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JOURNAL OF CHEMICAL THERMODYNAMICS · 2016 · IF 2.196

Volumetric property of glycine, l-serine, l-alanine and l-proline in aqueous solutions of 1-phenylpiperazinium tetrafluoroborate

Hujun Xie,Lijiang Zhao,Chengcheng Liu,Yifan Cao,Xiaoxing Lu,Qunfang Lei,Wenjun Fang

The densities of aqueous solutions of glycine, l -serine, l -alanine, l -proline with the ionic liquid (IL), 1-phenylpiperazinium tetrafluoroborate ([Phpi][BF 4 ]) at the IL concentrations of (0.025, 0.055 and 0.100) mol·kg −1 have been measured at the temperatures of (298.15, 303.15 and 308.15)   K. On the basis of the experimental results, the apparent molar volume ( V Ф ), standard partial molar volume ( V Ф 0 ), transfer partial molar volume (Δ tr V Φ 0 ) and hydration number ( n H ) have been calculated. The hydrophilic–hydrophilic, hydrophobic–hydrophilic and hydrophobic–hydrophobic interactions are involved in the studied systems of {[Phpi][BF 4 ]   +   amino acids   +   H 2 O. These volumetric parameters can help to understand the mixing effects and other complex biological processes between amino acids and ionic liquid aqueous solution.

研究领域: 生物化学 · 物理化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2015 · IF 2.037

Volumetric and Viscometric Studies of Amino Acids in Mannitol Aqueous Solutions at T = (293.15 to 323.15) K

Xiaofen Ren,Chunying Zhu,Youguang Ma

Densities and viscosities of glycine, l-alanine, l-valine, l-threonine, and l-arginine in aqueous solutions of (0.0, 0.2, 0.4, 0.6, 0.8, and 1.0) mol·kg–1 mannitol have been measured in the temperature range of (293.15 to 323.15) K under atmospheric pressure; then the measured densities and viscosities of experimental systems were correlated. These data were further used to calculate the apparent molar volumes (Vφ), the limiting partial molar volumes (Vφ0), the limiting partial molar volumes of transfer (ΔtrVφ0), the viscosity B-coefficients, and the free energies of activation per mole of solvent (Δμ10≠) and solute (Δμ20≠). The results were interpreted through solute–solute interaction and solute–solvent interaction on the basis of the cosphere overlap model and transition state theory.

研究领域: 生物化学 · 物理化学
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Journal of Bioresources and Bioproducts · 2024 · IF 20.2

Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins

Yunyi Liang,Yonghong Luo,Yingji Wu,Xiaona Li,Quyet Van Le,Jianzhang Li,Changlei Xia

The standard epoxy resin curing agents revealed are from unsustainable petroleum-based sources, which produce poisonous exhaust when cured. Amino acids, a bio-based epoxy curing agent with amino and carboxyl groups, are another potential curing agent. Water-soluble epoxy resins cured with lysine (Lys), glutamic acid (Glu), leucine (Leu), and serine (Ser) as amino acids were investigated. The results showed that the water-soluble epoxy resin (glycerol epoxy resins, GER) was cured with Lys and Glu after reacting. Fourier transform infrared (FT-IR) spectroscopic analysis of the GER-Lys showed that the amino and carboxyl groups of Lys primarily reacted with the epoxy groups of GER. The elongation at break of Lys-cured GER (GER-Lys) cured at 70 ℃ with a molar ratio of 1꞉0.75 was 75.32%. The fact that elongations at break of GER-Lys (79.43%) were higher than those of GER-Glu (17.33%), respectively supports the decrease of crosslinking density by the amino acid-cured GER reaction. The potential of Lys and Glu alternatives for petrochemical amines is demonstrated and provides promising opportunities for industrial application.

研究领域: 材料科学 · 生物化学
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ANALYTICAL CHEMISTRY · 2019 · IF 6.35

Single-Template Molecularly Imprinted Chiral Sensor for Simultaneous Recognition of Alanine and Tyrosine Enantiomers

Qianqian Zhao,Jiapei Yang,Jie Zhang,Datong Wu,Yongxin Tao,Yong Kong

Chiral recognition of l-amino acids is of significant importance due to the crucial role of l-amino acids in life sciences and pharmaceutics. In this work, a chiral sensor with capability of probing two chiral amino acids by an attractive single-template molecular imprinting strategy is introduced and used in the simultaneous chiral recognition of d/l-alanine (d/l-Ala) and d/l-tyrosine (d/l-Tyr). The assay relies on the hydrolysis of l-alanyl-l-tyrosine dipeptide doped in silica/polypyrrole (SiO2/PPy) under acidic conditions, resulting in l-Ala and l-Tyr coimprinted chiral sensor. This work opens up a new avenue for simultaneous chiral sensing of two or more chiral amino acids by incorporating only one template, circumventing the shortcomings encountered with multitemplate molecularly imprinted technology.

研究领域: 分析化学 · 生物化学
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Journal of Infrared Millimeter and Terahertz Waves · 2020 ·Vol. 42 ·期 1 ·64-75 · IF 1.765

Investigation of the Correlations between Amino Acids, Amino Acid Mixtures and Dipeptides by Terahertz Spectroscopy

Bian Yujing,Zhang Xun,Zhu Zhenqi,Wu Xiaodong,Li Xiang,Yang Bin

Terahertz (THz) spectroscopy is regarded as a professional technology to probe collective molecular vibrational modes and intensity of bio–molecules, which is potential to analyze amino acids and short peptides. In this study, THz spectroscopy is utilized to investigate the correlations of glycine (Gly), Serine (Ser), amino acid mixtures of Gly/Ser, and dipeptides (GS and SG) in the frequency range of 0.3–2.5 THz. The results manifest that the collective molecular vibrational intensity of Ser is larger than Gly, implying that the hydroxyl methyl group (–CH 2 –OH) on the side chain of Ser exhibits larger motions than that of –H in Gly. Additionally, the THz spectra of amino acid mixtures of Gly/Ser fit the linear addition of the individual amino acid absorption spectrum. Herein, the THz spectra of dipeptide GS and its isomer SG are distinguished according to the different collective molecular vibrations produced by the terminal groups on the carbon skeleton. Compared to physical amino acid mixtures of Gly/Ser, the dipeptides exhibit diverse THz spectra, indicating that the different collective vibrational modes are caused by peptide bonds and terminal groups. These solid evidences confirm that THz spectroscopy can be availably used to analyze the correlations of amino acids, amino acid mixtures, and dipeptides, as well as to identify dipeptide and its isomer from molecular level.

CAS / MDL: 56-40-6 56-45-1
研究领域: 生物化学 · 分子生物学 · 光谱学
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JOURNAL OF THE CHINESE CHEMICAL SOCIETY · 2017 ·Vol. 64 ·期 10 ·1220-1226 · IF 0.935

Effect of Alanine and Glycine on the Assembly of Surfactant-like Peptides with Tyrosine as Hydrophilic Head in Basic Solution

Liming Qiang,Hong Li,Xueru Dong,Mingxiu Lv,Kui Lu

Surfactant-like peptides (SLPs) can self-assemble into various nanostructures, which have shown great potential for a variety of biomedical and biotechnological applications. In this work, two SLPs, V 4 Y, and V 4 AGY, were designed and synthesized, both of which had hydrophobic head valines (V) with large side-chain steric hindrance effect and the hydrophilic head tyrosine (Y) with a rigid ring and two negative charges in the basic solution. Fourier transform infrared and circular dichroism studies confirmed their different secondary structures, whereas atomic force microscopy and dynamic light scattering characterized the difference in their morphologies. In solution, they formed different secondary structures. Correspondingly, V 4 Y and V 4 AGY formed noncompact spherical aggregates and a spiral clubbed structure, respectively. In V 4 AGY, the introduction of alanine (A) and glycine (G) increased the molecule's flexibility and increased the distance between the tyrosine and four continuous valines, so as to weaken the synergistic action of electronic repulsion and steric hindrance and strengthen the intermolecular hydrogen bond beneficial to β-sheet formation and the axial growth of the self-assembly. Therefore, the flexibility of the molecule and the side-chain steric effect of the two heads of SLPs are non-negligible in the tuning process of peptide self-assembly, in addition to hydrogen-bonding, hydrophobic, and electrostatic interactions.

研究领域: 生物化学 · 纳米医学 · 材料科学
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JOURNAL OF HAZARDOUS MATERIALS · 2024 · IF 12.2

Unveiling the analgesic and antipyretic drug acetaminophen catabolic mechanism in Pseudomonas taiwanensis AP-1

Mingliang Zhang,Weihao Zhu,Hongfei Liu,Kaihua Pan,Qian Li,Qian Zhu,Yanni Huang,Changchang Wang,Junqiang Hu,Mingli Jiang,Xin Yan,Qing Hong

Acetaminophen (APAP), an analgesic and antipyretic drug, is commonly detected in wastewater treatment plant (WWTP) effluents, surface water, and soil, indicating its status as an emerging environmental contaminant. In this study, we isolated a bacterium, Pseudomonas taiwanensis AP-1, capable of completely mineralizing APAP and utilizing it as the sole carbon source for growth. A newly identified metabolite, γ-glutamyl-4-aminophenol (γ-G4AP), was reported for the first time in the degradation of APAP by strain AP-1. Two amidases (ApaH1 and ApaH2), responsible for the conversion of APAP to 4-aminophenol (4-AP), were identified through a combination of genomic comparison, heterologous expression, and gene knockout. Notably, ApaH1 played a pivotal role in the degradation of APAP by strain AP-1. The catalytic triad of ApaH1 (K82-S161-S185) and ApaH2 (K85-S160-S184) were identified as by molecular docking and site-directed mutagenesis. Additionally, a gene cluster apd for the metabolism of 4-AP was also successfully identified in strain AP-1, consisting of the aniline dioxygenase gene cluster apdBCD1D2EF and the BT catabolic gene apdGH . Interestingly, the 4-AP metabolic gene cluster apd was highly conserved among other Pseudomonas strains capable of APAP degradation. Our results provide new insights into the mechanism of APAP biodegradation and strain AP-1 may be a promising bacterium for the bioremediation of APAP pollutions.

研究领域: 环境科学 · 微生物学 · 药物代谢
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ANALYTICAL CHEMISTRY · 2024 · IF 6.7

Integrating a Copper–Histidine Brace in a Mimetic Nanozyme Streamlines the Tyrosinase Recognition Moiety to Achieve Chiral Differentiation

Lingyu Nie,Hui Zhang,Weiheng Kong,Rong-Mei Kong,En-Sheng Zhang,Jin Li,Yan Zhao,Fengli Qu

Designing artificial mimetic enzymes with high activity/selectivity to replace chiral bioenzymes is of great interest in the development of chiral materials consisting of molecules, enantiomers, that exist in two forms as mirror images of one another but cannot be superimposed. In this study, the chiral catalytic structural unit was streamlined from tyrosinase to integrate a mimetic nanozyme. The chiral amino acid l-histidine, as the chiral binding/recognition site, and the active metal site Cu were coupled (Cu@l-His) to create a copper–histidine brace with enantioselective catalytic ability to tyrosinol enantiomers. Results of kinetic parameters and activation energies confirmed the excellent peroxidase-like activity with a preference of Cu@l-His to l-tyrosinol. Such a preference could be attributed to the structurally oriented copper–histidine brace with a stronger affinity and catalytic activity to l-tyrosinol. By accurately evaluating chiral recognition units derived from bioenzymes, stable and superior chiral mimetic nanoenzymes could be constructed in a more straightforward and simplified manner, and they could also be extended to the reconstruction of diverse chiral enzymes.

研究领域: 生物化学 · 纳米技术 · 催化 · 手性材料
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International Journal of Clinical and Experimental Pathology · 2015 · IF 1.891

Metabolic changes in rats after intragastric administration of MGCD0103 (Mocetinostat), a HDAC class I inhibitor

Qingwei Zhang,Haiya Wu,Congcong Wen,Fa Sun,Xuezhi Yang,Lufeng Hu

MGCD0103, an isotype-selective HDACi, has been clinically evaluated for the treatment of hematologic malignancies and advanced solid tumors, alone and in combination with standard-of-care agents. In this study, we developed a serum metabolomic method based on gas chromatography-mass spectrometry (GC-MS) to evaluate the effect of intragastric administration of MGCD0103 on rats. The MGCD0103 group rats were given 20, 40, 80 mg/kg of MGCD0103 by intragastric administration each day for 7 days. Pattern recognition analysis, including both principal component analysis (PCA) and partial least squares-discriminate analysis (PLS-DA) revealed that intragastric administration of MGCD0103 induced metabolic perturbations. As compared to the control group, the levels of L-alanine, L-isoleucine, and L-leucine of MGCD0103 group decreased. The results indicate that metabolomic methods based on GC-MS may be useful to elucidate side effect of MGCD0103 through the exploration of biomarkers (L-alanine, L-isoleucine, and L-leucine). According to the pathological changes of liver at difference dosage, MGCD0103 is hepatotoxic and its toxity is dose-dependent.

研究领域: 药理学 · 代谢组学 · 毒理学
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MEDICINE · 2018 · IF 2.028

Antilung cancer effect of ergosterol and cisplatin-loaded liposomes modified with cyclic arginine-glycine-aspartic acid and octa-arginine peptides

Meijia Wu,Ting Huang,Juan Wang,Ping Chen,Wanwan Mi,Yuanyuan Ying,Hangli Wang,Dandan Zhao,Shengwu Huang

Supplemental Digital Content is available in the text

研究领域: 药学 · 肿瘤学 · 生物医学工程
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ANALYTICA CHIMICA ACTA · 2020 · IF 5.977

Amino acid recognition by a fluorescent chemosensor based on cucurbit[8]uril and acridine hydrochloride

Weitao Xu,Huaming Feng,Weiwei Zhao,Chunhua Huang,Carl Redshaw,Zhu Tao,Xin Xiao

A new fluorescent chemosensor comprised of cucurbit[8]uril (Q[8]) and acridine hydrochloride (AC) has been designed and utilized for the recognition of amino acids . The AC was encapsulated by the Q[8] cavity and formed a 1:2 host-guest inclusion complex both in solution (aqueous) and in the solid-state. Whilst free AC is known to be strongly fluorescent, this strong fluorescence was quenched in the inclusion complex Q [8]-AC. This non-fluorescent complex Q[8]-AC was capable of serving as a fluorescence “off-on” probe, and was able to recognize either L -Phe or L -Trp via the competitive interaction between L -Phe or L -Trp. Moreover, the pH responsive nature of the probe allowed for the detection of basic amino acids, namely L -Arg, L -His, or L -Lys). As a result, a fluorescence method for the detection of five amino acids using a single system has been developed.

CAS / MDL: 260-94-6
研究领域: 化学 · 分析化学 · 材料科学 · 生物化学
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SENSORS AND ACTUATORS B-CHEMICAL · 2019 · IF 6.393

Novel potential and current type chiral amino acids biosensor based on L/D-handed double helix carbon nanotubes@polypyrrole@Au nanoparticles@L/D-cysteine

Qi Zhang,Mingxuan Fu,Haijun Lu,Xinyu Fan,Haiyang Wang,Yufan Zhang,Huan Wang

Novel chiral amino acids biosensor based on both potential difference and current ratio simultaneously was first established by employing left/right-handed double helix carbon nanotubes (L/D-DHCNT) with chiral structure as substrate material, and by self-assembly anchoring L/D-cysteine (L/D-Cys) on the surface of the left/right-handed double helix carbon nanotubes@Polypyrrole@Au nanoparticles nanocomposites (L/D-DHCNT@PPy@AuNPs). In this work, L/D-DHCNT@PPy@AuNPs@L/D-Cys was successfully constructed via a facile and environment-friendly process. Interestingly, in order to obtain highly dispersed AuNPs deposited on L/D-DHCNT, polypyrrole polymerized from pyrrole acts as a locating agent. Owing to the combination of unique performance of the L/D-Cys and L/D-DHCNT with chiral structure, and PPy and AuNPs with outstanding conductivity, an extremely efficient electrochemical chiral biosensing system was constructed that exhibited enhanced conductivity, sensitivity and chiral recognition capacity for tyrosine (Tyr), tryptophan (Trp) and glutamic acids (Glu) enantiomers. Utilizing both the potential difference and current ratio signal to commendably realize the electrochemical recognition and quantitative determination of amino acid enantiomers in their racemic solution. In addition, achieving the detection of Tyr in tablet samples by fabricated ultra-efficient electrochemical chiral biosensing system. Therefore, L/D-DHCNT@PPy@AuNPs@L/D-Cys as novel and ultrasensitive chiral biosensing system possesses the capability of chiral recognition of amino acid enantiomers, and it opens up the potential application of L/D-DHCNT@PPy@AuNPs@L/D-Cys in the field of chiral biosensors.

研究领域: 分析化学 · 纳米技术 · 生物传感器 · 电化学 · 材料科学
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