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GREEN CHEMISTRY · 2024 · IF 9.3

A green and sustainable multi-enzyme cascade for 1,3-diaminopropane biosynthesis from crude glycerol in vitro

Daocheng Liao,Shiming Tang,Ying Lin,Suiping Zheng

1,3-Propanediamine is a diamine widely used in microelectronics and porous materials. It can also be used as a curing agent for epoxy resin, forming valuable three-dimensional structures, or as a raw material for synthesizing the radiation-resistant drug amifostine. However, traditional chemical synthesis methods for producing 1,3-propanediamine often contradict the 12 principles of green chemistry. In this study, we designed a new pathway for producing 1,3-diaminopropane through a retrosynthetic-designed multi-enzyme cascade from crude glycerol in vitro. Compared with traditional chemical methods, this multienzyme cascade is simpler in process, less energy-consuming, cleaner in substrate usage, and more environmentally friendly. In the cascade reaction, we selected glycerol dehydratase (KpGDHT) to dehydrate the intermediate product 3-amino-1,2-propanediol based on substrate promiscuity. We then modified the substrate preference of KpGDHT to obtain the optimized mutant KpGDHT/Q337A/S302D, which exhibited a 4.4-fold increase in activity toward 3-amino-1,2-propanediol compared with the wild-type KpGDHT. Using KpGDHT/Q337A/S302D as the catalyst, 3.8 mM 1,3-diaminopropane was produced from 5 mM glycerol within 8h under optimal conditions, achieving 76% conversion efficiency. Finally, we evaluated the performance of 1,3-diaminopropane synthesized from crude glycerol and obtained 1,3-diaminopropane with a concentration of 3.95 mM, which is comparable to that from pure glycerol. Given its robustness and environmental benefits, this proposed cascade reaction pathway has great potential to produce 1,3-diaminopropane on an industrial scale.

研究领域: 生物化学 · 合成生物学 · 环境科学
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FUEL · 2018 · IF 4.908

Hyperbranched poly(amido amine) demulsifiers with ethylenediamine/1,3-propanediamine as an initiator for oil-in-water emulsions with microdroplets

Lifeng Zhang,Hao Ying,Shu Yan,Ningning Zhan,Yongsheng Guo,Wenjun Fang

Two kinds of hyperbranched poly(amido amine) (h-PAMAM) with abundant terminal amine groups are synthesized to break the oil-in-water (O/W) emulsions consisting of microdroplets. The demulsification performance of h-PAMAM is systematically evaluated with assistance of UV–vis spectra, micrograph, DLS and SAXS analyses. The demulsifier with 1,3-propanediamine as initiator shows a striking demulsification ability with small dosage (<40 mg/L). The demulsification equilibrium can be obtained within 30 min, and oil removal ratio reaches to 92%, which is ascribed to the highly hyperbranched structure and the adequate molecular weight. The demulsifier molecules with hyperbranched structure easily diffuse to the oil-water interface and reveal a high interfacial activity, which causes film break and coalescence of oil droplets, and consequently leads to high oil removal ratio. The combination of UV–vis spectra, micrograph, DLS and SAXS analyses provides a new approach to monitor demulsification process and comprehend demulsification mechanism. The excellent demulsification performance of h-PAMAM shows a considerable potential applications of this hyperbranched polymer for wastewater treatment and petroleum industry.

研究领域: 化学工程 · 环境科学 · 石油工业
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APPLIED SURFACE SCIENCE · 2016 · IF 3.15

Preparation and antifouling property of polyurethane film modified by chondroitin sulfate

Huihui Yuan,Jing Xue,Bin Qian,Huaying Chen,Yonggang Zhu,Minbo Lan

An antifouling polyurethane film modified by chondroitin sulfate (PU-CS) was prepared by chemical grafting with N-Boc-1,3-propanediamine as a spacer. The different mass fraction of N-Boc-1,3-propanediamine was investigated to obtain PU-CS films with different CS grafting density. The surface properties of PU-CS films were comprehensively characterized. Proteins adsorption and glycosaminoglycans adhesion on films were evaluated. Moreover, inorganic salt deposition on film with highest CS grafting density (3.70   μg/cm 2 ) was briefly investigated. The results showed that the increase of CS grafting density improved not only the hydrophilicity but the antifouling performance of films. The best antifouling film reduced the adsorption of fibrinogen (BFG), human serum albumin (HSA) and lysozyme (LYS) by 81.4%, 95.0% and 76.5%, respectively, and the adhesion of chondroitin (CS), heparin (HP) and hyaluronic acid (HA) by 70.6%, 87.4% and 81.3%, respectively. In addition, the co-adsorption of proteins and glycosaminoglycans reduced up to 86.9% and 75.5%, respectively. Changes in inorganic salt deposition after co-adsorption of proteins and glycosaminoglycans on PU-CS(3) suggested that the proteins promoted the inorganic salt deposition, while glycosaminoglycans inhibited the crystal growth. The negatively charged polysaccharides might promote the generation of smaller crystals which could be conducive to provide theoretical and practical guide to develop novel urinary stents with significant anti-encrustation properties.

研究领域: 材料科学 · 生物材料 · 表面化学 · 生物医学工程
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2022 · IF 3.269

Investigation of viscosity, activation energy and CO2 diffusion coefficient for N-methyl-1,3-propane-diamine, N-(2-aminoethyl)ethanolamine and 1,4-butanediamine activated 2- diethylaminoethanol aqueous solutions

Pan Zhang,Yanxi Ji,Wenya Li,Lihua Xu,Lemeng Wang,Dong Fu

The viscosities of N -(2-aminoethyl)ethanolamine (AEEA), 1,4-butanediamine (BDA) and N-methyl- 1,3-propane- diamine (MAPA) activated 2- diethylaminoethanol (DEAE) aqueous solutions were measured at temperatures ( T ) from 303.2 K to 323.2 K, respectively. The DEAE mass fractions ( w DEAE ) and the other three amines ( w AEEA / w BDA / w MAPA ) are 0.300 to 0.500 and 0.050 to 0.150 respectively. The Weiland equation was used to calculate the viscosity of these three solutions, and the calculation results were satisfied with data of the experimental results. With the aid of experimentally determined viscosity data, the activation energy ( E a) of these three solutions was predicted through the Arrhenius formula. With the help of the viscosity data and the diffusion coefficient model of CO 2 in water, the CO 2 diffusion coefficient ( D CO2 ) in these three solutions was calculated. The quantitative relationship between the calculated values (viscosity, activation energy and diffusion coefficient) and the operation conditions (solution mass fraction and temperature) was analyzed. Our results show that the DEAE-BDA absorbent has better application potential due to its lower viscosity, higher CO 2 diffusion coefficient and lower activation energy.

研究领域: 化学工程 · 环境科学
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ENERGY & FUELS · 2025 · IF 5.3

Product Optimization of Biphasic Absorbents for CO2 Capture

Yinchun Liang,Hongyu Duan,Weida Chen,Lihui Sun,Feng Zhang

New absorbents combining the advantages of phase separation and easily regenerated products were prepared with 2-methyl-2-amino-1-propanol (AMP) as the main absorbent and tertiary amines as the auxiliary absorbents and phase splitters. The absorption performances of absorbents containing different tertiary amines were systematically compared. Among these tertiary amines, N,N,N′,N′-tetramethyl-1,3-propanediamine (TMPDA) exhibited the most effective properties. For the absorbent TMPDA–AMP–H2O system (TAH), an absorption load of approximately 2.6 mol/kg was achieved. The kinetic and thermodynamic properties of TAH absorption were evaluated. It was found that the absorption products were readily decomposed into HCO3–, and the regeneration efficiency of TAH was above 91% at 358 K, while the regeneration energy consumption was only 2.0 GJ/t CO2. It should be noted that the addition of TMPDA effectively inhibited the precipitation of bicarbonate, thus leading to a higher absorption capacity and lower energy consumption per ton of CO2 loaded.

研究领域: 化学工程 · 环境科学 · 材料科学 · 能源技术
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MICROCHIMICA ACTA · 2023 ·Vol. 190 ·期 4 ·1-9 · IF 5.7

Ratiometric fluorescent probe based on non-conjugated polymer dots for pH measurements in ordinary Portland cement-based materials

Du Ning,Zhang Guohui,Hou Pengkun,Zhang Hao,Guan Ruifang

An organic fluorescent probe, citric acid-1,3-Propanediamine-Rhodamine B ( CPR ) was synthesized to determine pH of ordinary Portland cement requiring only a small sample size (less than 500 μL cement leachate). The SEM, XRD, and FTIR investigations demonstrate that citric acid-1,3-Propanediamine are polymer dots with a fusiform structure. Ratio pH probe is constructed by rhodamine B with polymer dots, which exhibits a linear response in high alkaline range. A 6-fold increase in fluorescence intensity (455 nm) is achieved at pH from 12.00 to 13.25. Combined with measurements of the isothermal calorimeter, mineral composition, and microscopic morphology, variation of pH is used to evaluate the changes of components during hydration. Furthermore, CPR can be applied to measure pH of high-dose pulverized fuel ash blending systems, the non-pure cement with slightly lower alkalinity. Graphical

研究领域: 材料科学 · 分析化学 · 水泥技术 · 荧光探针 · 高分子化学
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Measurement of density, viscosity and surface tension of tri-ethylene glycol + 1,3-propanediamine mixtures & their computational chemistry and spectral analysis

Fu Li,Bin Li,Ying Zhang,Yaoping Wang,Xiaoqian Jia,Qiang Li,Jianbin Zhang

For liquid and liquid mixtures, density (ρ), viscosity (η) and surface tension (γ) are seen as important basic data. This research reported the data of ρ, η and γ for the binary mixture of tri-ethylene glycol (TEG) + 1,3-propanediamine (PDA) at p  = .1 MPa and T  = (293.15 to 318.15) K within the whole molar fraction range, finding the maximum of η and γ values when the mole fraction of TEG was x 1  ≈ 0.65. After that, excess molar volume ( V m E ), viscosity deviation (Δη), and surface tension deviation (Δγ) were carefully calculated, and the minimum V m E values and the maximum Δγ values were obtained when the molar fraction of TEG was at x 1  ≈ 0.50; however, the maximum Δη values shifted from x 1  ≈ 0.60 to x 1  ≈ 0.66. And then, the Redlich-Kister (R-K) equation fitting was performed on above parameters to evaluate the coefficient and standard deviation, apparent molar volumes ( V φ , 1 and V φ , 2 ) and partial molar volumes ( V 1 ¯ V1¯ and V 2 ¯ V2¯ ). Meanwhile, Gaussian 09 software was used to further analyze the intermolecular force and to calculate the dissociation energy and bond length of the mixture, and the interaction of PDA with TEG were discussed on the basis of FTIR, UV–Vis and FLS spectral technologies. The results showed that there were hydrogen-bond interactions between the nitrogen atoms in PDA and the hydroxyl hydrogen atoms in TEG.

CAS / MDL: 112-27-6
研究领域: 物理化学 · 计算化学 · 光谱学
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