JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY
·
2020
·Vol. 95
·期 11
·2879-2885
·
IF 2.75
Yue Yu,Shizhen Wang,Zhong Yang,Fang Wang,Li Deng
BACKGROUND In this work, a novel environment-friendly synthesis technology of dibutyl itaconate (DBI) with lipase as catalyst was developed. The effects of various parameters, like the sorts and amounts of lipase, reaction temperature, solvent, molar ratio of substrates, dehydrant, reactor and the reaction time have been studied and optimized. The reuse rate of lipase has been evaluated. RESULTS The highest conversion rate of IA was 61.8% with 97.3% purity of DBI. The optimal reaction conditions were as follows: the mole ratio of itaconic acid (IA) to n-butanol (NBA) was 1:13, the amount of Novozym 435 was 20 wt% of IA, the reaction temperature was 65 °C, the anhydrous CaCl 2 was used as dehydrant, and the stirred tank reactor (STR) was used as reactor. The lipase showed reusability up to at least fourth cycle. The reaction was conducted in a solvent free system, which is an additional benefit. CONCLUSION An environment-friendly synthetic technology of DBI was designed. © 2020 Society of Chemical Industry
研究领域:
生物化学
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绿色化学
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DOI
高影响因子
TALANTA
·
2025
·
IF 6.1
Suzhen Liu,Yicong Liu,Zongjia Li,Miaomiao Zhang,Chunli Song,Jilin Tang
Angiogenesis is an important physiological process in the human body. When ischemic diseases occur, the ischemic and hypoxic environment induces excessive production of reactive oxygen species (ROS) within cells, which inhibits angiogenesis and leads to poor prognosis. Therefore, finding antioxidants that can eliminate excessive ROS to promote angiogenesis is crucial for the treatment of ischemic diseases. In this work, we investigate the antioxidant effects of dimethyl itaconate (DMI) by using an oxidative stress model in human umbilical vein endothelial cells (HUVECs). Our results demonstrate that DMI significantly reduces excessive ROS in cells under oxidative stress. DMI could protect mechanical properties of HUVECs from oxidative stress. The Young's modulus of HUVECs was 10.0 ± 1.4 kPa after treatment with H 2 O 2 . However, the Young's modulus increased to 24.42 ± 1.4 kPa when HUVECs were co-incubated with H 2 O 2 and DMI (40 μg mL −1 ). DMI also maintained cell morphology and cytoskeletal integrity. Meanwhile, DMI alleviates mitochondrial dysfunction by enhancing mitochondrial membrane potential (MMP) and increasing adenosine triphosphate (ATP) levels. The excellent antioxidant effects of DMI result from upregulating the expression levels of superoxide dismutase 2 and catalase, significantly leading to the removal of intracellular excessive ROS. With protecting HUVECs from oxidative stress damage, DMI promotes cell migration and angiogenesis. Consequently, this work not only elaborates on the mechanism by which DMI promotes angiogenesis by anti-oxidative stress, but also provides a new therapeutic option for the treatment of ischemic diseases.
研究领域:
医学
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细胞生物学
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产品关联
DOI
PubMed
高影响因子
ACS Sustainable Chemistry & Engineering
·
2020
·
IF 7.632
Xiaohui Di,Yu Zhang,Junying Fu,Qiang Yu,Zhongming Wang,Zhenhong Yuan
Dimethyl itaconate (DI), a promising biomass-derived intermediate, cannot be synthesized from itaconic acid (IA) in organisms due to the lack of metabolic pathways. It is necessary to develop a green and high-efficiency method to synthesis DI from IA. In this study, DI was, for the first time, produced from IA in an aqueous medium by an ionic liquid-strengthened enzymatic method. We found that when pretreated by the ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), the pH tolerance range of the lipase shrunk and the hydrolysis activity of it was greatly inhibited, while its esterification activity was not. Moreover, when the [bmim][PF6]-treated immobilized Rhizomucor miehei lipase (RML, 50 mg/mL) was employed in a reaction containing IA/methanol at a molar ratio of 1:30 and methanol/water in a volume ratio of 1:10 at 30 °C after 24 h, a 64.3% yield and 73.2% selectivity of DI was obtained. The results of HPLC and GC–MS revealed that in addition to the main product DI, other side products including acetic acid, propionic acid, and itaconic acid cyclolactone were also generated, which indicates that the RML-catalyzed esterification of IA and methanol has various side reactions, such as lactonization and self-decomposition of IA.
研究领域:
生物化学
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绿色化学
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产品关联
DOI
高影响因子
ACS Omega
·
2025
·
IF 4.3
Wang Xue,Xin Zhang,Chaoying Sun,Chenlong Wei,Liqun Zhang,Hui Yang,Runguo Wang
Pressure-sensitive adhesives (PSAs) are widely used materials, yet most of their raw materials are currently derived from nonrenewable petroleum resources. The PSA industry faces challenges including the depletion of petroleum resources, high solvent emissions, and carbon-intensive manufacturing processes. To address these issues, a series of poly(dibutyl itaconate-co-butyl acrylate-co-acrylic acid-co-glycidyl methacrylate) (PDBAG) copolymers were synthesized via high-temperature semicontinuous emulsion polymerization, using fully biobased dibutyl itaconate (DBI) as a monomer. The structures and properties of PDBAG with varying DBI and glycidyl methacrylate (GMA) contents were systematically characterized. An optimal balance between adhesion and cohesion was achieved at a GMA content of 0.5 wt %. Remarkably, increasing DBI content from 30 wt % to 50 wt % enhances the high-frequency shear loss modulus (G″) from 55.5 to 87.3 kPa (measured at T = 40 °C, ε = 1%) and correspondingly improves the 180° peel strength with SUS from 10.7 N/25 mm to 16.5 N/25 mm. This enhancement mechanism is attributed to increased energy dissipation within the PSA network during peel deformation. They surpass commercial acrylic PSAs in both peel strength and shear holding power. Biobased PSA partially replaces petroleum-based acrylics in the polymer backbone and features simpler, more eco-friendly processing while maintaining outstanding adhesion. This establishes a sustainable pathway for next-generation adhesive development.
研究领域:
高分子科学
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可持续材料
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胶粘剂与密封材料
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绿色化学
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乳液聚合
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产品关联
DOI
PubMed
高影响因子
BIO-MEDICAL MATERIALS AND ENGINEERING
·
2024
·Vol. 35
·期 5
·475-485
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IF 1
Bao Ronghua,Mao Yifan,Zhang Yuliang,Chai Junlei,Zhang Yuanbin,Luo Cheng,Zhang Kailong,Jiang Guohua,He Xiaodan
BACKGROUND:Osteoarthritis (OA) is a chronic and degenerative joint disease that remains a great challenge in treatment due to the lack of effective therapies. 4-octyl itaconate (4-OI) is a novel and potent modulator of inflammation for the treatment of inflammatory disease. However, the clinical usage of 4-OI is limited due to its poor solubility and low bioavailability. As a promising drug delivery strategy, injectable hydrogels offers an effective approach to address these limitations of 4-OI. OBJECTIVE:The aim of the study was to verify that the composite 4-OI/SA hydrogels could achieve a controlled release of 4-OI and reduce damage to articular cartilage in the group of osteoarthritic rats treated with the system. METHODS:In this study, an injectable composite hydrogel containing sodium alginate (SA) and 4-octyl itaconate (4-OI) has been developed for continuous intra-articular administration in the treatment of OA. RESULTS:After intra-articular injection in arthritic rats, the as-prepared 4-OI/SA hydrogel containing of 62.5 μM 4-OI effectively significantly reduced the expression of TNF-α, IL-1β, IL-6 and MMP3 in the ankle fluid. Most importantly, the as-prepared 4-OI/SA hydrogel system restored the morphological parameters of the ankle joints close to normal. CONCLUSION:4-OI/SA hydrogel shows a good anti-inflammatory activity and reverse cartilage disruption, which provide a new strategy for the clinical treatment of OA.
研究领域:
生物材料学
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药剂学
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炎症与免疫
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产品关联
DOI
PubMed
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2022
·
IF 4.326
Hui Yang,Haijun Ji,Liwei Li,Wang Xue,Liqun Zhang,Xinxin Zhou,Runguo Wang
Poly(ethyl acrylate-co-methoxyethyl acrylate-co-dialkyl itaconate-co-vinyl chloroacetate)s (PEMDAVs) were synthesized by redox initiated emulsion polymerization of ethyl acrylate, methoxyethyl acrylate, vinyl chloroacetate, and biobased dialkyl itaconate as a modified monomer. The molecular weight of the synthesized PEMDAVs was in the range of 337 000 and 346 000 g/mol, which was higher than that of the unmodified polymer PEMV. The structure and thermal performance of PEMV and PEMDAVs was determined by 1H nuclear magnetic resonance, differential scanning calorimetry, and thermogravimetric analysis. Carbon black (CB) was used as a filler to enhance the PEMV and PEMDAVs. Mechanical properties of PEMDAVs/CB nanocomposites got improved compared with PEMV/CB nanocomposite. In addition, we analyzed the effect of biobased monomer itaconate with different side chain length on the mechanical properties and oil resistance. It is worth noting that PEMDMV/CB with dimethyl itaconate content exhibited great heat oil resistance in ASTM #3 oil at 150 °C or even 175 °C. This work is expected to not only prepare excellent mechanical properties and oil-resistance elastomers but also provide some guidelines for the modified traditional rubber with biobased monomers.
研究领域:
材料科学
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高分子化学
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纳米技术
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产品关联
DOI
高影响因子
Protection of Metals and Physical Chemistry of Surfaces
·
2020
·Vol. 56
·期 4
·740-745
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IF 0.985
Lijun Chen,Chen Xiaolong,Gong Yilu,Shao Tantan,Zhang Xin,Chen Dawei,Cai Zhibin
Abstract Polyacrylate latex contained monobutyl itaconate (MBI) and N,N-diethylacrylamide (DEA) was successfully prepared by semi-continuous seeded emulsion polymerization with a green mixed emulsifier of sodium dodecyl benzene sulfonate (SDBS) anion surfactant and tetradecyl hydroxypropyl decyl betaine (THDB) amphoteric emulsifier, the mixed monomers of methyl methacrylate (MMA), butyl acrylate (BA) were modified by MBI and DEA, which were initiated with potassium persulfate (KPS). The structure was characterized by Fourier transform infrared spectroscopy (FTIR). The film of latex was measured by thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and contact angle (CA). The particle size of the latex was tested by Zetatrac dynamic light scattering detector. The optimal conditions are as follows: the amount of mixed emulsifiers is 6.0%; the optimum mass ratio of SDBS to THDB is 1 : 1; the amount of initiator is 0.7%; the mass rate of main monomers of MMA : BA = 1 : 1; the amount of DEA is 5.0% and MBI is 2%. In this paper, the polyarcylate emulsion shows excellent thermal stability and hydrophobicity.
研究领域:
材料科学
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高分子化学
✓ 已验证
DOI
高影响因子
RSC Advances
·
2014
·Vol. 4
·期 109
·64043-64052
·
IF 3.708
Anqi Ju,Yafeng Yan,Dawei Wang,Jun Luo,Mingqiao Ge,Mengjuan Li
A bifunctional comonomer β-methylhydrogen itaconate (MHI) was employed to prepare high molecular weight poly[acrylonitrile-co-(β-methylhydrogen itaconate)] [P(AN-co-MHI)] copolymers by radical polymerization in a mixed solvent of dimethyl sulfoxide/deionized water = 60/40 (wt/wt), which was used as a carbon fiber precursor instead of acrylonitrile terpolymers for improving the stabilization and spinnability simultaneously. The structure and stabilization of P(AN-co-MHI) copolymers with different monomer feed ratios were characterized by elemental analysis (EA), Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD) and differential scanning calorimetry (DSC). The results show that both the polymerization conversion and molecular weight reduce with the increase of MHI content in the feed due to the larger molecular volume of MHI. The monomer reactivity ratios were calculated by Fineman–Ross and Kelen–Tüdõs methods and the reactivity of MHI is higher than that of AN. Two parameters Es = A1618 cm−1/A2244 cm−1 and SI = (I0 − Is)/I0 were defined to evaluate the extent of stabilization and the activation energy (Ea) of the cyclization. The FTIR, XRD and DSC results show that P(AN-co-MHI) copolymers exhibit significantly improved stabilization characteristics than the PAN homopolymer and poly(acrlonitrile–methyl acrylate–acrylic acid) terpolymer, such as a larger extent of stabilization, lower initiation temperature and smaller Ea of cyclization, which is attributed to the ionic initiation of the MHI comonomer and is beneficial for preparing high performance carbon fiber.
研究领域:
高分子化学
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材料科学
✓ 已验证
DOI
高影响因子
Polymers
·
2019
·Vol. 11
·期 11
·1897
·
IF 3.164
Hui Yang,Haijun Ji,Xinxin Zhou,Weiwei Lei,Liqun Zhang,Runguo Wang
A novel elastomer poly(diethyl itaconate-co-butyl acrylate-co-ethyl acrylate-co-glycidyl methacrylate) (PDEBEG) was designed and synthesized by redox emulsion polymerization based on bio-based diethyl itaconate, butyl acrylate, ethyl acrylate, and glycidyl methacrylate. The PDEBEG has a number average molecular weight of more than 200,000 and the yield is up to 96%. It is easy to control the glass transition temperature of the PDEBEG, which is ranged from −25.2 to −0.8 °C, by adjusting the monomer ratio. We prepared PDEBEG/CB composites by mixing PDEBEG with carbon black N330 and studied the oil resistance of the composites. The results show that the tensile strength and the elongation at break of the composites with 10 wt% diethyl itaconate can reach up to 14.5 MPa and 305%, respectively. The mechanical properties and high-temperature oil resistance of the composites are superior to that of the commercially available acrylate rubber AR72LS.Keywords:bio-based diethyl itaconate;redox emulsion polymerization;composite;mechanical properties;high-temperature oil-resistant
研究领域:
材料科学
·
化学工程
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产品关联
DOI
PubMed
高影响因子
Advanced Healthcare Materials
·
2022
·Vol. 11
·期 12
·2102791
·
IF 11.092
Qiuyue Ding,Tingfang Sun,Weijie Su,Xirui Jing,Bing Ye,Yanlin Su,Lian Zeng,Yanzhen Qu,Xu Yang,Yuzhou Wu,Zhiqiang Luo,Xiaodong Guo
Cutaneous wound healing, especially diabetic wound healing, is a common clinical challenge. Reactive oxygen species (ROS) and bacterial infection are two major detrimental states that induce oxidative stress and inflammatory responses and impede angiogenesis and wound healing. A derivative of the metabolite itaconate, 4-octyl itaconate (4OI) has attracted increasing research interest in recent years due to its antioxidant and anti-inflammatory properties. In this study, 4OI-modified black phosphorus (BP) nanosheets are incorporated into a photosensitive, multifunctional gelatin methacrylamide hydrogel to produce a new photothermal therapy (PTT) and photodynamic therapy (PDT) system with antibacterial and antioxidant properties for diabetic wound regeneration. Under laser irradiation, the 4OI–BP-entrapped hydrogel enables rapid gelation, forming a membrane on wounds, and offers high PTT and PDT efficacy to eliminate bacterial infection. Without laser irradiation, BP acts as a carrier and controls the release of 4OI, with which it synergistically enhances antioxidant activity, thus alleviating excessive ROS damage to endothelial cells, promoting neovascularization, and facilitating faster diabetic wound closure. These findings indicate that 4OI–BP-entrapped multifunctional hydrogel provides a stepwise countermeasure with antibacterial and antioxidant properties for enhanced diabetic wound healing and may lead to novel therapeutic interventions for diabetic ulcers.
研究领域:
生物医学工程
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材料科学
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药学
·
伤口愈合
✓ 已验证
DOI
PubMed
高影响因子
ACS Nano
·
2024
·
IF 15.8
Wenying Li,Dong Chen,Yanmei Zhu,Qiange Ye,Yang Hua,Ping Jiang,Ying Xiang,Yuejie Xu,Yinya Pan,Hua Yang,Yichun Ma,Hang Xu,Cheng Zhao,Chang Zheng,Changrong Chen,Yun Zhu,Guifang Xu
Current therapies primarily targeting inflammation often fail to address the root relationship between intestinal mucosal integrity and the resulting dysregulated cell death and ensuing inflammation in ulcerative colitis (UC). First, UC tissues from human and mice models in this article both emphasize the crucial role of Gasdermin E (GSDME)-mediated pyroptosis in intestinal epithelial cells (IECs) as it contributes to colitis by releasing proinflammatory cytokines, thereby compromising the intestinal barrier. Then, 4-octyl-itaconate (4-OI), exhibiting potential for anti-inflammatory activity in inhibiting pyroptosis, was encapsulated by butyrate-modified liposome (4-OI/BLipo) to target delivery for IECs. In brief, 4-OI/BLipo exhibited preferential accumulation in inflamed colonic epithelium, attributed to over 95% of butyrate being produced and absorbed in the colon. As expected, epithelium barriers were restored significantly by alleviating GSDME-mediated pyroptosis in colitis. Accordingly, the permeability of IECs was restored, and the resulting inflammation, mucosal epithelium, and balance of gut flora were reprogrammed, which offers a hopeful approach to the effective management of UC.
研究领域:
药理学
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免疫学
·
胃肠病学
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产品关联
DOI
PubMed
高影响因子
BIOCHEMICAL PHARMACOLOGY
·
2023
·
IF 5.8
Ziyun Hu,Di Xu,Huihui Meng,Wenya Liu,Qi Zheng,Junsong Wang
4-octyl itaconate (4-OI) is a cell-permeable itaconate derivative with anti-inflammatory and antioxidant properties. However, its therapeutic potential for oxidative stress-induced liver injury remains unknown. This study investigated the hepatoprotective effects and mechanisms of 4-OI against oxidative damage in in vitro and in vivo models. 4-OI attenuated H 2 O 2 -induced cytotoxicity, oxidative stress, and mitochondrial dysfunction in L02 and HepG2 cells. Untargeted metabolomics profiling and pathway analysis identified the PI3K/AKT/mTOR and MAPK pathways as key regulators of 4-OI's protective effects. Specifically, 4-OI induced phosphorylation of AKT and ERK1/2, leading to activation of the Nrf2 signaling pathway. Nrf2 upregulated expression of the mitochondrial deacetylase Sirt3, which subsequently alleviated H 2 O 2 -induced cell injury. In mice, 4-OI reduced acetaminophen (APAP)-induced liver injury as evidenced by attenuated hepatocellular necrosis and decreased serum liver enzymes . It also elevated hepatic expression of Nrf2, Sirt3, p-AKT and p-ERK1/2. Inhibition of AKT, ERK1/2 or Nrf2 blocked the protective effects of 4-OI in vitro, suggesting its antioxidant activity is mediated by activating the Nrf2/Sirt3 pathway via AKT and ERK1/2 phosphorylation. In summary, 4-OI exerted antioxidant and hepatoprotective effects by activating the Nrf2/Sirt3 signaling pathway through AKT and ERK1/2 phosphorylation, which were elucidated using in vitro and in vivo oxidative stress models. This provides novel insights into the mechanisms of 4-OI against oxidative stress-related liver diseases.
研究领域:
药理学
·
毒理学
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细胞生物学
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）