalization, which was demonstrated by the modification of PSeD-U film with FITC as a model functional molecule.

研究领域: 材料科学 · 生物材料 · 生物医学工程 · 聚合物化学
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POLYMER · 2011 · IF 3.829

Novel amphiphilic diblock copolymers bearing acid-labile oxazolidine moieties: Synthesis, self-assembly and responsive behavior in aqueous solution

Qianling Cui,Feipeng Wu,Erjian Wang

A novel oxazolidine based acid-labile monomer N -acryloyl-2,2-dimethyl-1,3-oxazolidine (ADMO) was synthesized and polymerized by reversible addition fragmentation chain transfer (RAFT) polymerization using poly(ethylene glycol) based chain transfer agent (PEG-CTA). The diblock copolymers PEG- b -PADMO were composed of hydrophilic PEG with fixed length and hydrophobic PADMO with different lengths, which formed core-shell micelles in water. Morphologies and sizes of micelles were obtained by transmission electron microscopy (TEM) and dynamic light scattering (DLS), which showed that the shapes of polymeric aggregates developed from small spherical micelles, worm-like micelles to larger size of vesicles, as the length of PADMO increased. The hydrolysis kinetics of the micelles was studied using 1 H NMR, DLS and release of loaded Nile Red dye, whose rate strongly depended on pH and micellar structure . It led to the disruption of polymeric micelles and concomitant release of the guest molecules, due to the transformation of hydrophobic PADMO into hydrophilic poly(2-hydroxyethyl acrylamide) (PHEAM).

研究领域: 聚合物化学 · 材料科学 · 纳米技术 · 胶体科学
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Advanced Healthcare Materials · 2022 ·Vol. 11 ·期 12 ·2102739 · IF 11.092

An Intelligent Nanovehicle Armed with Multifunctional Navigation for Precise Delivery of Toll-Like Receptor 7/8 Agonist and Immunogenic Cell Death Amplifiers to Eliminate Solid Tumors and Trigger Durable Antitumor Immunity

Yanyun Hao,Hui Li,Huajun Zhao,Yutong Liu,Xiaoyan Ge,Xia Li,Hongfei Chen,Ailu Yang,Jing Zou,Xue Li,Xuechun Sun,Xinke Zhang,Xiao Wang,Zepeng Li,Qilu Zhang,Hao Wu,Guan Wang,Jian Zhang,Bruno G. De Geest,Zhiyue Zhang

Cancer immunotherapy is revolutionary in oncology and hematology. However, a low response rate restricts the clinical benefits of this therapy owing to inadequate T lymphocyte infiltration and low delivery efficiency of immunotherapeutic drugs. Herein, an intelligent nanovehicle (folic acid (FA)/1-(4-(aminomethyl) benzyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (IMDQ)-oxaliplatin (F/IMO)@CuS) armed with multifunctional navigation is designed for the accurate delivery of cargoes to tumor cells and dendritic cells (DCs), respectively. The nanovehicle is based on a near infrared-responsive inorganic CuS nanoparticles, acting as a photosensitizer and carrier of the chemotherapeutic agent oxaliplatin, and enters tumor cells owing to the presence of folic acid on the surface of CuS upon intratumoral injection. Furthermore, a toll-like receptor (TLR) 7/8 agonist-conjugated polymer, anchored on the surface of CuS, is modified with mannose to bind with DCs in the tumor microenvironment. Upon exposure to laser irradiation, nanovehicles disassemble, releasing oxaliplatin, to ablate tumor cells and amplify immunogenic cell death in combination with photothermal therapy. Mannose-modified polymer-TLR7/8 agonist conjugates are subsequently exposed, leading to the activation of DCs and proliferation of T cells. Collectively, these intelligent nanovehicles reduce tumor burden, exert a robust antitumor immune response, and generate long-term immune protection to prevent tumor recurrence.

研究领域: 肿瘤学 · 免疫学 · 纳米技术 · 药学
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