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FOOD CHEMISTRY · 2024 · IF 8.5

Discrimination and evaluation of commercial salmons by low-molecule-weight compounds: Oligopeptides and phosphatides

Meng Dong,Zichun Zhang,Hao-Peng Wang,Xuhui Huang,Xusong Wang,Lei Qin

In this study, the overall sensory characteristics and low-molecule-weight compounds were analyzed to achieve the discrimination of different commercial salmons and investigate the salmon's sensory and nutritional quality . The results showed that above the overall sensory properties , O. mykiss, S. salar, and O. kisutch were the most satisfied salmons by the panel with the desirable texture and flavor, which displayed a large potential for growth in the consumption market. The alcohols and sulfur compounds were key volatile compounds contributing to typical aroma of O. masou and O. gorbuscha , response higher than others by 147% to 167%. The oligopeptides and phospholipids in salmon could be used as biomarkers for discrimination of these salmon. Oligopeptides were also closely related to the taste quality of salmon. Seventeen oligopeptides showed potential umami activity based on molecular docking results, especially Arg-Val and Ser-Asn, which were the key tastants contributing to the umami of salmon.

CAS / MDL: 1634-04-4
研究领域: 食品科学 · 营养学 · 生物化学
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ANALYTICAL CHEMISTRY · 2023 · IF 7.4

Phosphorylation of Oligopeptides: Design of Ultra-Hydrophilic Zwitterionic Peptides for Anti-Fouling Detection of Nucleic Acids in Saliva

Xiujuan Qiao,Zeng-Hui Qian,Wenpeng Sun,Chuan-Yong Zhu,Yanxin Li,Xiliang Luo

The construction of low-fouling biosensors for assaying biomarkers in complex biological samples remains a challenge, and the key limitation is the lack of effective anti-fouling materials. Inspired by the biomimetic process of protein phosphorylation, we herein designed a new phosphorylated peptide modified with the dihydrogen phosphate (−PO4H2) group, which significantly increased the hydrophilicity and anti-fouling capability of the peptide when compared with natural and normal peptides. Molecular simulation (MS) illustrated that, compared with the −COOH and −NH2 groups, the −PO4H2 group formed the most numbers of hydrogen bonds and stronger hydrogen bonds with water molecules. As a result, the PO4H2-oligopeptide was proved by MS to be able to attract the greatest number of water molecules, so as to form a compact layer of H2O to resist further adsorption of nonspecific biomolecules. The modification of electrodes with the designed PO4H2-oligopeptides, in addition to the adoption of neutral peptide nucleic acids (PNAs) as the sensing probes, ensured the fabrication of anti-fouling electrochemical biosensors capable of detecting nucleic acids in complex saliva. The constructed anti-fouling biosensor was able to detect the nucleic acid of the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in undiluted saliva, with a wide linear response range (0.01 pM–0.01 μM) and a low limit of detection (LOD) of 3.4 fM (S/N = 3). The phosphorylation of oligopeptides offers an effective strategy to designing ultra-hydrophilic peptides suitable for the construction of promising anti-biofouling biosensors and bioelectronics.

研究领域: 生物传感器 · 分子生物学 · 生物医学工程
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RSC Advances · 2018 ·Vol. 8 ·期 54 ·30887-30893 · IF 2.936

Novel oligopeptide nanoprobe for targeted cancer cell imaging

Wen-Qiang Ding,Si-Yong Qin,Yin-Jia Cheng,Yi-Han Ma,Ai-Qing Zhang

Here we designed and constructed a tryptophan-phenylalanine-phenylalanine-tryptophan (WFFW) tetrapeptide, which generated photostable and tunable fluorescence emission signals from 340 nm to 500 nm. The WFFW tetrapeptide could self-assemble into a spherical nanostructure with enhanced fluorescence intensity. Driven by π–π stacking and hydrogen bond interaction, WFFW co-assembled with arginine-glycine-aspartic acid (RGD) modified WFFW to form a cancer-targeted fluorescent nanoprobe, which could selectively image the cancer cells.

研究领域: 生物化学 · 医学影像 · 纳米医学
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FOOD CHEMISTRY · 2025 · IF 9.8

Establishment of a novel refinement workflow for oligopeptides containing branched-chain amino acids with cyclodextrins

Jinqiu Liu,Bingxue Jiang,Yaoguang Chang,Yanchao Wang,Changhu Xue

Peptides containing branched-chain amino acids (BCAAs) are recognized for their diverse physiological functions; however, effective methods for their target refinement remain underdeveloped. This study introduced a novel approach utilizing the cavity structure of cyclodextrins, along with specific adsorption (50 % ethanol, 50 °C) and crystallization conditions (75 % ethanol, 4 °C), to selectively isolate BCAA-containing oligopeptides from Antarctic krill. Following refinement, the relative BCAA content was elevated to 1.70-fold compared to the original peptide mixture, with the number and abundance of BCAA-containing peptides reaching 95.00 % and 94.96 %, respectively. Principal component and spectral analysis demonstrated that initial ethanol concentration and cyclodextrin cavity size significantly influenced the peptidome profiles by modulating peptide-cyclodextrin interactions. This study provides a comprehensive exploration of the molecular interactions between peptides and cyclodextrins, highlighting a novel application of cyclodextrins for target peptide isolation and offering deeper insights into the principles governing cyclodextrin inclusion.

研究领域: 生物化学 · 食品科学 · 分子生物学
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RSC Medicinal Chemistry · 2025 · IF 3.6

Enhanced skin penetration of curcumin by a nanoemulsion-embedded oligopeptide hydrogel for psoriasis topical therapy

Kehan Chen,Hui Yang,Guo Xu,Yunhan Hu,Xue Tian,Song Qin,Tianyue Jiang

Topical delivery of therapeutics on the skin can effectively alleviate skin symptoms of psoriasis and reduce systemic toxicity. However, the low delivery efficiency caused by the stratum corneum barrier limits the therapeutic impact. Here, we reported an oligopeptide hydrogel that encapsulates cell-penetrating-peptide (CPP)-decorated curcumin-loaded nanoemulsions (Cur-CNEs) to enhance the skin penetration of curcumin for topical treatment of psoriasis. After being applied to the skin of psoriatic mice, the Cur-CNE embedded oligopeptide hydrogel (Cur-CNEs/Gel) provided a prolonged residue time of Cur-CNEs on the skin lesion. The fluidic and elastic properties of the nanoemulsions enabled them to effectively pass through the interstitial spaces of the stratum corneum, while the CPP decoration further enhanced skin penetration and cellular uptake of Cur-CNEs. The Cur-CNEs/Gel exhibits effective alleviation of the symptoms of psoriasis in mice and provides a promising strategy for topical treatment of psoriasis.

CAS / MDL: 458-37-7
研究领域: 药剂学 · 皮肤病学 · 纳米医学
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FOOD CHEMISTRY · 2019 · IF 5.399

The interaction mechanism of oligopeptides containing aromatic rings with β-cyclodextrin and its derivatives

Jiaqi Li,Sheng Geng,Yu Wang,Yonghui Lv,Huabin Wang,Benguo Liu,Guizhao Liang

We investigate the formation mechanism of supramolecular complexes of four antioxidant oligopeptides (YW, WY, WYS, and WYSL) with β-cyclodextrin (β-CD), hydroxypropyl-β-cyclodextrin (HP-β-CD) and 6-O-α-maltosyl-β-cyclodextrin (M-β-CD) by combined computational and experimental methods. The formation of complexes is determined by UV, IR and DSC, and the rank-ordered acquired stability of the complexes is as follows: WYSL/HP-β-CD > WYS/HP-β-CD > WY/HP-β-CD > YW/M-β-CD > YW/HP-β-CD > YW/β-CD. The 1 H NMR analysis and molecular docking results reveal that the aromatic rings of these oligopeptides are embedded into the cavities of the studied β-CD and its derivatives, indicating that hydrophobic interaction is a major driving force for the formation of the complexes. We also demonstrate that H-bonds play a key role in maintaining the supramolecular complexes. In addition, the results of the antioxidant assay indicate that the radical scavenging capacity of the oligopeptides is enhanced by the CD-based inclusion.

CAS / MDL: 7789-20-0
研究领域: 生物化学 · 药物化学
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NEW JOURNAL OF CHEMISTRY · 2020 ·Vol. 44 ·期 29 ·12633-12638 · IF 3.288

Doxorubicin-loaded micelles with high drug-loading capacity and stability based on zwitterionic oligopeptides

Weili Xue,Ashish Trital,Sihang Liu,Liangbo Xu

To simplify the preparation process and increase the drug-loading capacity of antitumor nanodrugs, doxorubicin-loaded micelles based on zwitterionic oligopeptides were fabricated through two step reactions in mild conditions. Zwitterionic oligopeptides Glu–Lys–Cys–Glu–Lys (EKCEK) were reacted with methacrylohydrazide (MAH) by click reaction, the product was further conjugated with doxorubicin (Dox) to form amphipathic molecules, and finally the amphipathic molecules self-assembled into doxorubicin-loaded micelles (EKCEK–Dox) in deionized water. TEM and DLS results showed that the EKCEK–Dox micelles were of the regular sphere, with the mean diameter approximately 70 nm. The drug-loading capacity of the prepared micelles was up to 44.6%, and the micelles were very stable in PBS solution. In vitro antitumor experiment showed that the EKCEK–Dox micelles had significant inhibition efficacy on MCF-7 cells, which was much better than the clinical antitumor drug (Doxil®). The IC50 of the EKCEK–Dox micelles (5.6 μg Dox equiv. per mL) was significantly lower than Doxil (8.9 μg Dox equiv. per mL). Therefore, the drug delivery system based on zwitterionic oligopeptides will be a promising strategy for cancer chemotherapy.

研究领域: 药学 · 肿瘤学 · 生物材料
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Small · 2025 · IF 12.1

Preparation of Oligopeptide Hydrogel with Rapid Hemostatic and Broad-Spectrum Antibacterial Properties for Accelerating Wound Healing

Yumei Wang,Han Wu,Xin Liu,Zekai Ren,Yang Cao,Hailin Cong,Bing Yu

The development of biomaterials with rapid hemostatic and antibacterial activity is essential for the treatment of chronic bacterial infected wounds. In this study, bacterial membrane chromatography combined with one-bead-one-compound (OBOC) method is used for rapid screening of antimicrobial peptides with potential antimicrobial properties. The screened antimicrobial peptide LKAPI (AMP LI5) has broad-spectrum bactericidal properties. Besides, AMP LI5 exhibited superior activation of the coagulation cascade and increased adherence to blood cells and platelets, which allows it to quickly coagulate blood. The hemostatic results showed that the AMP LI5 has a desirable hemostatic effect on the mouse tail-breaking model (9 ± 0.47 s). Finally, an HA-base composite antimicrobial peptide hydrogel is prepared antibacterial and hemostatic effects, which have injectability, compressibility, self-healing, and good biocompatibility. In addition, the antimicrobial peptide hydrogel significantly accelerated wound healing in chronic bacterial infected wounds in mouse. In summary, antimicrobial-hemostatic peptide hydrogels are expected to be competitive and multifunctional wound dressings for hemostasis and healing of bacterial-infected wounds.

研究领域: 生物材料学 · 医学 · 药理学
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FOOD RESEARCH INTERNATIONAL · 2025 · IF 8

Fructose-modified chitosan-based coassemblies reinforced oral bioavailability of egg white oligopeptides and curcumin via glucose transporter 2-oriented transcytosis and preferable mucus permeation

Jingbo Liu,Yang Liu,Shanglin Li,LongJiang Tian,Yajuan Li,Chunmei Liu,Sitong Ma,Ting Zhang,Meng Yang,Zhiyang Du

Efficient oral coassembly strategies have attracted increasing attention for the preferable co-delivery of multiple nutraceuticals. Inspired by superior transport tendencies of the intestinal glucose transporter 2 (GLUT2) to fructose-modified biopolymers, this study fabricated the coassemblies consisting of fructose-modified chitosan (Fru-CS) shell and disulfonic acid-modified γ-cyclodextrin (BA-γ-CD) core to effectively co-deliver hydrophilic egg white oligopeptides (EWOP) and hydrophobic curcumin (Cur). The non-covalent interactions-driven coassemblies exhibited the admirable nanoscale colloidal features and nutraceuticals (EWOP/Cur) co-loading capacity (20.6–25.5 > > 10 %). Besides, the coassemblies introduced the outstanding application synergism (> 15 % enhancement) to nutraceuticals under multi-dimensional scenarios ( e.g. , digestion, heat, UV-light, and antioxidant). Notably, the outer Fru-CS-coated coassemblies could dramatically improve the intact absorption efficiency (2.5–7.9 times) of nutraceuticals mainly via GLUT2-oriented transcytosis and cooperate with BA-γ-CD to achieve better gastrointestinal retention and mucus permeation. This work offers a facile and effective co-assembly strategy for oral co-delivery of nutraceuticals for food processing and healthcare.

研究领域: 食品科学 · 营养学 · 生物医学工程
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ACS Sustainable Chemistry & Engineering · 2018 · IF 6.14

Toward Designing a Novel Oligopeptide-Based Deep Eutectic Solvent: Applied in Biocatalytic Reduction

Jun Li,Pu Wang,Yu-Shu He,Zhi-Ren Zhu,Jin Huang

We report a new method for developing a deep eutectic solvent (DES) and its application as a cosolvent in biocatalytic reactions. A novel oligopeptide-based DES containing choline chloride (ChCl) and glutathione (GSH, comprised of Glu, Cys, and Gly) was designed and synthesized. Using this oligopeptide-based DES as a cosolvent, we achieved efficient asymmetric reduction of 3,5-bis(trifluoromethyl) acetophenone catalyzed by Trichoderma asperellum ZJPH0810. Under optimized conditions, the substrate loading increased 2-fold in the ChCl/GSH-containing system compared with that in aqueous buffer (100 vs 50 mM), with a yield >90% and enantiomeric excess value >99%. To broaden the application of the established ChCl/GSH-containing system in biocatalysis, the asymmetric reductions of different substrates in developed reaction medium were further investigated. Compared with the aqueous system, the ChCl/GSH-containing system enhanced substrate loading (50 vs 100 mM when catalyzed by Candida tropicalis 104), obviously improved the yield (i.e., from 70.4 to 87.6% when catalyzed by C. tropicalis 104, from 65.9 to 83.8% by Candida parapsilosis ZJPH1305), and shortened the reaction time greatly (30 vs 24 h when catalyzed by C. tropicalis 104, or 1.5 vs 1.0 h by recombinant Escherichia coli). These findings provide valuable insight for the design of task-specific and sustainable oligopeptide-based DESs for biocatalysis.

研究领域: 生物化学 · 绿色化学 · 酶工程
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ChemNanoMat · 2019 ·Vol. 6 ·期 1 ·124-131 · IF 3.431

Unsaturation-Dependent Nanostructures Self-Assembled from Oligopeptide Amphiphiles Capable of Generating Singlet Oxygen

Jia-Ru Feng,Si-Yong Qin,Lei Rong,Yin-Jia Cheng,Yi-Han Ma,Ai-Qing Zhang

Graphical Oligopeptide amphiphiles (OPAs) with different degrees of unsaturation self-assemble into shape-specific nanostructures. The linoleic acid-bearing OPA could generate singlet oxygen ( 1 O 2 ) in the presence of lipoxidase and catalytic iron (II) ion, which offers new insight into designing self-deliverable nanoplatform for 1 O 2 -mediated cancer treatment. We report here on three oligopeptide amphiphiles (OPA1-3) with different unsaturated double bonds, which self-assemble into shape-specific nanostructures. It was found that OPA1 with saturated hydrophobic tail self-assembled into conventional cylindrical nanofibers, while the unsaturated OPA2-3 molecules self-organized into helical nanoarchitectures. Due to the different double bond numbers in hydrophobic tails of OPA2-3, the helical pitch and width of their self-assemblies varied. Specially, linoleic acid-bearing OPA3 could be oxidized by lipoxidase to create hydroperoxide-containing OPA4, which further generated singlet oxygen ( 1 O 2 ) in the presence of catalytic iron (II) ion. The established system may provide a self-deliverable nanoplatform for 1 O 2 -mediated cancer treatment.

研究领域: 生物化学 · 纳米医学 · 肿瘤学
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LANGMUIR · 2021 · IF 3.882

Chiral Supramolecular Polymers Assembled by Amphiphilic Oligopeptide-Perylene Diimides and High Electrochemical Sensing

Duo Wei,Yaozheng Yu,Lingling Ge,Zhifeng Wang,Chong Chen,Rong Guo

Various secondary structures, for example, β-sheet hydrogen bonds formed by oligopeptides exhibiting high directionality and selectivity provide a new avenue to regulate optoelectronic performances of supramolecular assemblies constructed by π-conjugated chromophores. In this work, oligopeptide-perylene diimides (AUPDIs) are synthesized to generate β-sheet strands which guide the formation of chiral supramolecular polymers with a diversity of morphologies in combination with the π–π stacking even in aqueous media. Complex morphology transitions are successfully controlled by simply adjusting the water volume fraction in the binary solvent of water and tetrahydrofuran from spherical hollow aggregates to long helical nanowires and to short nanofibers. The mechanism of the assembly changes from cooperative to the isodesmic model relying on AUPDI concentrations. This originates from the transformation in the β-sheet that regulates profoundly the arrangement of the AUPDI molecules. Prominently efficient and positive electronic sensing to triethylamine for highly helical nanowires engenders due to the highly ordered helical arrangement within the nanowires, fourfold of the short nanofibers.

CAS / MDL: 67-64-1
研究领域: 材料科学 · 生物化学
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