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Journal of Materials Chemistry B · 2017 ·Vol. 5 ·期 39 ·7963-7973 · IF 4.543

Replacement of quaternary ammonium headgroups by tri-ornithine in cationic lipids for the improvement of gene delivery in vitro and in vivo

Y. N. Zhao,Y. Z. Piao,C. M. Zhang,Y. M. Jiang,A. Liu,S. H. Cui,D. F. Zhi,Y. H. Zhen,S. B. Zhang

Headgroups in cationic lipids play very important roles in determining transfection efficiency and toxicity in gene delivery. To better understand the influence of headgroups on gene delivery, a tri-peptide-based lipid was synthesized, wherein the usual quaternary ammonium was replaced by a tri-peptide. Though both the tri-peptide-based lipid (DAO3) and the quaternary ammonium-based lipid (DDCTMA) successfully mediated gene transfection, DAO3 was superior to DDCTMA in both in vitro and in vivo studies. Following their preparation into liposomes, the particle size, zeta potential, and DNA-binding capacity of the liposomes and lipoplexes were characterized to evaluate the efficiency of DAO3 compared to DDCTMA with regard to gene interactions. The expression of luciferase from pDNA mediated by DAO3 was 2-fold greater than than that with DDCTMA in Hep-2 cells, and DAO3/siRNA lipoplexes could silence about 60% luciferase in A549 cancer cells expressing firefly luciferase. DAO3/Luc-siRNA treatment exhibited 3-fold the efficiency of DDCTMA/Luc-siRNA in terms of in vivo luciferase RNAi with the bare density ratio of 0.54 at 48 h. Furthermore, DAO3 could mediate IGF-1R siRNA to inhibit tumor growth through silencing the expression of the IGF-1R protein, whereas DDCTMA showed nearly no effects. Most importantly, DAO3 had no obvious toxicity in vitro and in vivo, due to the biocompatibility of the peptide headgroups. In conclusion, these results demonstrated that the replacement of the quaternary ammonium headgroup by tri-ornithine may increase transfection efficiency and decrease toxicity.

研究领域: 分子生物学 · 基因治疗 · 药物递送
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LUMINESCENCE · 2020 ·Vol. 36 ·期 1 ·28-34 · IF 1.855

Coassemble dopamine and GHK tripeptide into fluorescent nanoparticles for pH sensing

Fan Zheng,Jun Guo,Abdul Jamil Khan,Pandeng Miao,Feng Zhang

Fluorescent nanostructures have been widely applied to biomedical researches and clinical diagnosis such as biolabeling/imaging/sensing and have even acted as therapy reagents. Peptide-based fluorescent nanostructures attract recent interest from biomedical researchers. Inspired by the natural existence of GHK-Cu complex with a growth factor-like effect in human blood, here we have developed a novel approach for designing nanosensors through the co-assembling of two kinds of biomolecules. By making best use of both π-π stacking between carbon rings and the easy-oxidation property of an important transmitter molecule, dopamine (DA), we successfully built up a supersensitive and robust fluorescent pH nanosensor by co-assembling oxidized DA (DA ox ) with a tripeptide GHK. The GHK-DA ox nanostructures have a quantum yield of 20.82%, which might be the brightest one among all the current co-assembling structures merely through unmodified biomolecules. We envision this approach could open a new avenue for not only hybrid nanostructure construction, but also may inspire the bioengineering of in vivo luminescent probes.

CAS / MDL: 62-31-7
研究领域: 生物医学 · 纳米技术 · 化学传感
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BIOMEDICINE & PHARMACOTHERAPY · 2019 · IF 3.743

Improving breast cancer therapy using doxorubicin loaded solid lipid nanoparticles: Synthesis of a novel arginine-glycine-aspartic tripeptide conjugated, pH sensitive lipid and evaluation of the nanomedicine in vitro and in vivo

Gang Zheng,Meizhu Zheng,Ben Yang,Hui Fu,Yongqing Li

Breast cancer is the leading cause of cancer mortality in women worldwide. To overcome the toxic side effects and multidrug resistance (MDR) during doxorubicin (DOX) chemotherapy, an arginine-glycine-aspartic (RGD) tripeptide modified, pH-sensitive solid lipid nanoparticles (SLNs) is employed in this study. In this study, a RGD conjugated, pH sensitive lipid was synthesized using glycerin monostearate (GMS) and adipic acid dihydrazide (HZ) as lipid materials and named RGD-HZ-GMS. RGD-HZ-GMS was applied to encapsulate DOX to construct a RGD modified, DOX loaded SLNs (RGD-DOX-SLNs). To evaluate the anticancer effect of RGD-DOX-SLNs, breast cancer cell line (MCF-7 cells) and DOX resistant cell line (MCF-7/ADR cells) were used. in vivo tumor suspension and toxicity effects were evaluated on mice bearing MCF-7/ADR cells breast cancer model. RGD-DOX-SLNs had a uniformly spherical shape. The mean particle size and zeta potential of the RGD-DOX-SLNs was 96.3 nm and 35.6 mV, respectively. RGD-DOX-SLNs showed 5.58 fold higher area under the plasma concentration – time curve (AUC) compared with DOX solution. Terminal half life (T 1/2 ) and peak concentration (C max ) of RGD-DOX-SLNs was 10.85 h and 39.12 ± 2.71 L/kg/h. in vitro and in vivo antitumor results indicate that RGD-DOX-SLNs might be a promising novel lipid carrier which could improve breast cancer therapy.

研究领域: 肿瘤学 · 药剂学 · 生物医学工程
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SUPRAMOLECULAR CHEMISTRY · 2017 · IF 1.264

Encapsulation of nanocrystals with responsive gels for spatial optical identification

Peng Xue,Ting He,Huiqiong Wu,Hongtao Xie,Rujuan Shen,Fan Yue,Jide Wang,Yi Zhang

A tripeptide (β-AspFF) gelator was designed and synthesised using solid-phase peptide synthesis. The as-prepared gelator formed a stable and clear multi-responsive gel in toluene solution. Encapsulating the quantum dots with β-AspFF effectively increased stability and antioxidisation ability which are beneficial for optical identification.

研究领域: 材料科学 · 化学
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DYES AND PIGMENTS · 2021 · IF 4.889

Supramolecular tandem assay for tyrosinase based on cucurbit[8]uril induced peptide inclusion

Yong-Qi Cai,Gao Li

Many fluorometric methods have been developed for detecting tyrosinase activity, yet many of them require the sophisticated synthesis of relatively complex fluorescent molecules. Here, we report the utilization of a label-free supramolecular tandem assay for measuring tyrosinase activity based on an easily available reporter pair. Cucurbit[8]uril (CB[8]) can bind with thioflavin-T (ThT) and increase its fluorescence intensity , while the tripeptides YLA and Dopa-LA can decrease the fluorescence intensity of CB[8]-ThT complex. YLA and Dopa-LA can be oxidized by tyrosinase, and the products have lower binding affinity with CB[8], leading to an increase of fluorescence in the intensity of CB[8]-ThT-YLA or Dopa-LA. We were able to continuously monitor tyrosinase activity with CB[8]-ThT-YLA or Dopa-LA.

研究领域: 生物化学 · 分析化学
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2025 · IF 3.8

A sensitive method for simultaneous screening exposure to 14 alkylating agents based on tripeptide adducts: an efficient approach for chemical weapon verification and chemical impurity profiling in plasma samples

Chen Bo,Liang Deshen,Yu Huilan,Liu Changcai,Yuan Ling,Wang Fengyun,Liu Shilei

For the implementation of the Chemical Weapons Convention, the Organisation for Prohibition of Chemical Weapons (OPCW) designates laboratories for the analysis of chemicals that can be used as chemical warfare agents (CWAs). In these laboratories, analytical methods for detecting CWAs have been developed for environmental and biomedical samples. Protein adducts from exposed biomedical samples are an important type of biomarker for verification of their abuse. Moreover, these adducts could also be applied in chemical impurity profiling studies of biomedical samples. Alkylating agents, as cytotoxicants, can react with Cys 34 in human serum albumin, and cysteine-proline-phenylalanine (CPF) tripeptide adducts generated from proteinase K digestion of modified albumin have been used as biomarkers for retrospective detection of exposure to sulfur mustards or nitrogen mustards. In this study, a sensitive screening method for detecting exposure to 14 alkylating agents in one analytical run was established through sample preparation and instrumental detection optimization. Ultrahigh-performance liquid chromatography–triple quadrupole mass spectrometry (UHPLC–TQ MS) operated in multiple reaction monitoring (MRM) mode and combined with an optimized chromatographic program was used for detecting the 14 corresponding CPF tripeptide adducts. The limits of detection (LODs) are in the range of 0.200–10.0 ng/mL exposure concentrations in human plasma. This method could also allow impurity profiling applicable for potential attribution of sulfur and nitrogen mustard in plasma through retrospective analysis of exposed biomedical samples with impurity compositions as low as 0.1%. This method has potential in clinical diagnosis, CWA verification and forensic identification applications. Graphical

研究领域: 分析化学 · 毒理学 · 临床医学
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ChemNanoMat · 2020 ·Vol. 6 ·期 11 ·1641-1646 · IF 3.384

A Self-Assembling Tripeptide-Based Fluorescence Bio-Nanosensor

Pandeng Miao,Zhongdong Liu,Man Liang,Jun Guo,Tegexibaiyin Wang,Liping Wang,Feng Zhang

Graphical A biocompatible, simple and cost-effective tripeptide-based nanosensor is built for sensing copper ions with high selectivity, which also exhibits excellent assay performance in the evaluation of pyrophosphate and alkaline phosphatase in serologic tests. A de novo tripeptide, YFF, can self-assemble into fluorescent nanostructures under ultraviolet irradiation, and their fluorescence can be selectively quenched by copper ions. Copper ions can co-assemble with YFF NPs into hierarchical nanostructures, and the quenched fluorescence can recover again with the addition of pyrophosphate (diphosphate, PPi), which is due to the robust interaction between copper ions and PPi. Based on this principle, a simple and cost-effective alkaline phosphatase (ALP) biosensor has been built up by making use of the specific dephosphorylation of ALP to PPi, in which the coordinated copper ions can reversibly bind to PPi, thus quench and recover the fluorescence of tripeptide nanostructures. The fluorescence intensity correlated well to the concentration of Cu 2+ (2–100 μM), PPi (0–500 μM) and ALP (0–500 U/L) i, respectively, and the corresponding limits of detection (LOD) are 1.29 μM, 0.77 μM and 1.84 U/L, respectively. The designed tripeptide-based nanosensor also exhibits biocompatible, robust sensing performance in serum, indicating its great potential application for clinical diagnosis.

研究领域: 生物化学 · 医学检测 · 纳米技术
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CHEMICAL ENGINEERING JOURNAL · 2022 · IF 16.744

Bio-inspired supramolecular metallopeptide hydrogel promotes recovery from cutaneous wound

Yun Li,Xiaoyao Cai,Zhilong Wang,Yu Han,Chunhua Ren,Lijun Yang,Zhongyan Wang,Ganen Mu,Haixue Jia,Jianfeng Liu,Jinjian Liu,Cuihong Yang

Inspired by the regulation of protein structure and function by metal ions in life, the role of metal coordination in the folding and assembly of peptides has been gradually studied. However, the construction of bioactive supramolecular metallopeptides with synergism between metal coordination and peptide self-assembly remains challenging. This paper reports a bio-inspired peptide derivative (Supra GHK (glycyl- l -histidyl- l -lysine)) bearing a natural-derived GHK tri-peptide motif, which could self-assemble into supramolecular metallopeptide hydrogel (Supra GHK-Cu) after adding Cu 2+ . The addition of Cu 2+ prompts the allosteric effects on the folded structure of Supra GHK, resulting from the participation of atoms on the backbone of the peptide in the chelation. Cu 2+ has a stronger affinity for Supra GHK by bridging two peptide molecules or interacting with one peptide molecule, as confirmed by experimental results and molecular dynamics simulation. Remarkably, due to the formation of supramolecular structures, Supra GHK-Cu possesses excellent resistance against protease degradation. Moreover, it accelerates wound healing more significantly than GHK-Cu by promoting collagen deposition, angiogenesis and cell proliferation. This work not only exemplifies a successful bio-inspired supramolecular metallopeptide hydrogel but also provides a promising alternative strategy to overcome the limitations of traditional bioactive peptides in various biomedical fields.

研究领域: 生物材料学 · 医学 · 生物化学
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TALANTA · 2025 · IF 6.1

Novel self-assembled fluorescent tripeptide nanoparticle for sensitive detection of sulfadiazine

Rongfang Yan,Xuelian Hu,Ning Zhang,Weihua Liu,Wenxiu Wang,Yiwei Tang

Fluorescent tripeptide nanoparticles (PNPs) emitting cyan fluorescence were first synthesized using a Trp-Phe-Phe/Zn(II)-based self-assemble method. Molecular docking and dynamics simulations were employed to elucidated the self-assembly process of PNPs, the underlying driving forces, and their influence on the fluorescence properties of PNPs. The resultant PNPs were functionalized with an aptamer specific to sulfadiazine (SDZ), thereby creating a highly sensitive fluorescent probe. This probe demonstrated exceptional sensitivity and selectivity for SDZ detection, leveraging the inner filter effect to induce significant fluorescence quenching. The method demonstrated a wide linear range (0–200 ng/mL) and a low detection limit (0.4 ng/mL). Validation in spiked real samples (tap water, beef, chicken, and fish muscle) yielded recoveries of 83.20–114.08 % with relative standard deviations of <7 %, confirming its accuracy and reliability. This study provides insights into the assembly mechanism of tripeptide nanoparticles and offers a practical tool for food safety monitoring.

研究领域: 分析化学 · 食品科学 · 分子生物学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2021 · IF 8.128

Co-assembled gold nanorod@tripeptide core-shell nanospheres for aqueous Hg2+ removal

Xingcen Liu,Jin Yuan,Zhuo Zhang,Zhaohui Huang,Jingcheng Hao

The construction of peptide and metal nanoparticles hybrid is attractive to explore their synergistic properties and applications extensively. However, it remains a challenge to fabricate a well-defined and size-controllable short peptide/Au nanoparticles hybrid. Here, we report a facile and flexible co-assembly strategy for the construction of tripeptide coated Au nanorods (AuNRs). The tripeptide (Phe-Phe-Cys, FFC) grows via covalently crosslinking to form spheres. The size of the core@shell nanospheres can be controlled by modulating the amount or size of AuNRs. Especially, the concentration of AuNRs fixes the amount of seeds, which further affect the local concentration of FFC on the surface of AuNRs seed, leading to a narrower diameter of hybrid compared to FFC spheres. Moreover, owing to their synergistic effects, this hybrid exhibits a good adsorption capacity of Hg 2+ from aqueous solutions by electrostatic interaction and forming into Au/Hg amalgam . This strategy could be extended to the fabrication of other biomolecules and metal nanoparticle hybrids with diverse functions.

研究领域: 纳米生物学 · 环境科学 · 材料科学
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ANALYST · 2023 ·Vol. 148 ·期 8 ·1877-1886 · IF 4.2

Hybridization of helical poly(phenylacetylene)s bearing L-proline tripeptide pendants into porous silica microspheres as a solvent-tolerable chiral stationary phase for liquid chromatography

Jiahe Huang,Zhengjin Zhou,Chunhong Zhang,Chao Wang,Yanli Zhou,Lijia Liu,Junqing Li,Toshifumi Satoh,Yoshio Okamoto

A novel one-handed helical copoly(phenylacetylene) (CPA) bearing L-proline tripeptide pendants and a few triethoxysilyl residues was synthesized and hybridized into SiO2 porous microspheres (PMSs) during microsphere growth through the hydrolytic polycondensation of ethoxysilyl groups. Nuclear magnetic resonance and Fourier transform infrared spectroscopy results verified the successful preparation of CPA and its hybrid product using SiO2 PMSs. The chiral recognition ability of the resulting CPA with a hybridized-type chiral stationary phase (HCSP) for high-performance liquid chromatography (HPLC) was investigated, revealing its high recognition ability for selected racemates. Moreover, the HCSP showed good solvent tolerability, thus broadening the selection of suitable eluents. The separation effect of the HCSP for the racemate N,N-diphenylcyclohexane-1,2-dicarboxamide (7) improved significantly after introducing CHCl3 in the eluent, resulting in separation factors equivalent or superior to common commercially available polysaccharide-based chiral stationary phases. The proposed preparation strategy provides a new and valuable method for obtaining poly(phenylacetylene)-based HCSPs suitable for a wide range of applications and eluent conditions.

研究领域: 化学 · 材料科学 · 分析化学
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CHEMISTRY-A EUROPEAN JOURNAL · 2024 · IF 3.9

Prebiotic Formation of Peptides Through Bubbling and Arc Plasma

Wei Wei,Fengjian Chu,Guanru Chen,Shiwen Zhou,Cuirong Sun,Hongru Feng,Yuanjiang Pan

The abiotic synthesis of peptides, widely regarded as one of the key chemical reactions on the prebiotic Earth, is thermodynamically constrained in solution. Herein, a simulation of the lightning phenomenon on the sea surface using bubble bursting and arc plasma under ambient conditions enables dipeptide formation of six amino acids with conversion ratios ranging from 2.6% to 25.5%. Additionally, we observed the formation of biologically active tripeptides and investigated the stereoselectivity of the dipeptide formation reaction. By utilizing a mixture of 20 amino acids in the reaction, 102 possible dipeptides were generated. These results establish experimental constructions to mimic achievable prebiotic conditions and provide a credible pathway for endogenous biopolymer synthesis on prebiotic Earth.

研究领域: 前生物化学 · 生命起源 · 生物化学
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