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ANALYST · 2016 ·Vol. 141 ·期 4 ·1257-1265 · IF 4.033

A universal strategy for visual chiral recognition of α-amino acids with L-tartaric acid-capped gold nanoparticles as colorimetric probes

Guoxin Song,Fulin Zhou,Chunli Xu,Baoxin Li

The ability to recognize and quantify the chirality of alpha-amino acids constitutes the basis of many critical areas for specific targeting in drug development and metabolite probing. It is still challenging to conveniently distinguish the enantiomer of amino acids largely due to the lack of a universal and simple strategy. In this work, we report a strategy for the visual recognition of α-amino acids. It is based on the chirality of L-tartaric acid-capped gold nanoparticles (L-TA-capped AuNPs, ca. 13 nm in diameter). All of 19 right-handed α-amino acids can induce a red-to-blue color change of L-TA-capped AuNP solution, whereas all of the left-handed amino acids (except cysteine) cannot. The chiral recognition can be achieved by the naked eye and a simple spectrophotometer. This method does not require complicated chiral modification, and excels through its low-cost, good availability of materials and its simplicity. Another notable feature of this method is its high generality, and this method can discriminate almost all native α-amino acid enantiomers. This versatile method could be potentially used for high-throughput chiral recognition of amino acids.

研究领域: 分析化学 · 生物化学
✓ 已验证 DOI 高影响因子
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BIOCHEMISTRY · 2024 · IF 2.9

Structural Insights of a cis-Epoxysuccinate Hydrolase Facilitate the Development of Robust Biocatalysts for the Production of l-(+)-Tartrate

Yu Han,Yuelin Luo,Bao-Di Ma,Jie Li,Jian-He Xu,Xu-Dong Kong

l-(+)-Tartaric acid plays important roles in various industries, including pharmaceuticals, foods, and chemicals. cis-Epoxysuccinate hydrolases (CESHs) are crucial for converting cis-epoxysuccinate to l-(+)-tartrate in the industrial production process. There is, however, a lack of detailed structural and mechanistic information on CESHs, limiting the discovery and engineering of these industrially relevant enzymes. In this study, we report the crystal structures of RoCESH and KoCESH-l-(+)-tartrate complex. These structures reveal the key amino acids of the active pocket and the catalytic triad residues and elucidate a dynamic catalytic process involving conformational changes of the active site. Leveraging the structural insights, we identified a robust BmCESH (550 ± 20 U·mg–1) with sustained catalytic activity even at a 3 M substrate concentration. After six batches of transformation, immobilized cells with overexpressed BmCESH maintained 69% of their initial activity, affording an overall productivity of 200 g/L/h. These results provide valuable insights into the development of high-efficiency CESHs and the optimization of biotransformation processes for industrial uses.

CAS / MDL: 87-69-4 64431-96-5
研究领域: 生物化学 · 工业酶学 · 结构生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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CRYSTAL GROWTH & DESIGN · 2022 · IF 4.01

Similarity and Diversity: Cocrystallization of Baricitinib with Four C4-Dicarboxylic Acids

Xiaojuan Wang,Qihuang Xie,Di Gao,Xin Ye,Zongwu Deng,Hailu Zhang

The structural resemblance strategy is an often-employed principle to guide the discovery of novel pharmaceutical cocrystals and salts. Here, baricitinib (BAR) was selected as a model compound due to the existence of abundant heterocyclic nitrogen sites (proton acceptor sites) to form crystalline complexes with four structurally similar and pharmaceutically acceptable C4-dicarboxylic acids, maleic acid (MAL), fumaric acid (FUM), succinic acid (SUC), and l-tartaric acid (TAR). Crystal structures, intermolecular interactions, and physicochemical properties of each resulting form were analyzed to demonstrate the similarity and diversity. BAR–MAL and BAR–TAR are two salts with stoichiometric ratios of 2:2 and 2:1, respectively. BAR–FUM and BAR–SUC are isostructural cocrystals with a stoichiometric ratio of 1:0.5. All of these new solid-state forms demonstrated excellent phase stability against hydration, reduced hygroscopicity, and slight solubility improvements, supporting their usage as alternative forms of BAR for generic drug development.

研究领域: 药学 · 结晶学
✓ 已验证 DOI 高影响因子
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AAPS PHARMSCITECH · 2022 ·Vol. 23 ·期 7 ·1-10 · IF 4.026

The Study of Deep Eutectic Solvent Based on Choline Chloride and l-(+)-Tartaric Acid Diethyl Ester for Transdermal Delivery System

Lv Jianhua,Ou Xiaoyu,Fang Yaru,Wu Mi,Zheng Fanghao,Shang Lei,Lei Kaijun,Liu Yunen,Zhao Yan

Deep eutectic solvents (DESs) based on choline chloride (C) and l -(+)-tartaric acid diethyl ester (L) were prepared and used in transdermal drug delivery system (TDDS). The internal chemistry structure including the formation and changes of hydrogen bonds of choline chloride and l -(+)-tartaric acid diethyl ester DES was characterized via attenuated total reflection Fourier transform infrared (ATR-FTIR) and 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy. The stoichiometric ratio of choline chloride to l -(+)-tartaric acid diethyl ester as well as water content affected the viscosity, glass transition temperature ( T g ), and drug solubility of the DES. The viscosity and glass transition temperature of the DES (CL14) prepared at the ratio of 1:4 of choline chloride to l -(+)-tartaric acid diethyl ester were 1.19 Pa·s and − 44.01°C, respectively, and decreased to 0.10 Pa·s and − 55.31°C when 10% water (CL1410) was added. Taking diclofenac diethylamine (DDEA), the nonsteroidal anti-inflammatory drug as model, drug solubility was as high as 60 mg/ml and 250 mg/ml in CL14 and CL1410, respectively. The cumulative amount of DDEA was 4.63 ± 2.67 μg/cm 2 and 15.27 ± 4.63 μg/cm 2 for CL14 and CL1410, respectively, at 8 h. The mechanism of percutaneous permeability by the DES may be the disturbance of stratum corneum (SC) lipids as well as changes in the protein conformations. CL14 and CL1410 were also verified as low-cytotoxic and nonirritant. Therefore, the DESs studied are promising to be used in drug solubilization enhancement and transdermal drug delivery system. Graphical abstract

CAS / MDL: 67-48-1 87-91-2
研究领域: 药剂学 · 生物医学工程 · 化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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DESALINATION · 2022 · IF 11.211

l-Tartaric acid tailored polyamide thin-film composite membrane with enhanced performance for salt and molecular removal

Yuhua Xiong,Xingtao Zuo,Jiajie He,Juan Xiong,Cong Ma,Zhongbing Chen,Yun Zhou,Shuili Yu

High performance polyamide (PA) thin-film composite (TFC) membranes are in great demand. However, it is still a challenge to further enable PA TFC membranes to overcome the perm-selectivity tradeoff. Here, l -tartaric acid (LTA) and piperazine were first used as the aqueous phase monomers to fabricate LTA integrated PA (LTA/PA) TFC membranes via interfacial polymerization (IP) with trimesoyl chloride. The physicochemical property and separation performance of the PA TFC membranes were regulated via LTA concentrations. The introduction of LTA made the PA layer of the membrane thinner and smoother with enlarged pore size. The LTA/PA TFC membrane prepared with a higher LTA content had a maximal water flux (207.6 LMH/bar, 20 times higher than that of the control membrane), with superior rejections for the dyes (>98.0 %) and low removal rates for the salts (<4.5 %). Of note, the water flux of the membrane prepared with a low LTA content was enhanced to 18.9 LMH/bar without sacrificing the rejection of Na 2 SO 4 ( R Na 2 SO 4  > 98.0 %). The membranes with optimal LTA content break the tradeoff towards some dyes or salts, and presented superior performance compared with most other reported polymeric membranes. This work highlights the great potential of constructing natural acid-modulated PA composite membranes in water purification .

研究领域: 材料科学 · 膜技术 · 水净化
✓ 已验证 DOI 高影响因子
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Russian Journal of Physical Chemistry A · 2019 ·Vol. 93 ·期 4 ·696-702 · IF 0.581

Solubility and Thermodynamic Properties of (1R,2R)-(+)-1,2-Diaminocyclohexane L-Tartrate in Methanol (Ethanol or 2-Propanol) + Water Binary Solvents at Various Temperatures

Huanxin Li,Zhang Haihan,Dou Yonghui,Xu Li,Liu Guoji

Abstract The solubility of (1R,2R)-(+)-1,2-diaminocyclohexane L-tartrate (DHT) in methanol + water, ethanol + water, and 2-propanol + water mixed solvents were measured using a synthetic method with alcohols mass fractions varying from 0.1 to 0.5 over 278.15 to 318.15 K under atmospheric pressure ( P = 0.1 MPa). It was proved that the solubility of DHT in the three binary solvents increased with increasing temperature, while decreased with the mass fraction of alcohols rising. The experimental solubility data were correlated by the modified Apelblat equation and Sun model. The modified Apelblat model showed better agreement with the experimental data than the other model. Furthermore, the thermodynamic parameters including \(\Delta G_{{{\text{sol}}}}^{^\circ }\) , \(\Delta H_{{{\text{sol}}}}^{^\circ }\) , and \(\Delta S_{{{\text{sol}}}}^{^\circ }\) for DHT in the dissolution process were obtained from Van’t Hoff plots.

研究领域: 物理化学 · 药物化学
✓ 已验证 DOI 高影响因子
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Nano-Micro Letters · 2023 ·Vol. 15 ·期 1 ·1-13 · IF 26.6

Highly Reversible Zn Metal Anodes Enabled by Increased Nucleation Overpotential

Hu Zhengqiang,Zhang Fengling,Zhou Anbin,Hu Xin,Yan Qiaoyi,Liu Yuhao,Arshad Faiza,Li Zhujie,Chen Renjie,Wu Feng,Li Li

Dendrite formation severely compromises further development of zinc ion batteries. Increasing the nucleation overpotential plays a crucial role in achieving uniform deposition of metal ions. However, this strategy has not yet attracted enough attention from researchers to our knowledge. Here, we propose that thermodynamic nucleation overpotential of Zn deposition can be boosted through complexing agent and select sodium L-tartrate (Na-L) as example. Theoretical and experimental characterization reveals L-tartrate anion can partially replace H 2 O in the solvation sheath of Zn 2+ , increasing de-solvation energy. Concurrently, the Na + could absorb on the surface of Zn anode preferentially to inhibit the deposition of Zn 2+ aggregation. In consequence, the overpotential of Zn deposition could increase from 32.2 to 45.1 mV with the help of Na-L. The Zn-Zn cell could achieve a Zn utilization rate of 80% at areal capacity of 20 mAh cm −2 . Zn-LiMn 2 O 4 full cell with Na-L additive delivers improved stability than that with blank electrolyte. This study also provides insight into the regulation of nucleation overpotential to achieve homogeneous Zn deposition.

研究领域: 电化学储能 · 材料科学 · 电池技术 · 金属沉积 · 界面化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Deep-eutectic solvents simultaneously used as the phase-forming components and chiral selectors for enantioselective liquid-liquid extraction of tryptophan enantiomers

Shaoping Ma,Fenfang Li,Liangliang Liu,Liping Liao,Li Chang,Zhijian Tan

Two-phase system was widely used for the enantioselective liquid-liquid extraction (ELLE) of various enantiomers . The organic solvents are generally used as the extractants, moreover, the additional chiral selectors should be added to the extraction system. In this study, a biphasic recognition chiral extraction (BRCE) system based on hydrophilic and hydrophobic DESs was developed for the ELLE of tryptophan enantiomers. DESs can be simultaneously used as the phase-forming components and chiral selectors. The hydrophobic/hydrophilic methyl trioctyl ammonium chloride- L(+)-Diethyl L-tartrate/HP-β-CD-L-(−)-Malic Acid (MTAC-DE/HC-MA) system was screened as the optimal extraction system. The molar ratios of hydrogen-bond acceptor (HBA) and hydrogen-bond donor (HBD) in DESs were optimized for the enantioseparation. The other factors of phase volume ratio, initial tryptophan concentration, pH value, and extraction temperature were studied. The maximum enantiomeric excess ( e.e. ) value of 38.46% was obtained under the optimal conditions by one-step extraction. This BRCE system used for the chiral separation of tryptophan enantiomers has the advantages of environmental friendliness , simple operation, and high efficiency, which has the practical application potentiality in the continuous enantioseparation process.

研究领域: 化学 · 分析化学 · 手性分离 · 环境科学
✓ 已验证 产品关联 DOI 高影响因子
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MOLECULES · 2024 ·Vol. 29 ·期 7 ·1563 · IF 4.2

Recovery of Cembratrien-Diols from Waste Tobacco (Nicotiana tabacum L.) Flowers by Microwave-Assisted Deep Eutectic Solvent Extraction: Optimization, Separation, and In Vitro Bioactivity

Tao Yu,Long Yang,Xianchao Shang,Shiquan Bian

Deep eutectic solvents (DESs) are novel solvents with physicochemical properties similar to those of ionic liquids, and they have attracted extensive attention for the extraction of bioactive compounds from different plant materials in the context of green chemistry and sustainable development. In this study, seven DESs with different polarities were explored as green extraction solvents for cembratrien-diols (CBT-diols) from waste tobacco flowers. The best solvent, DES-3 (choline chloride: lactic acid (1:3)), which outperformed conventional solvents (methanol, ethanol, and ethyl acetate), was selected and further optimized for microwave-assisted DES extraction using the response surface methodology. The maximum yield of CBT-diols (6.23 ± 0.15 mg/g) was achieved using a microwave power of 425 W, microwave time of 32 min, solid/liquid ratio of 20 mg/mL, and microwave temperature of 40 °C. Additionally, the isolated CBT-diols exhibited strong antimicrobial activity againstSalmonella,Staphylococcus aureus,Escherichia coli,Bacillus subtilis, andPseudomonas aeruginosaand antitumor activity in the human liver cancer HepG2 and SMMC-7721 cell lines. This study highlights the feasibility of recovering CBT-diols from tobacco flower waste using DESs and provides opportunities for potential waste management using green technologies.

研究领域: 绿色化学 · 药学 · 生物技术 · 植物科学 · 环境科学 · 微生物学 · 癌症研究
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ACS Applied Materials & Interfaces · 2024 · IF 8.3

Reconstructing the Surface of K2SiF6:Mn4+ Phosphors toward Enhanced Moisture Resistance for White LED Applications

Yufan Wei,Qianxing Huang,Shijie Yu,Qiyue Shao,Jianqing Jiang

The K2SiF6:Mn4+ (KSFM) phosphor featuring efficient ultranarrow red emissions is an outstanding candidate for white light-emitting diode (WLED) applications. However, poor moisture resistance seriously affects its application performance. In this study, a two-step surface reconstruction strategy is proposed to dramatically enhance the moisture resistance of commercially available KSFM phosphors, involving treatment with H2NbF7 and subsequent hydrothermal treatment. The modified KSFM phosphor exhibits a high internal quantum efficiency (IQE) of 98.9% after the two-step surface treatment. Meanwhile, nearly 100% of the initial emission intensity is retained for the modified KSFM phosphor even after aging in high temperature (85 °C) and high relative humidity (85% RH) environments for 6 days, in sharp contrast to only 18.6% retention for the original KSFM phosphor. The relative emission intensity of the modified KSFM remains at 98.9% even after being immersed in water for 6 h. Additionally, the phosphor-converted LED fabricated with the modified KSFM phosphor demonstrated excellent long-term stability, retaining up to 97.9% of initial luminous efficacy after aging under 85 °C and 85% RH conditions for 500 h. The moisture-resistance mechanism is elucidated on the basis of spectroscopic analysis as well as structural and compositional characterization of the phosphor surface layer, which can be attributed to the formation of a robust Mn4+-rare shell with high crystalline quality following this two-step surface treatment. The findings contribute to the performance improvements of KSFM phosphors for industrial applications.

研究领域: 材料科学 · 光学工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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SCIENCE OF THE TOTAL ENVIRONMENT · 2024 · IF 8.2

Organic acids released by submerged macrophytes with damaged leaves alter the denitrification microbial community in rhizosphere

Ziqi Liu,Xingjia Yin,Naidong Xiao,Xiaoqiong Wan,Jinlong Hu,Yumei Hua,Guanglong Liu,Jianwei Zhao

Submerged macrophytes have important impacts on the denitrification and anaerobic ammonia-oxidizing (anammox) processes. Leaf damage in these plants probably changes the rhizosphere environment, affecting organic acid release and denitrifying bacteria . However, there is a lack of comprehensive understanding of the specific changes. This study investigated these changes in the rhizosphere of Potamogeton crispus with four degrees of leaf excision. When 0 %, 30 %, 50 % and 70 % of leaves were excised, the concentrations of total organic acid were 31.45, 32.67, 38.26, and 35.16 mg/L, respectively. The abundances of nirS -type denitrifying bacteria were 2.10 × 10 10 , 1.59 × 10 10 , 2.54 × 10 10 , and 4.67 × 10 10 copies/g dry sediment, respectively. The abundances of anammox bacteria were 7.58 × 10 9 , 4.59 × 10 9 , 3.81 × 10 9 , and 3.90 × 10 9 copies/g dry sediment, respectively. The concentration of total organic acids and the abundance of two denitrification microorganisms in the rhizosphere zone were higher than those in the root zone and non-rhizosphere zone. With increasing leaf damage, the number of OTUs in the Pseudomonas genus of nirS- type denitrifying bacteria first increased and then decreased, while that of the Thauera genus was relatively stable . The overall increase in the OTU number of anammox bacteria indicated that leaf damage promotes root exudates release, thereby leading to an increase in their diversity. The co-occurrence network revealed that the two denitrification microorganisms had about 60.52 % positive connections in rhizosphere while 64.73 % negative connections in non-rhizosphere. The abundance and community composition of both denitrification microorganisms were positively correlated with the concentrations of various substances such as oxalic acid , succinic acid , total organic acids and NO 2 - -N. These findings demonstrate that submerged plant damage has significantly impacts on the structure of denitrification microbial community in the rhizosphere, which may alter the nitrogen cycling process in the deposit sediment. Synopsis This study reveals leaf damage of macrophyte changed the rhizosphere denitrification microbial community , which is helpful to further understand the process of nitrogen cycle in water.

研究领域: 生态学 · 微生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Materials · 2025 ·Vol. 18 ·期 15 ·3473 · IF 3.2

Effect of Amino Trimethylene Phosphonic Acid and Tartaric Acid on Compressive Strength and Water Resistance of Magnesium Oxysulfate Cement

Yutong Zhou,Zheng Zhou,Lvchao Qiu,Kuangda Lu,Dongmei Xu,Shiyuan Zhang,Shixuan Zhang,Shouwei Jian,Hongbo Tan

Organic acids could act as retarders in magnesium oxysulfide (MOS) systems, not only delaying setting and improving fluidity but also enhancing compressive strength and water resistance. These effects are generally attributed to both the presence of H+ions and anion chelation. However, the enhancement efficiency of different organic acids in MOS systems varies significantly due to differences in their molecular structures. To determine the underlying mechanism, this study comparatively investigated the effects of amino trimethylene phosphonic acid (ATMP) and tartaric acid (TA) on the setting time, fluidity, compressive strength, and water resistance of the MOS system, with the two additives incorporated at mole ratios to MgO ranging from 0.002 to 0.006. The mechanism behind it was revealed by discussion on the hydration heat, hydrates, and pH value. Results showed that both ATMP and TA could effectively improve the fluidity, delay the setting process, and enhance the mechanical properties, including strength and water resistance. At a mole ratio of 0.006, the incorporation of ATMP increased the 28 d compressive strength and the softening coefficient by 214.12% and 37.29%, respectively, compared with the blank group. In contrast, under the same dosage, TA led to an increase of 55.13% in the 28 d strength and 22.03% in the softening coefficient. Furthermore, hydration heat, product analysis, and pH measurements indicated that both ATMP and TA inhibited hydration during the initial hours but promoted hydration at later stages. The potential reason could be divided into two aspects: (1) H+ions from ATMP and TA suppressing the formation of Mg(OH)2; (2) anion chelation with Mg2+in the liquid phase, leading to a supersaturated solution with higher saturation, which further hindered Mg(OH)2formation and facilitated the later development of 5Mg(OH)2·MgSO4·7H2O (517 phase). By contrast, under the same mole dosage of H+or anions, the enhancement in compressive strength as well as the water resistance is superior when using ATMP. This was owing to its stronger chelating ability of ATMP, which more effectively inhibited Mg(OH)2formation and then promoted the formation of the 517 phase. These findings confirm that the chelating ability of anions exerts an important impact on the retarding effect as well as the enhancement of strength in MOS systems.

CAS / MDL: 87-69-4
研究领域: 材料科学 · 水泥化学 · 无机化学 · 建筑材料 · 高分子科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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