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Polymer Chemistry · 2018 ·Vol. 9 ·期 29 ·3974-3986 · IF 4.927

Hyperbranched polypeptides synthesized from phototriggered ROP of a photocaged Nε-[1-(2-nitrophenyl)ethoxycarbonyl]-L-lysine-N-carboxyanhydride: microstructures and effects of irradiation intensity and nitrogen flow rate

Pan Li,Yingying Song,Chang-Ming Dong

Controlled polymerization to synthesize hyperbranched polypeptides (HBPPs) with tunable degree of branching (DB) and molecular weight (MW) is still challenging in synthetic polypeptides and their biomaterials fields. A new photocaged amino acid monomer Nε-(1-(2-nitrophenyl)ethoxycarbonyl)-L-lysine-N-carboxyanhydride (NPE-Lys NCA) was designed. Without the addition of any catalyst/initiator and/or scavenger, lysine-based HBPPs were directly synthesized from the UV phototriggered ring-opening polymerization (ROP) of NPE-Lys NCA by a one-pot method and at room temperature. Their branched structures were fully characterized by means of 1H NMR, 1H,1H-COSY, 1H,13C-HSQC, and quantitative 13C NMR techniques. The effects of irradiation intensity and N2 flow rate on the phototriggered ROP and MWs, DBs, and conformations of the resulting polypeptides were investigated. At a lower irradiation intensity of 0.3 mW cm−2, the actual MWs (Mw,LLS) of P1 to P3 increased from 34.9 kDa to 62.8 kDa when N2 flow rate shifted to 300 mL min−1; DB reduced from 0.43 to 0.21; and the α-helix content rose from 35% to 63%, while the random coil decreased from 50% to 26%. By tuning the UV irradiation intensity and/or the N2 flow rate, this methodology can efficiently produce lysine-based HBPPs with tunable DBs of 0.21–0.54 and higher actual MWs of 13.7–62.8 kDa.

CAS / MDL: 32315-10-9
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International Journal of Nanomedicine · 2016 · IF 4.32

The effect of insulin-loaded linear poly(ethylene glycol)-brush-like poly(l-lysine) block copolymer on renal ischemia/reperfusion-induced lung injury through downregulating hypoxia-inducible factor

Fei Tong,Xiangyuan Tang,Xin Li,Wenquan Xia,Daojun Liu

The aim of this study was to observe the therapeutic effect of insulin-loaded linear poly(ethylene glycol)-brush-like poly(l-lysine) block copolymer poly(ethylene glycol)-b-(poly(ethylenediamine l-glutamate)-g-poly(l-lysine)) (PEG-b-(PELG-g-PLL) on renal ischemia/reperfusion-induced lung injury through downregulating hypoxia-inducible factor (HIF) as compared to free insulin. Sprague Dawley rats were pretreated with 30 U/kg insulin or insulin/PEG-b-(PELG-g-PLL) complex, and then subjected to 45 minutes of ischemia and 24 hours of reperfusion. The blood and lungs were collected, the level of serum creatinine and blood urea nitrogen were measured, and the dry/wet lung ratios, the activity of superoxide dismutase and myeloperoxidase, the content of methane dicarboxylic aldehyde and tumor necrosis factor-α, and the expression of HIF-1α and vascular endothelial growth factor (VEGF) were measured in pulmonary tissues. Both insulin and insulin/PEG-b-(PELG-g-PLL) preconditioning improved the recovery of renal function, reduced pulmonary oxidative stress injury, restrained inflammatory damage, and downregulated the expression of HIF-1α and VEGF as compared to ischemia/reperfusion group, while insulin/PEG-b-(PELG-g-PLL) significantly improved this effect.

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POSTHARVEST BIOLOGY AND TECHNOLOGY · 2026 · IF 6.8

Effect of the combination of lactic acid, ε-poly-L-lysine and sodium isoascorbate on the swelling, microbiomics variation, and quality attributes of vacuum-packed fresh cut lotus root

Jiahui Jiang,Qianlong Shi,Dan Li,Qingmin Chen,Cong Han,Jing Wei,Maorun Fu,Huaimei Cao,Xiaofei Xin

Vacuum-packed lotus roots slices are prone to swelling and quality deterioration when stored above 15 °C. Our study aimed to investigate the effect of combined treatment of 0.7 % lactic acid (LA), 0.7 g L −1 ε-poly- L -lysine (ε-PL), and 0.3 % sodium isoascorbate (SI) solution on the swelling, microbial growth, antioxidant and quality characteristics of vacuum-packed lotus root slices stored at 20 °C for 6 d. Results showed that, the primary bacterial genera responsible for bag swelling were identified as Tolumonas , Aeromonas , and Enterobacter, utilizing 16S rDNA amplicon sequencing. Compared with the control, the LA + ε-PL + SI treatment exhibited inhibitory effect on these genera, reduced the relative abundance of Tolumonas , Aeromonas , and Enterobacter from 65.97 %, 13.20 %, and 3.85–1.07 %, 0.20 %, and 0.44 %, respectively, yielding suppression rates of 98.4 %, 98.5 %, and 88.6 %, thus, effectively preventing swelling. Moreover, lotus root treated with LA + ε-PL + SI showed the better color, quality attributes. These findings indicated that the LA + ε-PL + SI treatment successfully prevented swelling, inhibited microbial growth, prolonged the shelf life, and preserved the better quality of vacuum-packed fresh cut lotus root.

CAS / MDL: 79-33-4
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International Journal of Nanomedicine · 2017 · IF 4.3

In vitro and in vivo protein release and anti-ischemia/reperfusion injury properties of bone morphogenetic protein-2-loaded glycyrrhetinic acid-poly(ethylene glycol)-b-poly(l-lysine) nanoparticles

Fang Shan,YuJuan Liu,Haiying Jiang,Fei Tong

Here, we describe a bone morphogenetic protein-2 (BMP-2) nanocarrier based on glycyrrhetinic acid (GA)-poly(ethylene glycol) (PEG)-b-poly( l -lysine) (PLL). A protein nanocarrier was synthesized, characterized and evaluated as a BMP-2 delivery system. The designed nanocarrier was synthesized based on the ring-opening polymerization of amino acid N-carboxyanhydride. The final product was measured with 1 H nuclear magnetic resonance. GA-PEG-b-PLL nanocarrier could combine with BMP-2 through electrostatic interaction to form polyion complex (PIC) micelles. BMP-2 could be rapidly and efficiently encapsulated through the GA-PEG-b-PLL nanocarrier under physiological conditions, exhibiting efficient encapsulation and sustained release. In addition, the GA-PEG-b-PLL-mediated BMP-2 delivery system could target the liver against hepatic diseases as it has GA-binding receptors. The anti-hepatic ischemia/reperfusion injury (anti-HI/RI) effect of BMP-2/GA-PEG-b-PLL PIC micelles was investigated in rats using free BMP-2 and BMP-2/PEG-b-PLL PIC micelles as controls, and the results showed that BMP-2/GA-PEG-b-PLL PIC micelles indicated significantly enhanced anti-HI/RI property compared to BMP-2 and BMP-2/PEG-b-PLL. All results suggested that GA-PEG-b-PLL could be used as a potential BMP-2 nanocarrier.

CAS / MDL: 929-59-9
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Journal of Biomedical Nanotechnology · 2014 ·Vol. 10 ·期 6 ·948-958 · IF 7.578

Polymer–Polymer Conjugation to Fabricate Multi-Block Polymer as Novel Drug Carriers: Poly(lactic acid)–Poly(ethylene glycol)–Poly(L-lysine) to Enhance Paclitaxel Target Delivery

Liu Yongjun,Liu Chunxi,Li Min,Liu Fengxi,Feng Lixia,Zhang Li,Zhang Na

Multifunctional nanoparticles assembled from multi-block polymers are now one of the most convenient and convincing carriers for target drug delivery. Multi-block polymers could provide multi-functions such as sufficient drug loading capability and efficient target ligand coupling potency. In this article, novel multi-block polymer poly(lactic acid)–poly(ethylene glycol)–poly(L-lysine) (PLA-PEG-PLL) with relatively precise block molecular weight were synthesized by new method which we called polymer–polymer conjugation. This method conjugated different polymer blocks by reactions between the terminal active groups of different blocks, thus simplified the synthesis procedure. The obtained PLA-PEG-PLL was characterized by 1H NMR and gel permeation chromatography. The controlled drug delivery capability and the target ligand coupling potency of PLA-PEG-PLL were verified using paclitaxel (PTX) as model drug and vascular endothelial growth factor (VEGF) antibody as target ligand. The PTX-loaded PLA-PEG-PLL nanoparticles (PNP) and VEGF antibody modified PTX-loaded PLA-PEG-PLL nanoparticles (VPNP) were prepared using solvent diffusion methods. The two nanoparticles showed spherical or ellipsoidal shapes with uniform particle size distribution (190.1 ± 1.27 nm and 203.6 ± 4.10 nm for PNP and VPNP, respectively) and positive zeta potential (23.76 ± 0.72 mv and 20.76 ± 0.34 mv for PNP and VPNP, respectively). The cellular cytotoxicity, cellular uptake, in vivo therapeutic effects of the two nanoparticles were investigated. Cytotoxicity of VPNP against HepG2 cells was superior to that of PNP and Taxol®. The VPNP and PNP showed better antitumor efficacy in a murine model bearing H22 compared with Taxol® and VPNP was the best. The study on cellular uptake indicated that the better antitumor efficacy of VPNP was attributed to the increased uptake of drug by tumor cells. These results demonstrated that PLA-PEG-PLL was a favorable multifunctional material for drug target delivery and polymer–polymer conjugation was a promising method to fabricate novel multi-block polymers.

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2016 · IF 3.782

Simultaneous determination of trace Cd(II), Pb(II) and Cu(II) by differential pulse anodic stripping voltammetry using a reduced graphene oxide-chitosan/poly-l-lysine nanocomposite modified glassy carbon electrode

Zhuo Guo,Dong-di Li,Xian-ke Luo,Ya-hui Li,Qi-Nai Zhao,Meng-meng Li,Yang-ting Zhao,Tian-shuai Sun,Chi Ma

The reduced graphene oxide (RGO) and Chitosan (CS) hybrid matrix RGO-CS were coated onto the glassy carbon electrode (GCE) surface, then, poly- l -lysine films (PLL) were prepared by electropolymerization with cyclic voltammetry (CV) method to prepare RGO-CS/PLL modified glassy carbon electrode (RGO-CS/PLL/GCE) for the simultaneous electrochemical determination of heavy metal ions Cd(II), Pb(II) and Cu(II). Combining the advantageous features of RGO and CS, RGO and CS are used together because the positively charged CS can interact with the negatively changed RGO to prevent their aggregation. Furthermore, CS has many amino groups along its macromolecular chains and possessed strongly reactive with metal ions. Moreover, PLL modified electrodes have good stability, excellent permselectivity, more active sites and strong adherence to electrode surface, which enhanced electrocatalytic activity . The RGO-CS/PLL/GCE was characterized voltammetrically using redox couples (Fe(CN) 6 3−/4− ), complemented with electrochemical impedance spectroscopy (EIS). Differential pulse anodic stripping voltammetry (DPASV) has been used for the detection of Cd(II), Pb(II) and Cu(II). The detection limit of RGO-CS/PLL/GCE toward Cd(II), Pb(II) and Cu(II) is 0.01   μg   L −1 , 0.02   μg   L −1 and 0.02   μg   L −1 , respectively. The electrochemical parameters that exert influence on deposition and stripping of metal ions, such as supporting electrolytes , pH value, deposition potential, and deposition time, were carefully studied.

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Materials Today Bio · 2025 · IF 10.2

Polyhexamethylene guanidine derived carbon dots with antibacterial and immunoregulatory properties loaded on carboxymethyl chitosan and ε-poly-L-lysine hydrogel to achieve sustained drug release for treating Pseudomonas aeruginosa infected wound

Shuangying Yang,Youjia Wu,Xiaoyuan Huang,Xiaoyu Li,Yao Wang,Jianfeng Pan,Zhengjun Huang,Shaohuang Weng,Jianyong Huang

The treatment of infectious wounds is confronted with the challenges of antibiotic-resistant bacterial infections and excessive inflammatory responses, significantly impacting the healing process. A multifunctional hydrogel dressing system used as local strategy is needed to address this clinical dilemma. Herein, a kind of carbon dots (P-CDs) were synthesized using polyhexamethylene guanidine (PHMG) and citric acid (CA) through a hydrothermal method, exhibiting excellent broad-spectrum antibacterial activity, including effective inhibition of clinically isolated resistant bacteria. The antibacterial mechanism of P-CDs involved the generation of reactive oxygen species, inhibition of ATP synthesis, and disruption of bacterial membrane integrity with the leakage of protein. Additionally, P-CDs demonstrate pronounced immunomodulatory properties by inducing macrophage polarization toward the M2 phenotype, thus modulating the inflammatory microenvironment. These functional components were incorporated into an intelligent hydrogel system (P-CDs@EPCS) constructed from ε-poly-L-lysine and carboxymethyl chitosan, resulting in a wound dressing with tissue adhesion, resilient maintenance of mechanical integrity, and favorable mechanical properties. P-CDs@EPCS exhibited a sustained pH-responsive drug release profile for up to 10 days, maintaining the stability of active constituents throughout the release period. In vivo experiments confirmed that P-CDs@EPCS significantly accelerated wound healing in infections caused by Pseudomonas aeruginosa , demonstrating a synergistic effect of antibacterial, anti-inflammatory, and repair-promoting actions. This study provides a promising solution for treating infectious wounds, integrating key advancements in the field of hydrogels, including dynamic crosslinking design and smart drug delivery systems.

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FOOD CHEMISTRY · 2025 · IF 9.8

Dual role of exogenous xylose in regulating pyrazines and furans formation during the thermal degradation of Nα,Nε-di(1-deoxy-d-xylulos-1-yl)lysine through temperature, reaction time, and xylose concentration control

Han Zhang,Heping Cui,Xue Xia,Shahzad Hussain,Khizar Hayat,Xiaoming Zhang,Chi-Tang Ho

Exogenous xylose exhibited a significant temperature-dependent regulatory effect on the furans and pyrazines formation during the degradation of dual-glycated Amadori rearrangement product of lysine (Lys), N α ,N ε -di(1-deoxy- d -xylulos-1-yl)lysine ( N α ,N ε -di-Xul-Lys ARP). At 100 °C, xylose primarily enhanced the dehydration pathway of deoxypentosone. This significantly increased furans yield, while delaying lysine release by interacting with mono-glycated Lys-ARPs, thereby inhibiting the early formation of pyrazines. 120 °C accelerated the dehydration and retro-aldolization of deoxypentosone, markedly boosting furans formation and further promoting the substantial production of α -dicarbonyl compound with extra-added xylose. Additionally, xylose buffered the rapid pH decline, enhancing the α -aminoketones electrophilicity and facilitating pyrazines formation in N α ,N ε -di-Xul-Lys ARP. At 140 °C, xylose hindered furans formation but notably increased methylpyrazine levels during 30–60 min. Furthermore, increasing the xylose concentration to 60 mmol/L at 120 °C markedly enhanced glyoxal and methylglyoxal production, yielding the highest pyrazine concentration of 98.04 μg/L within 60 min.

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