• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过硫醇-炔化学反应对聚酯进行简便的功能化,设计可降解、细胞穿透和基因传递双重功能的试剂。

Facile functionalization of polyesters through thiol-yne chemistry for the design of degradable, cell-penetrating and gene delivery dual-functional agents.

机构信息

Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign, 1304 West Green Street, Urbana, IL 61801, USA.

出版信息

Biomacromolecules. 2012 Nov 12;13(11):3456-62. doi: 10.1021/bm301333w. Epub 2012 Oct 26.

DOI:10.1021/bm301333w
PMID:23098261
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3606898/
Abstract

Synthesis of polyesters bearing pendant amine groups with controlled molecular weights and narrow molecular weight distributions was achieved through ring-opening polymerization of 5-(4-(prop-2-yn-1-yloxy)benzyl)-1,3-dioxolane-2,4-dione, an O-carboxyanhydride derived from tyrosine, followed by thiol-yne "click" photochemistry with 2-aminoethanethiol hydrochloride. This class of biodegradable polymers displayed excellent cell penetration and gene delivery properties with low toxicities.

摘要

通过对酪氨酸衍生的 O-羧基酸酐 5-(4-(丙-2-炔-1-基氧基)苄基)-1,3-二氧戊环-2,4-二酮进行开环聚合,然后与 2-氨基乙硫醇盐酸盐进行硫醇-炔点击光化学反应,合成了具有可控分子量和较窄分子量分布的带有侧链伯胺基团的聚酯。这类可生物降解的聚合物具有良好的细胞穿透性和基因传递性能,且毒性较低。

相似文献

1
Facile functionalization of polyesters through thiol-yne chemistry for the design of degradable, cell-penetrating and gene delivery dual-functional agents.通过硫醇-炔化学反应对聚酯进行简便的功能化,设计可降解、细胞穿透和基因传递双重功能的试剂。
Biomacromolecules. 2012 Nov 12;13(11):3456-62. doi: 10.1021/bm301333w. Epub 2012 Oct 26.
2
Click Step-Growth Polymerization and / Stereochemistry Using Nucleophilic Thiol-yne/-ene Reactions: Applying Old Concepts for Practical Sustainable (Bio)Materials.点击增长聚合反应和/立体化学使用亲核硫醇-炔/-烯反应:应用旧概念为实际可持续(生物)材料。
Acc Chem Res. 2022 Sep 6;55(17):2355-2369. doi: 10.1021/acs.accounts.2c00293. Epub 2022 Aug 25.
3
Degradable polyesters via ring-opening polymerization of functional valerolactones for efficient gene delivery.通过功能性戊内酯的开环聚合制备可降解聚酯用于高效基因递送
Org Biomol Chem. 2017 Aug 9;15(31):6567-6574. doi: 10.1039/c7ob00822h.
4
Facile functionalization of polypeptides by thiol-yne photochemistry for biomimetic materials synthesis.通过巯基-炔光化学对多肽进行简便的功能化,用于仿生材料的合成。
Chem Commun (Camb). 2011 Jul 14;47(26):7509-11. doi: 10.1039/c1cc12177d. Epub 2011 May 31.
5
Thiol-Mediated Controlled Ring-Opening Polymerization of Cysteine-Derived β-Thiolactone and Unique Features of Product Polythioester.硫醇介导的半胱氨酸衍生的β-硫代内酯的可控开环聚合及产物聚硫酯的独特特性
Biomacromolecules. 2016 Mar 14;17(3):1135-41. doi: 10.1021/acs.biomac.5b01748. Epub 2016 Feb 25.
6
Nanosponge Tunability in Size and Crosslinking Density.纳米海绵在尺寸和交联密度方面的可调节性。
J Vis Exp. 2017 Aug 4(126):56073. doi: 10.3791/56073.
7
Biocatalytic fabrication of fast-degradable, water-soluble polycarbonate functionalized with tertiary amine groups in backbone.在主链上用叔胺基团对快速降解、水溶性的聚碳酸酯进行生物催化制备。
Biomacromolecules. 2010 Oct 11;11(10):2550-7. doi: 10.1021/bm1001476.
8
Degradable cationic polyesters via ring-opening copolymerization of valerolactones as nanocarriers for the gene delivery.可生物降解的阳离子聚酯通过开环共聚戊内酯作为纳米载体的基因传递。
Bioorg Chem. 2021 Nov;116:105299. doi: 10.1016/j.bioorg.2021.105299. Epub 2021 Aug 21.
9
Substituted Polyesters by Thiol-Ene Modification: Rapid Diversification for Therapeutic Protein Stabilization.巯基-烯修饰的取代聚酯:用于治疗性蛋白质稳定化的快速多样化。
J Am Chem Soc. 2017 Jan 25;139(3):1145-1154. doi: 10.1021/jacs.6b10776. Epub 2017 Jan 12.
10
Iterative Photoinduced Chain Functionalization as a Generic Platform for Advanced Polymeric Drug Delivery Systems.迭代光诱导链功能化作为先进的聚合物药物传递系统的通用平台。
Macromol Rapid Commun. 2018 Feb;39(3). doi: 10.1002/marc.201700502. Epub 2017 Nov 2.

引用本文的文献

1
Cationic Polymers as Transfection Reagents for Nucleic Acid Delivery.用于核酸递送的阳离子聚合物作为转染试剂
Pharmaceutics. 2023 May 15;15(5):1502. doi: 10.3390/pharmaceutics15051502.
2
Disulfide-yne reaction: controlling the reactivity of a surface by light.二硫键-炔反应:通过光控制表面的反应活性
RSC Adv. 2021 Jun 14;11(34):21023-21028. doi: 10.1039/d1ra02262h. eCollection 2021 Jun 9.
3
A Smart Core-Crosslinked Supramolecular Drug Delivery System (SDDS) Enabled by Pendant Cyclodextrins Encapsulation of Drug Dimers via Host-Guest Interaction.

本文引用的文献

1
Quantitative comparison between poly(L-arginine) and poly(L-lysine) at each step of polyplex-based gene transfection using a microinjection technique.使用显微注射技术,在基于多聚体的基因转染的每个步骤中对聚(L-精氨酸)和聚(L-赖氨酸)进行定量比较。
Sci Technol Adv Mater. 2012 Feb 9;13(1):015009. doi: 10.1088/1468-6996/13/1/015009. eCollection 2012 Feb.
2
Synthesis of water-soluble poly(α-hydroxy acids) from living ring-opening polymerization of O-benzyl-L-serine carboxyanhydrides.通过O-苄基-L-丝氨酸羧酐的活性开环聚合合成水溶性聚(α-羟基酸)
ACS Macro Lett. 2012 Apr 17;1(4):441-444. doi: 10.1021/mz200165c.
3
Well-defined degradable cationic polylactide as nanocarrier for the delivery of siRNA to silence angiogenesis in prostate cancer.
通过主客体相互作用将药物二聚体包封在侧挂环糊精中的智能核交联超分子药物传递系统(SDDS)。
Biosensors (Basel). 2021 Aug 30;11(9):306. doi: 10.3390/bios11090306.
4
Biodegradable Polymers for Gene-Delivery Applications.可生物降解聚合物在基因传递应用中的作用。
Int J Nanomedicine. 2020 Mar 30;15:2131-2150. doi: 10.2147/IJN.S222419. eCollection 2020.
5
PEGylated Amine-Functionalized Poly(ε-caprolactone) for the Delivery of Plasmid DNA.用于递送质粒DNA的聚乙二醇化胺功能化聚(ε-己内酯)
Materials (Basel). 2020 Feb 18;13(4):898. doi: 10.3390/ma13040898.
6
A Supramolecular Platform for the Introduction of Fc-Fusion Bioactive Proteins on Biomaterial Surfaces.一种用于在生物材料表面引入Fc融合生物活性蛋白的超分子平台。
ACS Appl Polym Mater. 2019 Aug 9;1(8):2044-2054. doi: 10.1021/acsapm.9b00334. Epub 2019 Jun 13.
7
Living Ring-Opening Polymerization of -Carboxyanhydrides: The Search for Catalysts.β-羧基酸酐的活性开环聚合:催化剂的探索
Front Chem. 2018 Dec 21;6:641. doi: 10.3389/fchem.2018.00641. eCollection 2018.
8
Facile Gene Delivery Derived from Branched Low Molecular Weight Polyethylenimine by High Efficient Chemistry.通过高效化学方法从支链低分子量聚乙烯亚胺衍生的简便基因递送
J Biomed Nanotechnol. 2018 Oct 1;14(10):1785-1795. doi: 10.1166/jbn.2018.2620.
9
Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes.镍/锌配合物介导的邻羧基酸酐的可控光氧化还原开环聚合反应
J Vis Exp. 2017 Nov 21(129):56654. doi: 10.3791/56654.
10
Ionic liquids with thioether motifs as synthetic cationic lipids for gene delivery.具有硫醚基序的离子液体作为用于基因递送的合成阳离子脂质。
Chem Commun (Camb). 2017 Jul 20;53(59):8328-8331. doi: 10.1039/c7cc03235h.
明确定义的可降解阳离子聚乳酸纳米载体用于递送 siRNA 以沉默前列腺癌中的血管生成。
Adv Healthc Mater. 2012 Nov;1(6):751-61. doi: 10.1002/adhm.201200094. Epub 2012 Jul 26.
4
A biomimetic lipid library for gene delivery through thiol-yne click chemistry.通过硫醇-炔点击化学进行基因传递的仿生脂质库。
Biomaterials. 2012 Nov;33(32):8160-6. doi: 10.1016/j.biomaterials.2012.07.044. Epub 2012 Aug 16.
5
Site-specific immobilisation of gold nanoparticles on a porous monolith surface by using a thiol-yne click photopatterning approach.通过使用硫醇-炔点击光图案化方法将金纳米粒子特异性固定在多孔整体式表面上。
Chem Commun (Camb). 2012 Aug 4;48(60):7486-8. doi: 10.1039/c2cc33134a. Epub 2012 Jun 25.
6
Grafting of cell-penetrating peptide to receptor-targeted liposomes improves their transfection efficiency and transport across blood-brain barrier model.将穿膜肽接枝到受体靶向脂质体上可提高其转染效率和穿过血脑屏障模型的运输能力。
J Pharm Sci. 2012 Jul;101(7):2468-78. doi: 10.1002/jps.23152. Epub 2012 Apr 19.
7
Thiol-yne coupling: revisiting old concepts as a breakthrough for up-to-date applications.巯基-炔烃点击反应:重新审视旧概念,为最新应用带来突破。
Org Biomol Chem. 2012 May 21;10(19):3791-807. doi: 10.1039/c2ob25217a. Epub 2012 Apr 11.
8
Poly-L-lysine functionalized large pore cubic mesostructured silica nanoparticles as biocompatible carriers for gene delivery.聚-L-赖氨酸功能化大孔立方介孔硅纳米粒子作为基因传递的生物相容性载体。
ACS Nano. 2012 Mar 27;6(3):2104-17. doi: 10.1021/nn2039643. Epub 2012 Mar 12.
9
Reactive polymer coatings: a general route to thiol-ene and thiol-yne click reactions.反应性聚合物涂层:一种实现硫醇-烯和硫醇-炔点击反应的通用途径。
Macromol Rapid Commun. 2012 May 29;33(10):922-7. doi: 10.1002/marc.201200011. Epub 2012 Feb 20.
10
Protein transduction domain mimics: the role of aromatic functionality.蛋白质转导结构域模拟物:芳香族官能团的作用。
Angew Chem Int Ed Engl. 2012 Jan 23;51(4):980-3. doi: 10.1002/anie.201104624. Epub 2011 Dec 13.