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NEW JOURNAL OF CHEMISTRY · 2021 ·Vol. 45 ·期 15 ·6817-6825 · IF 3.591

Poly-L-lysine-functionalized magnetic graphene for the immobilized metal affinity purification of histidine-rich proteins

Jiawei Liu,Yingying Liu,Yixun Liang,Fen Ma,Quan Bai

In this work, we prepared poly-L-lysine (PLL) functionalized magnetic graphene through a simple covalent bonding process. The composite was further conjugated with aspartic acid (Asp) and chelated copper ions to obtain a metal affinity PLL-functionalized magnetic graphene composite (MGPLA-Cu). Various characterizations via FT-IR, XRD, TGA, VSM and SEM/TEM confirm its physicochemical properties. Owing to the strong metal affinity forces between metal affinity groups and the residual histidine in proteins, the MGPLA-Cu composite exhibits highly selective adsorption performance toward histidine-rich proteins, i.e., hemoglobin (Hb) in this case. A high adsorption efficiency of ca. 100% was achieved for 200 mg L−1 Hb in a phosphate buffer at pH 8. The equilibrium adsorption isotherm of Hb on the MGPLA-Cu composite well fitted to the Langmuir theoretical model (R2 = 0.9969), along with the maximum adsorption capacity (qmax) at 334 mg g−1. The adsorption kinetics was favorably described by the pseudo-second-order kinetic model. The retained Hb could be effectively recovered with a 0.2 mol L−1 carbonate buffer containing 0.05 mol L−1 imidazole at pH 10, giving rise to a recovery of ca. 97%. The MGPLA-Cu composite showed favorable reusability, and a high adsorption efficiency (>80%) was maintained after five adsorption–desorption operation cycles. The practical application demonstrates that the MGPLA-Cu composite can isolate Hb from human whole blood with high selectivity and high purity.

CAS / MDL: 9007-43-6
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Materials Today Communications · 2021 · IF 3.383

Catalase-like quantum dots of l-lysine polymerization as free radical scavengers for hypoxic brain injury

Qifeng Li,Yalong Gao,Jun Shen,Xiaoyu Mu,Junying Wang,Lufei Ouyang,Ke Chen,Hua He,Jiahui Pei,Qinjuan Ren,Si Sun,Haile Liu,Lei Zhou,Yuanming Sun,Wei Long,Jianning Zhang,Xiao-Dong Zhang

Hypoxemia as one of the most common symptoms of traumatic brain injury (TBI) can significantly exacerbate the development of secondary damage, which further contributes to generating large numbers of neurotoxic factors such as reactive oxygen and nitrogen species (RONS), pro-inflammatory cytokine and chemokine. Here, we developed a kind of quantum dots as catalase-mimic and multiple free radical scavengers by means of the microwave heating polymerization of l -lysine. Hydrogen peroxide as overproduced radicals can be decomposed to supply oxygen, contributing to improving the hypoxic condition in brain. Simultaneously, other traditional RONS such as O 2 − , OH, NO and ONOO − can be eliminated by the quantum dots. The total ROS level is back to normal after the quantum dots treatment, promoting the H 2 O 2 /LPS-stimulated cell survival in vitro . Oxidative stress induced by hypoxic brain injury is restored by the quantum dots intravenous injection, leading to the protection of neural cells in vivo . Additionally, the quantum dots can improve the spatial learning and memory of TBI mice by water maze test. This work provides a new perspective for the therapy of hypoxic brain injury.

CAS / MDL: 1898-66-4 67776-06-1
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SOLID STATE IONICS · 2020 · IF 3.107

Bio-analogue l-lysine lined arrangement on nanofibers with superior proton-conduction for proton exchange membrane

Guodong Zhao,Xianlin Xu,Lei Shi,Bowen Cheng,Xupin Zhuang

Manipulating nanophase-separation behavior and constructing ion-channels is of great challenge for optimizing proton transport. Herein, a novel strategy is demonstrated for constructing long-range and consecutive proton-conducting channels by immobilizing bio-analogue l -lysine onto surface of hydrolyzed polyacrylonitrile (PAN) nanofibers (L/P NFs), combing the superiority of the hydrophilicity 3D network structure (3DNWS) of hydrolyzed PAN NFs and the function of l -lysine as proton-conductors. The hybrid proton exchange membranes (PEMs) are fabricated by filling the inter-fiber voids of L/P NFs with Nafion matrix . The acid–base ion-channels formed between –SO 3 H of Nafion and –NH 2 of L/P NFs may offer the abundant hydrogen-bonded networks for proton hopping. The results show L@Nafion hybrid PEMs can reach 0.263 S/cm (80 °C, 100% relative humidity) proton conductivity and 122.82 mW/cm 2 power density for fuel-cell performance. Besides, the preponderance of 3DNWS of L/P NFs can considerably facilitate the thermal and dimensional stability as well as restrict methanol crossover for hybrid PEMs. This approach brings a unique vision for preparing high-performance PEMs for direct methanol fuel cells.

CAS / MDL: 56-87-1
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ACS Applied Polymer Materials · 2021 · IF 4.089

Epoxide Cross-Linked and Lysine-Blocked Zein Ultrafine Fibrous Scaffolds with Prominent Wet Stability and Cytocompatibility

Lu Liu,Jiancai Jiang,Xinyang Jin,Ran Li,Liqian Huang,Ni Wang,Narendra Reddy,Wanshuang Liu,Qiuran Jiang

The healing of chronic wounds, which bring profound problems, can be effectively promoted by skin tissue engineering using scaffolds with features of extracellular matrix (ECM) for supporting native cell growth. Protein ultrafine fibrous scaffolds, although with similar morphology and chemical composition to ECMs, show poor wet stability which leads to substantial deformation, low mechanical properties, and fast degradation. This research provides a two-step dry state treatment including a cross-linking process by ethylene glycol diglycidyl ether (EGDE) and a blocking process by lysine for the modification of zein ultrafine fibrous scaffold model. This distinctive two-step dry state treatment could effectively avoid fiber deformation before fully cross-linking and more importantly the concern of cytotoxicity. The modified zein/EGDE scaffolds displayed remarkable reduced shrinkage of merely 1.25%, enhanced thermal stability, improved mechanical properties around 3–4 fold, retardant degradation to above 60 days, and promoted cytocompatibility about three fold. This work revealed the possibility to develop strong, wet stable, and cytocompatible ultrafine fibers from various proteins for a wide variety of applications in the fields, such as, tissue engineering scaffolds, biosensors, and drug carriers.

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REGULATORY TOXICOLOGY AND PHARMACOLOGY · 2016 · IF 2.227

Toxicological evaluation of advanced glycation end product Nε-(carboxymethyl)lysine: Acute and subacute oral toxicity studies

Xin Liu,Liangqing Zheng,Rong Zhang,Gang Liu,Shensheng Xiao,Xiaoting Qiao,Yongning Wu,Zhiyong Gong

Nε-(carboxymethyl)lysine (CML) as a novel potential noxious compound in various food products has aroused extensive concern in recent years. This study aimed to investigate the oral acute and subacute toxicity of CML in mice as per OECD 420 and 407 guidelines. Acute administration of 2000 and 5000 mg/kg CML did not induce any mortality within 14 days, nevertheless some toxicological symptoms and histopathological changes were observed. The estimated LD 50 of CML was >5000 mg/kg. In subacute toxicity test , CML was dosed at 200, 500 and 1000 mg/kg in both genders for 28 days. The body weights reduced which was accompanied with the decrease of food consumptions. Hematology parameters viz. RBC , HGB and MCH showed minor alteration but these were still within normal range. Biochemical analysis of hepatic and renal function markers showed significant elevating in AST , ALT , Cr and BUN etc. Histopathological alterations were observed in lung, liver, kidney and spleen. Subacute toxicity of CML involved oxidative stress caused by reducing antioxidant enzyme (SOD and GSH-Px) activities, and significantly increasing lipid peroxide (MDA) level. In conclusion, CML was unlikely to present an acute hazard, but repeated administration could produce deleterious effects on mice especially inducing liver and kidney damage through oxidative stress.

✓ 已验证 DOI PubMed 高影响因子
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FLUID PHASE EQUILIBRIA · 2015 · IF 2.2

CO2 absorption into aqueous potassium salts of lysine and proline: Density, viscosity and solubility of CO2

Shufeng Shen,Ya-nan Yang,Yong Wang,Shaofeng Ren,Jiangze Han,Aibing Chen

Amino acid salts have potential use as alternative absorbents to alkanolamines for post combustion CO 2 capture, because of their negligible volatility, resistance to oxidative degradation and fast absorption rates. In this work, the density and viscosity of CO 2 -free and CO 2 -loaded aqueous solutions of potassium lysinate (LysK) and potassium prolinate (ProK) were measured at temperatures from (298.15 to 348.15)   K and for their concentrations from (0.2 to 3.0)   mol   L −1 . The data were correlated accurately ( R 2   ≥   0.99) as a function of temperature, concentration and CO 2 loading by nonlinear regression analysis. The solubility of CO 2 in 2.5   mol   L −1 amino acid salt solutions was also determined in vapor–liquid equilibrium vessels at temperatures (313 and 333)   K and CO 2 partial pressures relevant to flue gas conditions. It was found that, the CO 2 absorption capacity of LysK is higher than that of industrially used monoethanolamine (MEA) and the CO 2 loadings vary as LysK   >   ProK   >   MEA at given CO 2 partial pressures. Moreover, LysK may offer higher cyclic loading than MEA for CO 2 capture.

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RSC Advances · 2015 ·Vol. 5 ·期 19 ·14138-14146 · IF 3.84

Effect of monomer sequence of poly(histidine/lysine) catiomers on gene packing capacity and delivery efficiency

Jiashan Zhou,Yan Li,Haiqing Dong,Hua Yuan,Tianbin Ren,Yongyong Li

Polymeric catiomers, which can mimic viruses for gene packing and delivery, have received considerable attention as nonviral vectors for gene therapy. Inspired by the critically important role of the sequence of structural units in various biomolecules, including DNA and protein, in this study, we intend to investigate how the monomer sequence of a polymeric catiomer affects its gene packing capacity and delivery efficiency. The well-documented poly(histidine-co-lysine) was chosen as the scaffold for gene carrier. Four reducible polycations (RPCs) based on sequence-regulated peptides monomers were synthesized. Chemical parameters (namely, composition and molecular weight) of four RPCs were controlled at comparable level except for the monomer sequence. All of the RPCs exhibited low cytotoxicity and effective DNA binding ability. However, these RPCs displayed distinct diversity from each other, especially in their ability of binding to DNA, buffering capacity and transfection efficiency. Using 293T cell as the mode, we found that the regulation of the monomer sequence of polycations could significantly affect their properties for gene delivery, with differences of 100 fold. The sequence effect might be correlated with different chain folding as well as physiochemical properties of RPCs/pDNA complexes, providing new insight for designing gene vector with promising prospects in gene therapy.

CAS / MDL: 67-68-5
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Epsilon-poly-l-lysine microneedle patch loaded with amorphous doxycycline nanoparticles for synergistic treatment of skin infection

Rui Luo,Dongyi Xian,Feng Li,Guiling Zhou,Ling Jiang,Jieyi Wu,Liming Lin,Yuwei Zheng,Guanyu Liu,Qian Xu,Xin Pan,Chuanbin Wu,Tingting Peng,Guilan Quan,Chao Lu

The development of antibiotic-loaded microneedles has been hindered for years by limited excipient options, restricted drug-loading space, poor microneedle formability, and short-term drug retention. Therefore, this study proposes a dissolving microneedle fabricated from the host-defense peptide ε-poly- l -lysine (EPL) as an antibacterial adjuvant system for delivering antibiotics. EPL serves not only as a major matrix material for the microneedle tips, but also as a broad-spectrum antibacterial agent that facilitates the intracellular accumulation of the antibiotic doxycycline (DOX) by increasing bacterial cell membrane permeability. Furthermore, the formation of physically crosslinked networks of EPL affords microneedle tips with improved formability, good mechanical properties, and amorphous nanoparticles (approximately 7.2 nm) of encapsulated DOX. As a result, a high total loading content of both antimicrobials up to 2319.1 μg/patch is achieved for efficient transdermal drug delivery. In a Pseudomonas aeruginosa -induced deep cutaneous infection model, the EPL microneedles demonstrates potent and long-term effects by synergistically enhancing antibiotic activities and prolonging drug retention in infected lesions, resulting in remarkable therapeutic efficacy with 99.91 % (3.04 log) reduction in skin bacterial burden after a single administration. Overall, our study highlights the distinct advantages of EPL microneedles and their potential in clinical antibacterial practice when loaded with amorphous DOX nanoparticles.

CAS / MDL: 1405-20-5 64-75-5
研究领域: 药剂学 · 纳米技术 · 微生物学 · 药物递送系统 · 生物医学工程
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2021 ·Vol. 102 ·期 9 ·3916-3924 · IF 3.639

Improving the texture properties and protein thermal stability of Antarctic krill (Euphausia superba) by L-lysine marination

Junxin Lin,Yuying Zhang,Yiwei Li,Peizi Sun,Xiang Ren,Dongmei Li

BACKGROUND The quality deterioration of Antarctic krill ( Euphausia superba ) after thermal processing limits its industrial application. This study sought to improve the texture characteristics of Antarctic krill after heat treatment through pre-soaking using l - lysine (Lys) solution and sodium tripolyphosphate (STPP). Moreover, the effects of Lys on heat-treated Antarctic krill were explored. RESULTS Lys significantly reduced the cooking loss and improved the texture characteristics of Antarctic krill during heat treatment. The low-field nuclear magnetic resonance results showed that Lys reduced the water loss of Antarctic krill during heat treatment. Additionally, the surface hydrophobicity, Fourier transform infrared spectroscopy, and endogenous fluorescence spectroscopy results showed that Lys could inhibit the structural damage of Antarctic krill protein under the thermal denaturation condition and enhance the thermal stability of the protein. The scanning electron microscopy results showed that Lys could protect the structural integrity of Antarctic krill muscle fibers during heat treatment. CONCLUSION The cooking loss in the Lys added groups was better than the sodium tripolyphosphate added group, and 2.0% Lys solution could minimize the cooking loss of Antarctic krill. The secondary and tertiary structures of the Antarctic krill protein were actively protected by Lys during heat treatment. Overall, the study will provide insights into the application of Lys in the food industry as a natural additive and an alternative to phosphate. © 2021 Society of Chemical Industry.

研究领域: 食品科学 · 生物化学
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POLYMER BULLETIN · 2025 ·Vol. 83 ·期 1 ·31 · IF 4

Folic acid grafted amphiphilic dextran-b-poly(ε-benzyloxycarbonyl- l-lysine) micelles for drug’s pH-responsive release

Huang Ruoxi,Yi Yaxin,Zhang Shiyu,Wang Jiaxin,Yuan Haikuan,Lu Jie

A stimulus-responsive drug delivery system holds promise for reducing adverse effects and enhancing the bioavailability of chemotherapeutic agents. In this study, amino-terminated dextran was utilized as a macromolecular initiator to prepare a range of amphiphilic dextran-b-poly(ε-benzyloxycarbonyl- l -lysine) (Dex-b-PZLL) copolymers with varying hydrophobic segment lengths via ring-opening polymerization (ROP). Folic acid (FA) was further grafted onto the dextran side chains via esterification (FA-Dex-b-PZLL), offering the potential tumor-specific recognition. The resulting copolymers were able to self-assemble into stable spherical micelles via dialysis and efficiently encapsulated the hydrophobic drug letrozole (LTZ). A systematic assessment was conducted on the drug encapsulation efficiency/loading capacity, drug release performance in vitro, and biocompatibility of the copolymers under aqueous conditions, indicating that these properties of the FA-Dex-b-PZLL micelles mainly depended on the copolymer composition. The optimized micelles, with a balanced hydrophilic/hydrophobic ratio, achieved a drug loading capacity with approximately 8.49% and an encapsulation efficiency with about 46.39%. Moreover, LTZ/FA-Dex-b-PZLL micelles exhibited pH-responsive release, with cumulative release rates within 72 h of 20.74%, 27.14% and 62.96% in phosphate buffer at pH 7.4, 6.5 and 4.5, respectively, indicating the accelerated release under acidic conditions. In addition, the micelles showed good cytocompatibility according to the CCK-8 assay. Graphical abstract

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FOOD RESEARCH INTERNATIONAL · 2023 · IF 8.1

Suppression mechanism of L-lysine on the Epigallocatechin-3-gallate-induced loss of myofibrillar protein gelling potential

Mengyuan Wang,Jingchao Kang,Lin Chen,Gongchen He,Yaping Liu,Xiaojing Fan,Xin Lv,Xinglian Xu,Guanghong Zhou,Xianchao Feng

As a natural antioxidant, Epigallocatechin-3-gallate (EGCG) needed to be added in high doses to maintain the quality of meat products. However, high doses of EGCG caused the excessive aggregation of myofibrillar protein (MP), which damaged the gel properties of MP gels. Therefore, the purpose of this study was to investigate the mitigation of EGCG-induced loss of MP gelling potential by L-Lysine (L-Lys). The results showed that the addition of 20 mM L-Lys induced excessive unfolding and loose aggregation of MP at 10 µmol/g EGCG, and hence, reducing the solubility (14.5%) and the tryptophan fluorescence, and forming a network structure with a large aperture. Therefore, the cooking loss was decreased from 29.20% to 15.13%, and the strength of MP gels was decreased from 0.35 N to 0.17 N. However, L-Lys hindered the hydrogen bonding interactions and hydrophobic interactions between MP and EGCG by competing the binding sites of MP at 50 µmol/g EGCG, which was supported by the Zeta potential, surface hydrophobicity, FTIR and molecular docking analysis. Thus L-Lys mitigated the protein aggregation caused by 50 µmol/g EGCG, improved the solubility (23.02%∼86.99%) and apparent viscosity, which were beneficial for the formation of a continuous network structure in MP gels. Therefore, the cooking loss of MP gels was decreased from 52.40% to 41.30%, and the gel strength was enhanced from 0.13 N to o.22 N with 20 mM L-Lys addition. The present study could provide a new strategy for increasing the amounts of EGCG in meat products without damaging the gel properties of meat products.

研究领域: 食品科学 · 蛋白质化学 · 抗氧化剂
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FOOD CHEMISTRY · 2025 · IF 9.8

Mechanistic insights into advanced glycation end products production in glucose-lysine model system involved with ascorbic acid

Zixiong Song,Ying Jing,Xiaoxiao Wei,Haizhen Li,Jianhua Xie,Mingyue Shen

Ascorbic acid (AA), despite being an essential vitamin, is also a potential precursor to form advanced glycation end products (AGEs) in heat-processed foods. The dual action of AA (act as an inhibitor and a precursor concurrently) in AGEs formation in glucose (Glu)-lysine (Lys) model system has been found in our previous study. However, the mechanism underlying the dual role of AA has not been elucidated. This study clarified that AA, when acting as an inhibitor, primarily suppresses AGEs formation via its pH-regulating capacity rather than its reductive (free radical scavenging) potential. When AA serves as a substrate, its reactivity to form AGEs depends on pH condition. We further elucidated the primary pathways of AA-mediated AGEs formation. Methylglyoxal (MGO), generated via 2,3-diketoglucose (2,3-DKG), remains the principal intermediate for CEL formation from AA. Xylosone, a highly reactive carbonyl compound derived from AA, emerges as the major intermediate for CML formation.

研究领域: 食品科学 · 生物化学
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