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GREEN CHEMISTRY · 2022 ·Vol. 24 ·期 19 ·7644-7651 · IF 11.034

Direct conversion of glyceric acid to succinic acid by reductive carbonylation

Linfeng Zhang,Changpo Ma,Chenyu Wang,Guangyu Sun,Yongqi Shu,Wenya Zou,Tao Yang,Weiran Yang

Glyceric acid (GA), a glycerol derivative, can be used as a versatile platform molecule to produce value-added chemicals. Succinic acid (SA) is a very important bio-based molecule that acts as a fine chemical and is used in biodegradable polymer synthesis. It has been shown earlier that GA can be effectively converted to the platform chemical 3-iodopropionic acid (3-IPA) with a RhCl3/HI catalyst system. In this work, we first explored the production of SA from 3-IPA by carbonylation. With RhCl3 as the catalyst and acetic acid (AA) and water as the solvent, as high as 78% yield of SA can be achieved. Considering the similarity of the catalysts used in two steps, we then further probed the one-step synthesis of SA directly from GA. Under optimized reaction conditions, 71% yield of SA can be obtained directly from GA by reductive carbonylation with RhCl3 and I2 as the catalyst under H2 and CO atmospheres. This is the first report of the direct conversion of GA to SA, which provides a novel method for glycerol valorization.

研究领域: 化学工程 · 催化 · 生物化工
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GREEN CHEMISTRY · 2019 ·Vol. 21 ·期 16 ·4434-4442 · IF 9.405

Highly selective conversion of glyceric acid to 3-iodopropionic acid by hydriodic acid mediated hydrogenation

Teng Li,Shengqin Liu,Bing Wang,Jingen Long,Jun Jiang,Ping Jin,Yao Fu,Haizhu Yu,Weiran Yang

Glycerol, generated in abundance as the by-product in the process of biodiesel production and saponification, has seen attempts to convert it into value-added chemicals. However, due to the low selectivity of hydrogenolysis of the secondary hydroxyl group, valuable 1,3-substituted chemicals are difficult to obtain from glycerol by chemocatalysis. In this work, glyceric acid (GA), a renewable biomass from glycerol, was quantitatively converted to 3-iodopropionic acid (3-IPA) at 373 K in 3 h by hydroiodic acid mediated hydrogenation. As the reductant in this process, HI is oxidized to I2 and then regenerated in situ by metal catalysts and H2. The reaction pathway was proposed by intermediate identification and verified by a kinetics study and computational method. The catalytic system was shown to be stable and can be reused several times without loss in activity. As a 1,3-substituted chemical, 3-IPA is not only a potential monomer to form poly-3-hydroxypropionic acid, but also a good platform molecule to produce useful chemicals, e.g. 3-hydroxypropionic acid (3-HPA) and acrylic acid (AA), due to its highly reactive nature.

研究领域: 化学工程 · 可再生资源化学 · 有机合成
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CATALYSIS LETTERS · 2021 ·Vol. 151 ·期 8 ·2339-2345 · IF 3.186

Microwave-Assisted Nickel-Catalyzed Rapid Reductive Coupling of Ethyl 3-iodopropionate to Adipic Acid

Zhang Linfeng,Zheng Jing,Zou Wenya,Shu Yongqi,Yang Weiran

Abstract 3-iodopropionic acid (3-IPA) can be efficiently synthesized from the glycerol derivative glyceric acid (GA), which is a potential biomaterial-based platform molecule. In this report, ethyl 3-iodopropionate was rapidly dimerized to diethyl adipate in a microwave reactor using NiCl 2 ·6H 2 O as a catalyst, co-catalyzed by Mn and the 1, 10-Phenanthroline monohydrate ligand. Under the optimum reaction conditions, diethyl adipate can be obtained with 84% yield at 90 °C in just 5 min. Diethyl adipate was hydrolyzed to obtain the adipic acid (AA) in 89% yield with an acid catalyst. AA is an important chemical and a monomer for producing a wide range of high-performance polymeric substances. This rapid coupling method is also applicable to other alkyl halides. Graphic Abstract

研究领域: 有机化学 · 生物材料化学
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BIOMACROMOLECULES · 2025 · IF 5.4

Cross-linking Collagen Using Divalent Metal Ions

Zhongyu Li,Liping Pu,Delong Hou,Jun Yan,Qi Zeng,Yi Chen

Cross-linking collagen with high-valent metal ions such as Cr(III), Zr(IV), Fe(III), and Al(III) significantly enhances its physicochemical properties, making collagen-based materials suitable for advanced applications. However, the use of high-valent metal ions is limited by concerns regarding toxicity, redox instability, and low cross-linking efficiency. Here, we present a proof-of-concept demonstrating that nontoxic, stable divalent metal ions (M(II), such as Mg(II), Ca(II)), previously considered ineffective for collagen cross-linking, can facilitate linkage formation within collagen. This is achieved through selective binding of molecularly engineered cucurbit[7]uril to aromatic residues (Phe/Tyr) in collagen, creating tailored coordination sites for M(II). The resulting cross-linking efficiency rivals or exceeds that of high-valent metal ions, with in vitro experiments confirming the nontoxic nature of M(II)-cross-linked collagen. This study expands the repertoire of metal ions capable of cross-linking collagen, addressing the limitations associated with high-valent metal ions and potentially enabling the development of high-performance, biocompatible collagen-based materials.

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DYES AND PIGMENTS · 2026 · IF 3.9

Electrospun spiropyran-based photochromic nanofibers with enhanced stability for anti-counterfeiting

Lin-Xia Lu,Xue-Qing Li,Chuan-Xiang Qin,Xian-Wei Cheng,Jin-Ping Guan

A spiropyran-AIEgen integration strategy is proposed to construct multicolor photochromic systems beyond conventional single-color switching. • Electrospinning-enabled polymer encapsulation markedly enhances the stability of spiropyran, yielding high-performance solid-state photochromic nanofibers. • The resulting materials enable multilevel color encryption, offering strong potential for advanced anti-counterfeiting applications. Photochromism has emerged as a promising strategy for enhancing anti-counterfeiting technologies, where the development of materials combining rapid response with high stability remains a critical challenge. Herein, a novel spiropyran-tetraphenylethylene (SP-TPE) photochromic material was designed and successfully synthesized. The material exhibited rapid and reversible photochromic behavior in solution, accompanied by pronounced aggregation-induced luminescence. Owing to this synergistic effect, SP-TPE displayed distinct multicolor photoresponses rather than a conventional single-color transition, significantly expanding the accessible photochromic color space. Cytotoxicity evaluations confirmed its low toxicity and good biocompatibility. To overcome the limited stability of SP-TPE in solution, polymer encapsulation via electrospinning was employed to fabricate nanofibrous films with spatial confinement. The resulting SP-TPE films retained pronounced photochromic performance even at low concentrations and low light intensities, while exhibiting markedly enhanced thermal stability. Under identical conditions, the color recovery time was extended from approximately 30 s in solution to over 800 s in the solid state. Moreover, concentration- and light-intensity-dependent color modulation enabled multilevel color encryption. This work provides an effective strategy for constructing stable, multicolor photochromic systems and offers new insights into the development of advanced spiropyran-based anti-counterfeiting materials. Download: Download high-res image (312KB) Download: Download full-size image

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ACS Applied Polymer Materials · 2025 · IF 4.7

Smart Fiber Materials for Light-Induced Bidirectional Humidity Regulation: Self-Assembly Realizes the Renewable Properties

Chunhao Li,Xiaohao Zhao,Huijun Wei,Yongheng Qiu,Yang Zhang,Yongsheng Bao,Shuai Wang

The balance of microenvironmental humidity affects all aspects of life, for example, in the conservation of cultural heritage and the preservation of books and archives, which require a stable and balanced level of humidity. Therefore, it is vital to develop a material that can regulate the humidity of the microenvironment. The study of the renewable properties of materials has been an important breakthrough in this field toward practical applications. In this study, self-assembly technology has been innovatively applied to the field of regenerative materials for the first time. By bonding spiropyran with the host molecule cyclodextrin and subsequently self-assembling with the guest polymer adamantane, porous materials were successfully prepared using electrospinning technology. Spiropyran undergoes a reversible transition between polar hydrophilic and nonpolar hydrophobic states under alternating UV/visible light irradiation, which is a perfect fit for the design of humidity-regulating materials. Spatial site resistance of β-cyclodextrin played an important role in the efficiency of host–guest binding, which ultimately had a direct impact on the ability of the material to regulate humidity. When the material fails due to prolonged use, disassembly and reassembly of cyclodextrins and adamantanes enable the renewable properties of materials.

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ACS Applied Polymer Materials · 2025 · IF 4.7

Self-Healing Negative Photochromic Hydrogel for Rewritable Display

Mengmeng Kang,Xingmeng Su,Yuanchang Zhang,Yu Yao,Olayinka Oderinde,Guodong Fu

To address the growing demand for energy-efficient information storage and smart displays, we have developed a fast, self-healing, rewritable photochromic hydrogel based on visible light-responsive reverse photochromism. The developed hydrogel is engineered by integrating carboxyl-functionalized spiropyran into a poly(vinyl alcohol) (PVA) matrix, utilizing hydrogen bonding, crystallization of PVA chains, and B–O bonds. The reverse photochromic effect is significantly enhanced by the addition of sodium tetraborate, which is further augmented by the temperature increase. Additionally, a carboxyl-functionalized spirooxazine is used as a couple for UV tuning stimulation, so the self-healing reverse photochromic hydrogel could respond to both the visible and UV, impacting more diverse color variations as well as enhancing the controllability of the hydrogel. This approach promotes the development of reverse photochromic hydrogels, potentially expanding their applications in tunable and rewritable display technologies.

研究领域: 材料科学 · 光学工程
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ULTRASONICS SONOCHEMISTRY · 2024 · IF 8.7

Ultrasound-assisted intensification of Pickering interfacial biocatalysis preparation of vitamin A aliphatic esters

Yufei Zhang,Yundong Lai,Mingming Zheng

A novel approach to ultrasound-assisted Pickering interfacial biocatalysis (PIB) has been proposed and implemented for the efficient enzymatic transesterification production of vitamin A fatty acid esters. This is the first instance of exploiting the synergistic effect of ultrasound and the bifunctional modification of enzyme supports to accelerate biocatalytic performance in PIB systems. The optimal conditions were determined to be ultrasound power of 70 W, on/off time of 5 s/5 s, substrate molar ratio of 1:1, enzyme addition of 2 %, and a volume ratio of n-hexane to PBS of 3:1, a temperature of 40 °C, and a time of 30 min. The application of ultrasound technology not only improved lipase activity but also allowed for a reduction in emulsion droplet size to enhance interfacial mass transfer.   Bifunctional modification of silica-based supports enhanced stability of immobilized enzymes by increasing hydrogen bonding while maintaining the active interface microenvironment. Compared with a non-ultrasound-assisted PIB system stabilized by mono-modified immobilized enzyme particles, the catalytic efficacy (CE) of the novel system reached 8.18 mmol g −1 min −1 , which was enhanced by 3.33-fold, while the interfacial area was found to have increased by 17.5-fold. The results facilitated the conversion of vitamin A palmitate (VAP), vitamin A oleate (VAO), vitamin A linoleate (VAL), and vitamin A linolenate (VALn), with conversion rates of approximately 98.2 %, 97.4 %, 96.1 %, and 94.7 %, respectively. This represents the most efficient example that has been reported to our knowledge. Furthermore, the system demonstrated improved reusability, with a conversion rate of 62.1 % maintained even after 10 cycles. The findings presented in this paper provide valuable insights into an efficient and conveniently promising protocol for the development of PIB systems.

研究领域: 生物技术 · 化学工程 · 酶学 · 药学
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ANALYTICAL CHEMISTRY · 2024 · IF 6.7

Imaging GPCR Dimerization in Living Cells with Cucurbit[7]uril and Hemicyanine as a “Turn-On” Fluorescence Probe

Qiuxiang Mao,Lancheng Wang,Dandan Xue,Xiaoxuan Lin,Fang Sun,Pengcheng Xu,Jieru Chen,Wenying Li,Xiuchen Li,Fang Yan,Chi Hu

Although multiple forms of dimers have been described for GPCR, their dynamics and function are still controversially discussed field. Fluorescence microscopy allows GPCR to be imaged within their native context; however, a key challenge is to site-specifically incorporate reporter moieties that can produce high-quality signals upon formation of GPCR dimers. To this end, we propose a supramolecular sensor approach to detect agonist-induced dimer formation of μ-opioid receptors (μORs) at the surface of intact cells. With the macrocyclic host cucurbit[7]uril and its guest hemicyanine dye tethered to aptamer strands directed against the histidine residues, the sensing module is assembled by host–guest complexation once the histidine-tagged μORs dimerize and bring the discrete supramolecular units into close proximity. With the enhanced sensitivity attributed by the “turn-on” fluorescence emission and high specificity afforded by the intermolecular recognition, in situ visualization of dynamic GPCR dimerization was realized with high precision, thereby validating the supramolecular sensing entity as a sophisticated and versatile strategy to investigate GPCR dimers, which represent an obvious therapeutic target.

研究领域: 药理学 · 细胞生物学 · 生物化学
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ADVANCED FUNCTIONAL MATERIALS · 2024 · IF 18.5

Highly Water-Dispersible Spiropyran-Octapeptide Supramolecules: Efficient, Multi-processable, and Versatile Photoswitches for Time-Dependent Dual-Mode Encryption

Xuyang Chen,Huijuan Wen,Jinrong Yao,Xin Chen,Yu Wang,Zhengzhong Shao

With exceptional photochromic and photoluminescent properties, spiropyrans have demonstrated significant potential for advanced information encryption and anti-counterfeiting applications. However, its inherent water insolubility leads to incompatibility with aqueous polymers, and even more, its ease of leaching from the matrix hinders the formation of stable stimuli-responsive platforms through direct blending with all polymers. Here, the fabrication of amphiphilic spiropyran-octapeptide molecules is reported that can spontaneously self-assemble into highly water-dispersible supramolecular nanofibers in water. These assemblies exhibit universal polymer matrix compatibility while retaining the rapid photo-responsiveness of spiropyrans. The formation of strong interactions between the supramolecular assembly and polymer chains ensures the long-term stability of the resultant stimuli-responsive materials in aqueous environments. These platforms fully preserve the base polymers’ processing properties, with silk fibroin as the matrix offering exceptional opportunities for constructing photo-responsive platforms in various forms (e.g., films, gels, fibers, and coatings) with multiple functionalities using diverse solution processing techniques. Integrating distinct photochromic and photoluminescent responses within a single format without interference, combined with environmental stability and processing flexibility, enables the creation of dual-mode, high-security encryption devices for diverse application scenarios. The outlined strategy provides innovative concepts for developing high-performance, versatile intelligent systems utilizing stimulus-responsive molecules.

研究领域: 材料科学 · 生物化学 · 信息加密
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NEW JOURNAL OF CHEMISTRY · 2026 · IF 2.6

Photochromic Nanofiber-Based Transparent Composite Film and Its Application in Information Encryption

Wen Wang,Ma Menghe,Yangjie Huang,Mufang Li,Dong Wang

Stimulus response color-changing materials can produce intuitive visual feedback to environmental stimuli, and have received great attention in the fields of anti-counterfeiting, intelligent monitoring and smart windows. Herein, the autonomously synthesized spiropyran was successfully introduced into the poly(vinyl alcohol-co-ethylene) (PVA-co-PE) nanofiber film by a simple grafting method, which endowed the nanofiber film with excellent discoloration behavior in response to UV light stimulation. Experimental results show that when the graft concentration of spiropyran was controlled at 1 wt%, the prepared photochromic SP/PVA-co-PE nanofiber film could completely change from yellow-green to purplish red under ultraviolet irradiation for 10 s, and quickly return to the initial yellow-green state after 120 s of green light irradiation. Then, the SP/PVA-co-PE nanofiber film was combined with polyvinylpyrinone (PVP) to obtained the PVP/SP/ PVA-co-PE transparent film, which not only retained excellent photochromic function, but also had high optical transparency of 89.63%, and its thermal stability and mechanical properties were greatly improved. Finally, after clever design, the PVP/SP/ PVA-co-PE composite film was applied in two-dimensional code recognition and hidden information encryption pattern, which had great inspiration for future intelligent applications in the fields of encryption, anti-counterfeiting and visual smart windows.

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CARBOHYDRATE POLYMERS · 2021 · IF 9.381

Fabrication of super-high transparent cellulose films with multifunctional performances via postmodification strategy

Ying Qi,Shaojian Lin,Jianwu Lan,Yifei Zhan,Junling Guo,Jiaojiao Shang

A transparent versatile cellulose platform film was prepared from Eucalyptus pulp in this work. Based on such cellulose platform, multifunctional cellulose films with ultraviolet-shielding, photochromism, and strong mechanical strength were fabricated via nucleophilic postmodification strategy by introducing a versatile spiropyran moiety into cellulose molecules. The fabricated cellulose films exhibited super-high transmittance up to 96% and performed notable ultraviolet-shielding capacity at 200–400 nm. Moreover, the photochromic performance of cellulose films with color changes could be clearly observed by the naked eyes, and the fluorescent blue could be excited. Besides, the tensile stress of multi-functional cellulose film was about 80 MPa, which was almost 8 times stronger than that of the commercial polyethylene film at the same thickness. It is noteworthy that these superior performances promote such a cellulose platform to be a versatile precursor for fabricating various multi-functional cellulose used in the fields of out-door coating, transparent packaging, optical screen, etc .

研究领域: 材料科学 · 化学工程
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