Ethylthio-1H-tetrazole (ETT) as coupling additive for the solid-phase synthesis (SPS) of hindered amino acid-containing peptides DOI Creative Commons
Hlobisile Nzama, Srinivasa Rao Manne, Damilola C. Akintayo

и другие.

Tetrahedron Letters, Год журнала: 2024, Номер 142, С. 155108 - 155108

Опубликована: Май 12, 2024

Peptides are finding broad applications in drug discovery as Active Pharmaceutical Ingredients (APIs) and delivery systems, also the field of new materials. In this context, increasing relevance these molecules has fueled development more efficient synthetic strategies at both research industrial scales. The generation peptides market contains hindered amino acids, examples include antidiabetic antiobesity drugs semaglutide tirzepatide, which contain α,α-dimethylglycine (Aib), trofinetide, α-methylproline. Given that peptide synthesis involves proper combination protecting groups coupling reagents, it is important to develop for acid-containing peptides. first communication, we report ethylthio-1H-tetrazole (ETT), a reagent widely used oligonucleotide but unknown synthesis, well suited be with N.N'-diisopropylcarbodiimide (DIC) preparation ETT acidic than 1-hydroxybenzotriazole (HOBt) ethyl 2-hydroxyimino-2-cyanoacetate (OxymaPure), and, such, active species formed will have an excellent leaving group, thereby facilitating reaction. To demonstrate concept, synthesized analogs Leu-enkephalin amide, where two consecutive Gly acids were substituted by Aib, NMeGly, NMeAla. syntheses carried out superior those done OxymaPure, HOBt, 1-hydroxy-7-azabenzotriazole. (HOAt). However, terms racemization, showed poorer performance other additives, especially case His(Trt). conclusion, emerges contributor toolbox reagents additives amide formation.

Язык: Английский

Programmable Food-Derived Peptide Coassembly Strategies for Boosting Targeted Colitis Therapy by Enhancing Oral Bioavailability and Restoring Gut Microenvironment Homeostasis DOI
Meng Yang, Jingbo Liu, Chunmei Liu

и другие.

ACS Nano, Год журнала: 2025, Номер unknown

Опубликована: Янв. 2, 2025

Orally targeting nanostrategies of multiple nutraceuticals have attracted increasing attention in ulcerative colitis (UC) therapy for superior patient compliance, cost-effectiveness, and biocompatibility. However, the actual delivery bioefficacy are extremely restricted by their poor solubility, interior gastrointestinal retention, base permeability. Herein, we developed controllable colon-targeting nanoparticles (NPs) composed a quaternary ammonium chitosan (HTCC) shell succinic acid-modified γ-cyclodextrin (SACD) core precise UC treatment. Egg white-derived peptides (EWDP, typical food-derived peptides) could not only function as potential cross-linkers to induce differential coassembly with above biopolymers but also aid hydrophobic curcumin (Cur) solubility well nutrition enhancers oral synergism therapy. More specifically, NPs higher EWDP efficiency exhibited better pH-sensitive colloidal tunability (e.g., smaller size, rigidity, roughness) robust (EWDP/Cur) coloading capacity (24.0–33.2% ≫ 10%, pH 2.0–7.0). Compared pure nutraceuticals, excellent cellular absorption (almost 10 times) bioavailability (4.19–5.05 enhancement via faster mucus permeation macropinocytosis transport, indirectly regulating systemic inflammatory response. The sustainable sequential release targeted accumulation profiles directly facilitated interactions colonic microenvironment, verified intestinal barrier recovery gut microbiota restoration. Moreover, critical role amino acid metabolism reconfirmed importance maintaining homeostasis. Overall, this study would provide facile, quantitative, versatile perspective into programmable design peptide EWDP) coassembled nanoplatforms UC.

Язык: Английский

Процитировано

5

Advanced Polymeric Nanoparticles for Cancer Immunotherapy: Materials Engineering, Immunotherapeutic Mechanism and Clinical Translation DOI Open Access

Wencong Jia,

Ye Wu, Yujie Xie

и другие.

Advanced Materials, Год журнала: 2025, Номер unknown

Опубликована: Янв. 10, 2025

Abstract Cancer immunotherapy, which leverages immune system components to treat malignancies, has emerged as a cornerstone of contemporary therapeutic strategies. Yet, critical concerns about the efficacy and safety cancer immunotherapies remain formidable. Nanotechnology, especially polymeric nanoparticles (PNPs), offers unparalleled flexibility in manipulation‐from chemical composition physical properties precision control nanoassemblies. PNPs provide an optimal platform amplify potency minimize systematic toxicity broad spectrum immunotherapeutic modalities. In this comprehensive review, basics polymer chemistry, state‐of‐the‐art designs from physicochemical standpoint for encompassing vaccines, situ vaccination, adoptive T‐cell therapies, tumor‐infiltrating cell‐targeted antibodies, cytokine therapies are delineated. Each immunotherapy necessitates distinctively tailored design strategies nanoplatforms. The extensive applications PNPs, investigation their mechanisms action enhanced particularly focused on. profiles clinical research progress discussed. Additionally, forthcoming developments emergent trends nano‐immunotherapeutics poised transform treatment paradigms into clinics explored.

Язык: Английский

Процитировано

3

Controlled In Situ Self-Assembly of Biotinylated Trans-Cyclooctene Nanoparticles for Orthogonal Dual-Pretargeted Near-Infrared Fluorescence and Magnetic Resonance Imaging DOI

Jianhui Weng,

Zheng Huang, Yili Liu

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(19), С. 13163 - 13175

Опубликована: Май 3, 2024

A pretargeted strategy that decouples targeting vectors from radionuclides has shown promise for nuclear imaging and/or therapy in vivo. However, the current approach relies on use of antibodies or nanoparticles as vectors, which may be compromised by poor tissue penetration and limited accumulation tumor tissues. Herein, we present an orthogonal dual-pretargeted combining stimuli-triggered situ self-assembly with fast inverse electron demand Diels-Alder (IEDDA) reaction strong biotin-streptavidin (SA) interaction near-infrared fluorescence (NIR FL) magnetic resonance (MR) tumors. This uses a small-molecule probe (P-Cy-TCO&Bio) containing both biotin trans-cyclooctene (TCO) tumor-targeting vector. P-Cy-TCO&Bio can efficiently penetrate subcutaneous HeLa tumors through biotin-assisted targeted delivery undergo to form biotinylated TCO-bearing (Cy-TCO&Bio NPs) cell membranes. Cy-TCO&Bio NPs exhibited "off-on" NIR FL retained tumors, offering high density TCO groups concurrent capture Gd-chelate-labeled tetrazine (Tz-Gd) IR780-labeled SA (SA-780) via IEDDA SA-biotin interaction. Moreover, offered multiple-valent binding modes toward SA, additionally regulated cross-linking Cy-Gd&Bio into microparticles (Cy-Gd&Bio/SA MPs). process could significantly (1) increase

Язык: Английский

Процитировано

13

Eosinophil‐Activating Semiconducting Polymer Nanoparticles for Cancer Photo‐Immunotherapy DOI
Chi Zhang, Jingsheng Huang,

Mengke Xu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(30)

Опубликована: Май 3, 2024

Eosinophils are important immune effector cells that affect T cell-mediated antitumor immunity. However, the low frequency and restrained activity of eosinophils restricted outcome cancer immunotherapies. We herein report an eosinophil-activating semiconducting polymer nanoparticle (SPNe) to improve photodynamic tumor immunogenicity, modulate eosinophil chemotaxis, reinvigorate T-cell immunity for activated photo-immunotherapy. SPNe comprises amphiphilic a dipeptidyl peptidase 4 (DPP4) inhibitor sitagliptin via

Язык: Английский

Процитировано

11

pH-Responsive Co-Assembled Peptide Hydrogel to Inhibit Drug-Resistant Bacterial Infection and Promote Wound Healing DOI

Yu Wang,

Jingru Shi,

Mengyao Wang

и другие.

ACS Applied Materials & Interfaces, Год журнала: 2024, Номер 16(15), С. 18400 - 18410

Опубликована: Апрель 5, 2024

Drug-resistant bacterial infection and biofilm formation are the key inhibitors of wound healing, new strategies urgently needed to address these issues. In this study, we designed a pH-responsive co-assembled peptide hydrogel inhibit Methicillin-resistant Staphylococcus aureus (MRSA) promote healing. We synthesized cationic short (Nap-FFKKK) with curcumin at pH ∼ 7.8. The loaded was continuously released in weak acid environment (pH 5.5). lysine-rich inhibited MRSA via electrostatic interaction negatively charged cell surface and, thus, provided reinforcing antibacterial effect curcumin. vitro experiments showed that system considerably reduced minimum inhibitory concentration against by 10-fold promoted healing mouse model MRSA-infected wounds. This study provides simple promising strategy treat drug-resistant infections

Язык: Английский

Процитировано

9

Halogen‐Bearing Peptide Liquid Crystals to Elicit Molecular Alignments for Residual Dipolar Coupling Measurement DOI Open Access
Yu Chen,

Jin‐Hao He,

Ting Luo

и другие.

Macromolecular Rapid Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 21, 2025

Abstract Residual dipolar coupling (RDC) not only contributes to the dynamic analysis of proteins but also provides a robust route for structure determination small organic compounds. An essential prerequisite this methodology is availability alignment media. Herein, series novel peptide‐based media are generated by introducing D‐type or halogen‐bearing amino acids RDC measurements. Compared with self‐assembled peptide liquid crystal (LC) medium containing D ‐amino acid, incorporation halogen elements improved electronegativity LCs, resulting in enhanced strength toward analytes. Meanwhile, LCs can provide different orientations relative non‐halogenated media, allowing acquirement independent sets RDCs. The presented enrich existing ignite way creating multiple independent, non‐linearly related measurement.

Язык: Английский

Процитировано

1

Self-assembly of peptide nanomaterials at biointerfaces: molecular design and biomedical applications DOI

Xin-Yuan Guo,

Li Yi,

Jia Yang

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(15), С. 2009 - 2021

Опубликована: Янв. 1, 2024

Self-assembly of peptides at biointerfaces for drug delivery, antibacterial strategies, cancer therapy, etc.

Язык: Английский

Процитировано

6

Assembly of Glycopeptides in Living Cells Resembling Viral Infection for Cargo Delivery DOI
Feng Tian, Ruochen Guo,

Chunxia Wu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(28)

Опубликована: Апрель 24, 2024

Abstract Self‐assembly in living cells represents one versatile strategy for drug delivery; however, it suffers from the limited precision and efficiency. Inspired by viral traits, we here report a cascade targeting‐hydrolysis‐transformation (THT) assembly of glycosylated peptides holistically resembling infection efficient cargo delivery combined tumor therapy. We design peptide via incorporating β‐galactose‐serine residue into bola‐amphiphilic sequences. Co‐assembling with two counterparts containing irinotecan (IRI) or ligand TSFAEYWNLLSP (PMI) results formation co‐assemblies SgVEIP , which target cancer β‐galactose‐galectin‐1 association undergo galactosidase‐induced morphological transformation. While GSH‐reduction causes release IRI co‐assemblies, PMI moieties p53 facilitate cell death binding protein MDM2. Cellular experiments show membrane targeting, endo‐/lysosome‐mediated internalization situ nanofibers cytoplasm . This THT process enables secreting Gal‐1 overexpressing β‐galactosidase. In vivo studies illustrate enhanced accumulation retention thereby suppressing growth. Our findings demonstrate an mimicking infection, thus providing new route therapy future.

Язык: Английский

Процитировано

6

Role of Functionalized Peptides in Nanomedicine for Effective Cancer Therapy DOI Creative Commons
Kibeom Kim, Myoung‐Hwan Park

Biomedicines, Год журнала: 2024, Номер 12(1), С. 202 - 202

Опубликована: Янв. 16, 2024

Peptide-functionalized nanomedicine, which addresses the challenges of specificity and efficacy in drug delivery, is emerging as a pivotal approach for cancer therapy. Globally, remains leading cause mortality, conventional treatments, such chemotherapy, often lack precision adverse effects. The integration peptides into nanomedicine offers promising solution enhancing targeting delivery therapeutic agents. This review focuses on three primary applications peptides: cell-targeting ligands, building blocks self-assembling nanostructures, elements stimuli-responsive systems. Nanoparticles modified with improved cells, minimized damage to healthy tissues, optimized delivery. versatility self-assembled peptide structures makes them an innovative vehicle by leveraging their biocompatibility diverse nanoarchitectures. In particular, mechanism cell death induced novel addition, systems enable precise release response specific conditions tumor microenvironment. use not only augments safety treatments but also suggests new research directions. this review, we introduce functionalization methods using or peptide-modified nanoparticles overcome treatment cancers, including breast cancer, lung colon prostate pancreatic liver skin glioma, osteosarcoma, cervical cancer.

Язык: Английский

Процитировано

5

Exploring the Modern Bioactive Peptides (BAPs) Universe: Doors to the Future DOI
Prasanna J. Patil

Peptide Science, Год журнала: 2024, Номер unknown

Опубликована: Июнь 15, 2024

ABSTRACT Because of their wide variety biological effects, bioactive peptides (BAPs) have recently attracted a lot attention. BAPs been observed to be safe, thanks widely acknowledged safety status by the United States Food and Drug Administration (USFDA). This has led widespread use in various industries, such as food nutrition, pharmaceuticals, therapeutics. A considerable amount research devoted developing cutting‐edge nanomaterials derived from BAPs, which utilized range industries. In realm scientific research, remarkable ability self‐assemble harnessed develop nanoassemblies. These nanoassemblies hold immense potential for advancement biomaterials future. Research interest continues focus on study detection using artificial intelligence (AI). Over past few years, there surge utilizing bio‐inspired strategies explore new possibilities development advanced energy devices storage solutions. However, these require extensive review offers broad perspective applications nanotechnology well pharmaceuticals Moreover, silico analysis coupled with ‐omics techniques, discussed. bargain, next‐generation approaches BAP comprising BAP‐based devices, AI, catalogued. There is emphasis more eco‐friendly energy‐storage technologies that draw inspiration nature BAPs.

Язык: Английский

Процитировано

5