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ANALYTICAL CHEMISTRY · 2021 · IF 6.986

Chemical Tagging Assisted Mass Spectrometry Analysis Enables Sensitive Determination of Phosphorylated Compounds in a Single Cell

Fei-Long Liu,Tian-Tian Ye,Jiang-Hui Ding,Xiao-Ming Yin,Xiao-Ke Yang,Wei-Hua Huang,Bi-Feng Yuan,Yu-Qi Feng

Polar phosphorylated metabolites are involved in a variety of biological processes and play vital roles in energetic metabolism, cofactor regeneration, and nucleic acid synthesis. However, it is often challenging to interrogate polar phosphorylated metabolites and compounds from biological samples. Liquid chromatography–mass spectrometry (LC/MS) now plays a central role in metabolomic studies. However, LC/MS-based approaches have been hampered by the issues of the low ionization efficiencies, low in vivo concentrations, and less chemical stability of polar phosphorylated metabolites. In this work, we synthesized paired reagents of light and heavy isotopomers, 2-(diazomethyl)phenyl)(9-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)methanone (DMPI) and d3-(2-(diazomethyl)phenyl)(9-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)methanone (d3-DMPI). The paired reagents of DMPI and d3-DMPI carry diazo groups that can efficiently and selectively react with the phosphate group on polar phosphorylated metabolites under mild conditions. As a proof of concept, we found that the transfer of the indole heterocycle group from DMPI/d3-DMPI to ribonucleotides led to the significant increase of ionization efficiencies of ribonucleotides during LC/MS analysis. The detection sensitivities of these ribonucleotides increased by 25–1137-fold upon DMPI tagging with the limits of detection (LODs) being between 7 and 150 amol. With the developed method, we achieved the determination of all the 12 ribonucleotides from a single mammalian cell and from a single stamen of Arabidopsis thaliana. The method provides a valuable tool to investigate the dynamic changes of polar phosphorylated metabolites in a single cell under particular conditions.

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IRANIAN POLYMER JOURNAL · 2020 ·Vol. 29 ·期 11 ·975-983 · IF 1.707

Combination of atom transfer radical polymerization and click chemistry toward cellulose-rosin derived UV-absorbent copolymers

Lu Chuanwei,Qiu Yuling,Guo Xiaoliang,Wang Chunpeng,Wang Jifu,Chu Fuxiang

UV absorption coating is an important function material, which can protect the substrates from photoaging. In this work, a class of sustainable UV-absorbent copolymers derived from ethyl cellulose (EC), fatty acid and rosin were prepared by a combination of atom transfer radical polymerization (ATRP) and click chemistry. To fulfill this strategy, the pendant azides were first attached onto the backbone of EC. Then, ATRP was applied to fabricate well-defined poly(lauryl methacrylate) (PLMA) bearing terminal alkynes. Finally, click chemistry between the pendant azides in EC and the alkynes in PLMA as well as in rosin esters (DAPE), was performed to achieve the cellulose-rosin graft copolymers (EC-( g -DAPE)- g -PLMA) with UV absorption property. The chemical structure of cellulose-rosin graft copolymers was confirmed by FTIR, 1 H NMR and GPC. Thermodynamic performance analysis indicated that these EC-rosin graft copolymers showed better thermal stability than EC. Due to the synergistic hydrophobic interaction of rosin and the hydrophobic lauryl groups in PLMA, these graft copolymers showed excellent hydrophobic property, and the static contact angles were all above 90°. In addition, all the EC-rosin graft copolymers showed outstanding and stable UV absorption capability, and maintained excellent UV absorption capability after continuous UV-irradiation for 1 h or being heated to 100 °C for 0.5 h, which had potential application in UV absorption materials.

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TETRAHEDRON · 2020 · IF 2.233

A novel single-fluorophore-based ratiometric fluorescent probe for detection of formaldehyde in air

Jian Chen,Kai Chen,Baichuan Han,Yunting Xue,Wanjuan Chen,Zhenzhong Gao,Xianfeng Hou

A single-fluorophore-based ratiometric fluorescent probe based on anthracene carboximide was developed for detection of formaldehyde. In the presence of formaldehyde, the fluorescence emission would change from red to yellow-green, and the probe showed excellent sensitivity, selectivity and anti-interference. Furthermore, the response mechanism was illustrated to be that change in fluorescent signal is resulted from variation of substituent group on the 6th position of anthracene ring. A test paper was developed by loading probe onto filter paper strip. With this test paper, the detection of gaseous formaldehyde could be carried out conveniently, visually and quickly. 2009 Elsevier Ltd. All rights reserved.

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JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION · 2020 · IF 2.69

Acetal-linked polymeric prodrug micelles based on aliphatic polycarbonates for paclitaxel delivery: preparation, characterization, in vitro release and anti-proliferation effects

Shiya Zhou,Shuwen Fu,Hanle Wang,Yanhao Deng,Xing Zhou,Wei Sun,Yinglei Zhai

Acidic tumor microenvironment has been extensively explored to design pH-responsive paclitaxel prodrug micelles for cancer therapy. The object of this study is to investigate the pH-responsive drug release behavior and the anti-proliferation capacity of acetal-linked paclitaxel polymeric prodrug micelles. The prodrug was synthesized and evaluated for paclitaxel content. The prodrug micelles were fabricated and characterized for morphology, size, in vitro pH-responsive paclitaxel release, cellular uptake, and anti-proliferation. Paclitaxel content was 33 wt%. The prodrug micelles exhibited spherical structure with the hydrodynamic diameter of 154 nm. Besides, the in vitro paclitaxel release behavior was verified to be pH-responsive, and 77%, 38%, and 17% of parent free paclitaxel was released from the nano-sized prodrug micelles in 13 h at pH 5.5, 6.5, and 7.4, respectively. The cellular uptake assessment demonstrated the time-dependent internalization of prodrug micelles. Meanwhile, CCK-8 analysis showed that prodrug micelles possessed the potent anti-proliferation effects. Prodrug micelles based on aliphatic polycarbonates present a promising platform for cancer chemotherapy due to the pH-responsive characteristics of acetal bond, potent anti-proliferation effects, and outstanding cytocompatibility of aliphatic polycarbonates.

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CARBOHYDRATE POLYMERS · 2020 · IF 7.182

Biocompatible cellulose-based supramolecular nanoparticles driven by host–guest interactions for drug delivery

Xuefeng Yang,Xueyu Jiang,Hongye Yang,Liming Bian,Chunyu Chang,Lina Zhang

To extend the applications of natural products in nanomedicine, novel cellulose-based supramolecular nanoparticles (SNPs) were fabricated via a host–guest driven self-assembly strategy here. The adamantane-grafted carboxyethyl hydroxyethyl cellulose and β-cyclodextrin-grafted glycerol ethoxylate were synthesized to self-assemble into the SNPs. Furthermore, doxorubicin (DOX)-functionalized β-cyclodextrin was encapsulated into SNPs via an in situ co-assembly process to generate DOX-loaded SNPs (DOX-SNPs). The SNPs exhibited a quasi-spherical morphology with an average diameter of ∼25 nm. The DOX-SNPs with relatively larger diameter possessed a high DOX loading efficiency (∼94 %) and the pH-responsive drug release behaviors, which made them suitable as a drug delivery system. In vitro cytotoxicity assays demonstrated the excellent cytocompatibility of SNPs and the efficient inhibition of Hela cell proliferation of DOX-SNPs. Moreover, the DOX-SNPs could effectively enter Hela cells via endocytosis and release DOX under endo/lysosome pH. Thus, this nanocarrier has promising translational potential in cancer therapy and personalized nanomedicine.

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JOURNAL OF APPLIED POLYMER SCIENCE · 2021 ·Vol. 138 ·期 43 ·51274 · IF 3.125

Effect of ketal group in castor oil acid-based plasticizer on the properties of poly(vinyl chloride)

Huichao Zhu,Jianjun Yang,Mingyuan Wu,Qingyun Wu,Jiuyi Liu,Jianan Zhang

Two castor oil acid esters containing a ketal or ketone group (KCL or CL), as alternative plasticizers for poly(vinyl chloride) (PVC), were prepared. The structures were confirmed by 1 H NMR and FTIR spectroscopies. The effects of the presence of a ketal or ketone group in these compounds on PVC plasticization were examined. The DMA and SEM results showed that both plasticizers were miscible with PVC and exhibited excellent plasticizing properties, compared to those of dioctyl phthalate (DOP). The PVC plasticized by KCL displayed a lower T g value of 20.6 ° C, which was lower than that of PVC plasticized with DOP (22.3 ° C) and PVC plasticized with CL (40.5 ° C). Tensile tests indicated that PVC plasticized using KCL showed a 37% higher of elongation at break than PVC plasticized by CL and 30% higher than PVC plasticized by DOP. The plasticizing mechanism was also investigated. Moreover, exudation, volatility, and extraction tests, along with TGA indicated that the presence of ketal groups effectively improved the migration resistance of plasticizer and the thermal stability of PVC blends. Taken together, introducing ketal groups into plasticizer might be an effective strategy for improving its plasticizing efficiency.

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Theranostics · 2021 · IF 11.556

Bioengineering CXCR4-overexpressing cell membrane functionalized ROS-responsive nanotherapeutics for targeting cerebral ischemia-reperfusion injury

Li Luo,Guangchao Zang,Boyan Liu,Xian Qin,Yuchan Zhang,Yidan Chen,Haijun Zhang,Wei Wu,Guixue Wang

Rationale: As a potentially life-threatening disorder, cerebral ischemia-reperfusion (I/R) injury is associated with significantly high mortality, especially the irreversible brain tissue damage associated with increased reactive oxygen radical production and excessive inflammation. Currently, the insufficiency of targeted drug delivery and “on-demand” drug release remain the greatest challenges for cerebral I/R injury therapy. Bioengineered cell membrane-based nanotherapeutics mimic and enhance natural membrane functions and represent a potentially promising approach, relying on selective interactions between receptors and chemokines and increase nanomedicine delivery efficiency into the target tissues. Methods: We employed a systematic method to synthesize biomimetic smart nanoparticles. The CXCR4-overexpressing primary mouse thoracic aorta endothelial cell (PMTAEC) membranes and RAPA@HOP were extruded through a 200 nm polycarbonate porous membrane using a mini-extruder to harvest the RAPA@BMHOP. The bioengineered CXCR4-overexpressing cell membrane-functionalized ROS-responsive nanotherapeutics, loaded with rapamycin (RAPA), were fabricated to enhance the targeted delivery to lesions with pathological overexpression of SDF-1. Results: RAPA@BMHOP exhibited a three-fold higher rate of target delivery efficacy via the CXCR4/SDF-1 axis than its non-targeting counterpart in an in vivo model. Additionally, in response to the excessive pathological ROS, nanotherapeutics could be degraded to promote “on-demand” cargo release and balance the ROS level by p -hydroxy-benzyl alcohol degradation, thereby scavenging excessive ROS and suppressing the free radical-induced focal damage and local inflammation. Also, the stealth effect of cell membrane coating functionalization on the surface resulted in extended circulation time and high stability of nanoparticles. Conclusion: The biomimetic smart nanotherapeutics with active targeting, developed in this study, significantly improved the therapeutic efficacy and biosafety profiles. Thus, these nanoparticles could be a candidate for efficient therapy of cerebral I/R injury.

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POLYMERS FOR ADVANCED TECHNOLOGIES · 2021 ·Vol. 32 ·期 11 ·4415-4423 · IF 3.665

Study on novel rosin-based polyurethane reactive hot melt adhesive

Weidi Xie,Qiming Yan,Heqing Fu

Chain extender is a major additive in polyurethane adhesive preparation, which has a great influence on its molecular weight, green strength, and thermal resistance. In this work, we first synthesized a novel rosin-based chain extender to replace conventional petroleum derived ones due to rosin was a renewable and low cost natural material. Afterward, the as-prepared rosin-based chain extender reacted with the isocyanate-terminated polyurethane prepolymer to prepare polyurethane reactive hot melt adhesive (PURHMA). Rosin contains rigid hydrophenanthrene ring, which may have good effect on the thermal and mechanical properties of PURHMA. Consequently, the characterization of the thermal and physical properties of sustainable PURHMA was made using differential scanning calorimetry, X-ray diffraction, dynamic mechanical thermal analyzer, as well as thermogravimetric analysis. Eventually, the adhesion performance of PURHMA on wood substrates were investigated by adjusting the amount of rosin-based chain extender in the adhesive system. It was found that with the increase of the chain extender content, the thermal resistance, mechanical property, and adhesion property of PURHMA were significantly improved. The tensile strength of adhesive joints increased from 4.15 to 15.53 MPa, and the ultimate lap shear strength increased from 5.76 to 8.92 MPa. More strikingly, the rosin-based PURHMA exhibited excellent bonding strength even after aging in water (less than 18%).

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DRUG DELIVERY · 2019 · IF 3.829

Novel mitochondrial targeting charge-reversal polysaccharide hybrid shell/core nanoparticles for prolonged systemic circulation and antitumor drug delivery

Lei Fang,Wei Zhang,Zhen Wang,Xinxin Fan,Ziting Cheng,Xiaoya Hou,Daquan Chen

Stability in systemic circulation, effective tumor accumulation, and the subsequent crucial subcellular targeting are significant elements that maximize the therapeutic efficacy of a drug. Accordingly, novel nanoparticles based on polysaccharides that simultaneously presented prolonged systemic circulation and mitochondrial-targeted drug release were synthesized. First, the mitochondrial-targeted polymer, 3,4-dihydroxyphenyl propionic acid-chitosan oligosaccharide-dithiodipropionic acid-berberine (DHPA-CDB), was synthesized, which was used to form self-assembled curcumin (Cur)-encapsulated cationic micelles (DHPA-CDB/Cur). Negatively charged oligomeric hyaluronic acid-3-carboxyphenylboronic acid (oHA-PBA), a ligand to sialic acid and CD44, was further added to the surface of the preformed DHPA-CDB/Cur core to shield the positive charges and to prolong blood persistence. oHA-PBA@DHPA-CDB/Cur formed a covalent polyplex of oHA-PBA and DHPA-CDB/Cur via the pH-responsive borate ester bond between PBA and DHPA. The mildly acidic tumor environment led to the degradation of borate ester bonds, thereby realizing the exposure of the cationic micelles and causing a charge reversal from −19.47 to +12.01 mV, to promote cell internalization and mitochondrial localization. Compared with micelles without the oHA-PBA modification, the prepared oHA-PBA@DHPA-CDB/Cur showed enhanced cytotoxicity to PANC-1 cells and greater cellular uptake via receptor-mediated endocytosis. oHA-PBA@DHPA-CDB/Cur was effectively targeted to the mitochondria, which triggered mitochondrial membrane depolarization. In mice xenografted with PANC-1 cells, compared with control mice, oHA-PBA@DHPA-CDB/Cur resulted in more effective tumor suppression and greater biosafety with preferential accumulation in the tumor tissue. Thus, the long-circulating oHA-PBA@DHPA-CDB/Cur, with mitochondrial targeting and tumor environment charge-reversal capabilities, was shown to be an excellent candidate for subcellular-specific drug delivery.

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Journal of Biomedical Nanotechnology · 2019 ·Vol. 15 ·期 11 ·2151-2163 · IF 0

Novel Mitochondrial Targeting Multifunctional Surface Charge-Reversal Polymeric Nanoparticles for Cancer Treatment

Fang Lei,Fan Huaying,Guo Chunjing,Cui Linhan,Zhang Peng,Mu Hongjie,Xu Hui,Zhao Feng,Chen Daquan

Polymeric nanoparticles were widely used as delivery vehicles for targeted delivery of anticancer drugs, because of their targeting property and versatility. Mitochondria are one of the important organelles that regulate the apoptosis of cancer cells and can be considered as a pivotal target for cancer treatment. A pH-responsive charge-reversal and mitochondrial targeting nanoparticles, Vitamin B6-oligomeric hyaluronic acid-dithiodipropionic acid-berberine (B6-oHA-SS-Ber), were prepared in this study. Ber is a lipophilic cation that was conjugated with oHA through disulfide bonds to produce mitochondria-targeted conjugates (oHA-SS-Ber). B6 was conjugated to oHA to obtain B6-oHA-SS-Ber and the two types of Cur-loaded nanoparticles (Cur-NPs) were formulated by the dialysis method. Due to pKa of B6, the charge they carried in the tumor tissue acidic microenvironment can be transferred from negative charge to positive charge, further targeting mitochondria. In our study, we successfully synthesized B6-HA-SS-Ber and characterized the structure by 1H-NMR. According to the results of transmission electron microscopy (TEM), we found that the B6-oHA-SS-Ber/Cur micelles could self-assembled in water to form spherical nanoparticles, with a hydrodynamic diameter of 172.9±13 nm. Moreover, in vitro cytotoxicity, cellular uptake, lysosome escape and mitochondrial distribution researches revealed the better effect of B6-oHA-SS-Ber/Cur micelles in comparison to oHA-SS-Ber/Cur. In vivo anticancer activities indicated that the B6-oHA-SS-Ber/Cur micelles exhibited effective inhibition of tumor growth.

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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

Rapid determination of fumonisin (FB1) by syringe SPE coupled with solid-phase fluorescence spectrometry

Long Li,Wanchao Chen,Hui Li,Jibran Iqbal,Ying Zhu,Ting Wu,Yiping Du

Fumonisin B 1 is the most prevalent member of a family of toxins, known as fumonisins , which occurs mainly in maize, wheat and other cereals. Due to its hepatotoxic and nephrotoxic in all animal species, very strict regulations have been imposed on the levels of fumonisin B 1 in cereal and cereal-based foods worldwide. In this work, a rapid determination method of fumonisin B 1 by membrane solid phase extraction coupled with solid-phase fluorescence analysis is developed. A rhodamine based fluorescent probe was used for derivatization with fumonisin B 1 . After derivatization and extraction by nylon membrane, the enriched fumonisin B 1 can be detected directly on the membrane without further elution process that is placed in a designed spectra collection device. The established method showed a linear relationship in concentration range of 0.5–5.0 μg/L, with the R 2  = 0.991, and a limit of detection of 0.119 μg/L. Method accuracy was further confirmed using LC-MS method by comparing the detection results of 3 corn powder samples spiked with FB 1 , that demonstrated equivalent results. The results of this study indicated that the proposed method was simple, sensitive, reliable and suitable for trace fumonisins B 1 quantitation in corn-based feeds.

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Royal Society Open Science · 2019 ·Vol. 6 ·期 3 · IF 2.515

Novel and efficient synthesis of insulating gas- heptafluoroisobutyronitrile from hexafluoropropylene

Zhanyang Gao,Min Wang,Shiyao Wang,Yi Wang,Ruichao Peng,Ping Yu,Yunbai Luo

A novel and efficient preparation route of insulating gas-heptafluoroisobutyronitrile was developed. The synthetic route involved halogen-exchange fluorination, decomposition of bis-(perfluoroisopropyl) ketone and dehydration reaction. Overall, the desired compound was produced without the use of extremely toxic and expensive substances. Structures of the as-obtained products were determined by 19F NMR, 13C NMR, IR and GC-MS. The effects of several variables on reaction yield including nature of potassium fluoride, the catalyst dosage, temperature, solvent and molar ratio of raw materials were all investigated. The results indicated that the total yield of heptafluoroisobutyronitrile could reach 42% from original materials under optimal conditions and the mechanism of the reaction was proposed.

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