RSC Advances
·
2017
·Vol. 7
·期 40
·24903-24913
·
IF 3.108
Kaimei Peng,Tao Zou,Wei Ding,Ruonan Wang,Jinshan Guo,John Jay Round,Weiping Tu,Chao Liu,Jianqing Hu
An expedient and efficient method applied to synthesize click-suitable penta-substituted guanidines at room temperature is hereby described. The guanidine containing polyurethanes (PU-TMGs) were prepared via click reaction (copper catalyzed alkyne-azide [3 + 2] cycloaddition, CuAAC), which was performed either before or after polymerization to incorporate the guanidine. The guanidine-functionalized polymers exhibited strong contact-killing antibacterial activity against both Gram-negative and Gram-positive bacteria. There is around 99.9% killing of S. aureus and 98.0% killing of E. coli when TMG weight percentage content in PU-TMG is around 1%. Covalent conjugation of the guanidine groups to the polymers prevents leaching. The conjugation also reduces cytotoxicity of the materials and preserves long-term antimicrobial activity.
研究领域:
材料科学
·
生物学
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DOI
高影响因子
FUEL
·
2015
·
IF 3.52
Benqiao He,Yixuan Shao,Mengzhu Liang,Jianxin Li,Yu Cheng
Guanidinylated chitosan (GCS), as a heterogeneous alkaline catalyst for the transesterification of soybean oil with methanol, was synthesized by grafting aminoiminomethanesulfonic acid onto chitosan. The structure and properties of GCS membrane were investigated by Fourier transform infrared spectroscopy, thermogravimetry and X-ray photoelectron spectroscopy. The soybean oil conversion reached 98.8% at the first run and 96.6% at the fifth run under the reaction conditions: catalyst amount of 20 wt.%, methanol/oil mass ratio of 2.5:1 at 60 °C for 6 h. Results show that the transesterification mainly took place on the surface of the catalytic membrane. The kinetics study of the transesterification was undertaken in terms of pseudo-homogeneous model and performed as a first order reaction with an activation energy of 76.95 kJ/mol and pre-exponential factor of 7.94 × 10 9 min −1 .
研究领域:
化学工程
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材料科学
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可再生能源
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产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY
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2018
·
IF 1.372
Yuanyuan Ding,Jianhong Yang,Jun Cai
Guanidinylated carboxymethyl chitosan (GCMCS) was prepared via the guanidinylation of carboxymethyl chitosan (CMCS). A device employing the diffusive gradients for thin films (DGT) technique was made using a GCMCS aqueous solution as the binding agent and a cellulose acetate dialysis membrane (CADM) as the diffusion phase to measure labile Cu2+, Pb2+ and Cd2+ in water. The percentage uptake (U%) values of labile Cu2+, Pb2+ and Cd2+ in a synthetic water sample were almost consistent with the theoretical values at 101.6 ± 2.8%, 104.6 ± 6.1% and 95.9 ± 4.4%, respectively. The optimum pH ranges for the measurement of labile Cu2+, Pb2+ and Cd2+ were 3.0–7.0, 3.0–7.0 and 4.0–8.0, respectively. The ionic strength mainly affected the diffusion of metal ions in the CADM. The diffusion rates decreased with increasing concentrations of NaNO3 solutions. The application of GCMCS-DGT in natural water and industrial wastewater showed that dissolved organic carbon (DOC) only affects metal species, and the accurate determination of labile Cu2+, Pb2+ and Cd2+ can be achieved when the diffusion coefficients of these metal ions in the diffusion phase have been determined. GCMCS is suitable for DGT application as a chelating agent for metal ions.
研究领域:
环境科学
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材料科学
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产品关联
DOI
高影响因子
RAPID COMMUNICATIONS IN MASS SPECTROMETRY
·
2024
·Vol. 38
·期 17
·1-1572
·
IF 1.8
Yunpeng Bai,Yuming Zou,Yingjia Zeng,Linhui Hu,Sumei Huang,Kunyong Wu,Qingxia Yi,Jingchun Chen,Guowu Liang,Yingbang Li,Wendong Huang,Chunbo Chen
Rationale Because acute kidney injury (AKI) is closely related to poor prognosis in critically ill patients, developing biomarkers for its prediction and early diagnosis is particularly important. Endogenous guanidino compounds (GCs) and ureido compounds (UCs) can participate in various biochemical processes because of their important physiological activities. The aim of this study was to investigate the alteration profiles of urinary GCs/UCs as potential biomarkers in patients with cardiac surgery–associated acute kidney injury (CSA-AKI) at different stages. Methods GCs/UCs were reacted with benzil via benzylic rearrangement, and their derivatives were used to investigate fragmentation mechanisms using tandem mass spectrometry (MS/MS) in positive ion mode. Furthermore, a high-performance liquid chromatography (HPLC)–MS/MS method was developed to measure the concentrations of GCs/UCs in urine samples taken from patients with CSA-AKI at different time points. Results MS/MS analysis in positive ion mode showed that benzylic GCs/UCs exhibited similar fragmentation processes, which could produce the characteristic ion (C 13 H 12 N + ) at m/z 182.0. Furthermore, an obviously different fragmentation pattern of benzylic UCs in the positive ion mode might be due to the neutral loss of the H 2 CO 2 group under low collision energy. Of the eight selected GCs/UCs, methylguanidine exhibited significantly increased concentrations in urine when CSA-AKI occurred, whereas guanidinoethyl sulfonate (GDS), homoarginine (HArg) and homocitrulline (HCit) exhibited decreased concentrations. After recovery from AKI, the urinary concentrations of the aforementioned GCs/UCs returned to normal. Some of the aforementioned metabolites with significant changes (GDS, HArg and HCit) had large areas under the curve in the receiver operating characteristic curve for distinguishing AKI stages on the third day after surgery. Conclusions In patients with CSA-AKI, urinary GCs/UCs were significantly disrupted due to injured kidney, and some GC/UC metabolites exhibited a good ability to become potential biomarkers for AKI stages. The present study provides essential resources and new therapeutic targets for further research on CSA-AKI.
研究领域:
医学
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生物化学
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肾脏病学
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产品关联
DOI
PubMed
高影响因子
ACS Applied Polymer Materials
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2022
·
IF 4.855
Hui Liu,Miaomiao Han,Xiao Liu,Shengxiang Ji
AMP-mimicking polymers have the potential to serve as an alternative to small-molecule antifungal drugs. Herein, we synthesized four different molecular weight poly(α-lysine) (α-PLn, n = 1–4) and further modified α-PLn to afford guanylated α-PLn (α-PLn-Gx, where x denotes the percentage of guanylation) with enhanced antifungal activities. α-PLn exhibited good antibacterial activities against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus), with minimal inhibitory concentration (MIC) values of 24–96 μg/mL, but it did not show antifungal activities against Candida albicans, Candida parapsilosis, Candida krusei, and Candida glabrata, except for Candida tropicalis (MIC < 3 μg/mL). After guanylation, the antifungal activities of α-PLn-Gx against C. albicans, C. krusei, and C. parapsilosis were significantly improved when x ≥ 80 and the MIC values of α-PL3-G100 were reduced by >32-fold, 64-fold, and >16-fold, respectively, compared to that of the corresponding α-PL3. The mechanistic studies demonstrated that α-PL3-G100 disrupted the integrity of cell membranes of C. albicans.
研究领域:
微生物学
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药物化学
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生物材料
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产品关联
DOI
高影响因子
POLYHEDRON
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2018
·
IF 2.067
Yuxiang Zhang,Liyong Du,Xinfang Liu,Yuqiang Ding
In this study, a nickel(II) compound with guanidinate ligand of the general form [((Me) 2 NC( i PrN) 2 ) 2 Ni] has been synthesized and isolated from the reaction of NiCl 2 with the corresponding lithium salt of guanidinate ligand [(Me) 2 NC( i PrN) 2 Li] at 70 °C. Its structure was determined by 1 H NMR, elemental analysis, and single crystal X-ray diffraction. Thermogravimetric analysis (TGA) was employed to study the thermal properties (including thermal stability, volatility, vapor pressure and transport behavior) of compound. Furthermore, a deposition experiment was made to examine the compound’s potential as CVD precursor, and a Ni metal film was successfully deposited. These preliminary results illustrate the potential of this compound to act as CVD precursor.
研究领域:
材料化学
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表面科学
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DOI
高影响因子
POLYMER
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2017
·
IF 3.684
Yuling Sun,Xiangxue Lyu,Zhibo Li,Yanbin Huang
Phosphate-binding particles are clinically used to reduce the phosphate level in patients with chronic kidney diseases. However, the binding efficiency of the current amino-functional polymers is low, resulting in high pill burden and low patient adherence. Here, we used polylysine nanogels with amino- and guanidinium-functional groups (PLL nanogel and GPLL nanogel), respectively, and experimentally proved that guanidinium is a much more efficient phosphate-binding group than the amino group at all the tested conditions. The phosphate binding amount of the GPLL nanogel is 60% higher than that of the PLL nanogel at pH 7, 55% higher at pH 2, and 30% higher in the presence of 150 mM NaCl . This guanidination strategy should also be applicable to non-polypeptide systems for anion sequestration. Though the difference of amino and guanidinium functional groups interacting with phosphate ions had been known in the literature, this is the first experimental study to directly compare their phosphate binding performance in clinically relevant conditions (e.g., crosslinked particle forms with all the other parameters controlled to be the same). Therefore, guanidinium functionalized polymers have the potential to become the new generation therapeutics.
研究领域:
生物材料
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医学
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药学
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产品关联
DOI
高影响因子
CRYSTENGCOMM
·
2022
·Vol. 24
·期 22
·4144-4154
·
IF 3.756
Shu-Qin Qin,Qian-Ying Gan,Wei Xu,Ren-Wang Jiang
Guanidinium–biphenyldisulfonic acid (GBPS) was used as a coformer for the co-crystallization of liquid compounds 1–8 [isoeugenol (1), (−)-isopulegeol (2), eugenol acetate (3), trans-anethole (4), p-anisaldehyde (5), methyl isoeugenol (6), 2,6-dimethylaniline (7), and (1R)-(−)-menthyl acetate) (8)], and their structures were determined by single crystal X-ray diffraction. These liquid compounds were found to be caught in the cavity or channels of GBPS through hybrid interactions including C–H⋯O and C–H⋯N hydrogen bonds, or π–π and C–H⋯π interactions. Hybrid interactions of the guanidinium–biphenyldisulfonic acid network can be regarded as a useful tool for the structural determination of liquid molecules. Guest molecules containing benzene rings are more likely to form π–π interactions with benzene rings in the apohost and enter the cavity. Furthermore, correct absolute configurations of 2 and 8 can be assigned based on the small Flack parameters.
研究领域:
化学
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晶体学
✓ 已验证
DOI
高影响因子
INORGANIC CHEMISTRY
·
2025
·
IF 4.7
Wenyao Zhang,Maiheliya Yahefu,Hongheng Chen,Yaqi Zhu,Qun Jing
The pursuit of devising efficacious methodologies for the creation of innovative and exceptional noncentrosymmetric (NCS) compounds has emerged as an urgent undertaking. Herein, the first guanidinium-containing niobium oxyfluoride, C(NH2)3NbOF4, possessing a perovskite-like structure, was synthesized via a mild hydrothermal method. The title compound crystallizes in the polar space group P4bm (No. 100), with unit cell dimensions as follows: a = 13.2479(9) Å, c = 3.9492(4) Å, V = 693.11(12) Å3, and Z = 4. Its structure is composed of planar π-conjugated cation [C(NH2)3]+ and second-order Jahn–Teller distorted octahedra [NbO2F4]3–. Combining experimental and theoretical calculations, we demonstrate that C(NH2)3NbOF4 exhibits a second-harmonic-generation (SHG) response, confirming its NCS structure, along with an impressive birefringence of 0.207 at 546 nm. Notably, the title compound demonstrates light-blue emission, suggesting its potential as a trifunctional optical material. Therefore, this study not only expands the structural diversity of transition-metal oxyfluorides but also promotes the discovery of new perovskite-like functional materials.
研究领域:
材料科学
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无机化学
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光学材料
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产品关联
DOI
PubMed
高影响因子
Polymers
·
2019
·Vol. 11
·期 11
·1781
·
IF 3.164
Qi Wu,Shaohua Gou,Yumei Fei,Xiaoyan Yang,Mengyu Liu,Jinglun Huang
Herein, novel hyperbranched polyamidoamine guanidinium salts (GS-h-PAMAM) and two cationic acrylamide copolymers P(AM-DAC-ABSM) and P(AM-DAC-AMTU) were successfully prepared. Then, self-assembly supramolecular systems were synthesized by directly mixing GS-h-PAMAM with copolymers in aqueous solution, and the mechanism of the self-assembly process was speculated. FT-IR, NMR, and SEM were used for structural confirmation. Furthermore, the excellent solution properties revealed that the supramolecular systems had potential application in clay hydration inhibitors. More importantly, utilizing functionalized hyperbranched polyamidoamine in the synthesis self-assembly supramolecular systems was an effective strategy for expanding their application fields and developing new functional materials, providing a powerful reference for the next study.Keywords:self-assembly supramolecular systems;Guanidinium Salts Modified Hyperbranched Polyamidoamine;cationic acrylamide copolymers;clay hydration inhibition
研究领域:
高分子化学
·
材料科学
✓ 已验证
DOI
PubMed
高影响因子
BIOMACROMOLECULES
·
2018
·
IF 5.738
Jie Zhou,Aisha Roshan Mohamed Wali,Shengnan Ma,Yiyan He,Dong Yue,James Zhenggui Tang,Zhongwei Gu
In the progress of designing a gene carrier system, what is urgently needed is a balance of excellent safety and satisfactory efficiency. Herein, a straightforward and versatile synthesis of a cationic guanidine-decorated dendronized pullulan (OGG3P) for efficient genetic photodynamic therapy was proposed. OGG3P was able to block the mobility of DNA from a weight ratio of 2. However, G3P lacking guanidine residues could not block DNA migration until at a weight ratio of 15, revealing guanidination could facilitate DNA condensation via specific guanidinium-phosphate interactions. A zeta potential plateau (∼+23 mV) of OGG3P complexes indicated the nonionic hydrophilic hydroxyl groups in pullulan might neutralize the excessive detrimental cationic charges. There was no obvious cytotoxicity and hemolysis, but also enhancement of transfection efficiency with regard to OGG3P in comparison with that of native G3P in Hela and HEK293T cells. More importantly, we found that the uptake efficiency in Hela cells between OGG3P and G3P complexes was not markedly different. However, guanidination caused changes in uptake pathway and led to macropinocytosis pathway, which may be a crucial reason for improved transfection efficiency. After introducing a therapeutic pKillerRed-mem plasmid, OGG3P complexes achieved significantly enhanced KillerRed protein expression and ROS production under irradiation. ROS-induced cancer cells proliferation suppression was also confirmed. This study highlights the guanidine-decorated dendronized pullulan could emerge as a reliable nonviral gene carrier to specifically deliver therapeutic genes.
研究领域:
药学
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生物医学工程
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分子生物学
✓ 已验证
DOI
PubMed
高影响因子
CHINESE CHEMICAL LETTERS
·
2024
·Vol. 36
·期 4
·109730
·
IF 9.4
Hongyuan Sha,Dongling Yang,Yanran Shang,Zujian Wang,Rongbing Su,Chao He,Xiaoming Yang,Xifa Long
Sulfates are always promising short-wave ultraviolet (UV) nonlinear optical (NLO) candidates, if their birefringence could be greatly improved. Here, in terms of the insufficient birefringence , the unity of heteroleptic tetrahedral groups and triangular ones was proposed and implemented. Thus, a new semi-organic crystal, [C(NH 2 ) 3 ]S 3 O 6 (G 2 S 3 O 6 ), was obtained, which is composed of [S 3 O 6 ] 2− and [C(NH 2 ) 3 ] + groups. It exhibits excellent optical properties with a short absorption cutoff edge of 218 nm, a strong NLO response of 1.4 × KH 2 PO 4 , and more especially, a large birefringence of 0.097@546 nm. This birefringence leap makes the G 2 S 3 O 6 crystal achieve a phase-matching behavior under a 532 nm laser. Thus, the synergy of [S 3 O 6 ] 2− and [C(NH 2 ) 3 ] + groups results in excellent optical performances. This finding opens a new horizon for exploring novel UV NLO crystals.
研究领域:
材料科学
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光学工程
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无机化学
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晶体化学
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非线性光学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）