• 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

一种基于荧光激发态分子内质子转移的苯并咪唑平台,用于ONOO 和 的比率双光子成像。

A fluorescent ESIPT-based benzimidazole platform for the ratiometric two-photon imaging of ONOO and .

作者信息

Odyniec Maria L, Park Sang-Jun, Gardiner Jordan E, Webb Emily C, Sedgwick Adam C, Yoon Juyoung, Bull Steven D, Kim Hwan Myung, James Tony D

机构信息

Department of Chemistry , University of Bath , BA2 7AY , UK . Email:

Department of Chemistry , Ajou University , 16499 , Suwon , Korea . Email:

出版信息

Chem Sci. 2020 Jun 16;11(28):7329-7334. doi: 10.1039/d0sc02347g. eCollection 2020 Jul 28.

DOI:10.1039/d0sc02347g
PMID:33033609
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7499849/
Abstract

In this work, we have developed an ESIPT-based benzimidazole platform ( and ) for the two-photon cell imaging of ONOO and a potential ONOO-activated theranostic scaffold (). Each benzimidazole platform, , were shown to rapidly detect ONOO at micromolar concentrations (LoD = 0.28 μM, 6.53 μM and 0.81 μM respectively). The potential theranostic was shown to release the parent fluorophore and drug indomethacin in the presence of ONOO but unfortunately did not perform well due to low solubility. Despite this, the parent scaffold demonstrated its effectiveness as a two-photon imaging tool for the ratiometric detection of endogenous ONOO in RAW264.7 macrophages and rat hippocampus tissue. These results demonstrate the utility of this ESIPT benzimidazole-based platform for theranostic development and bioimaging applications.

摘要

在这项工作中,我们开发了一种基于激发态分子内质子转移(ESIPT)的苯并咪唑平台(以及)用于ONOO的双光子细胞成像和一种潜在的ONOO激活的诊疗支架()。每个苯并咪唑平台,分别显示出能在微摩尔浓度下快速检测ONOO(检测限分别为0.28 μM、6.53 μM和0.81 μM)。潜在的诊疗剂在ONOO存在的情况下显示出能释放母体荧光团和药物吲哚美辛,但不幸的是由于溶解度低而表现不佳。尽管如此,母体支架证明了其作为双光子成像工具用于RAW264.7巨噬细胞和大鼠海马组织中内源性ONOO的比率检测的有效性。这些结果证明了这种基于ESIPT苯并咪唑的平台在诊疗开发和生物成像应用中的实用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/59b781e6ed56/d0sc02347g-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/058e9add45cb/d0sc02347g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/dccd77e44749/d0sc02347g-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/c38f12c8d70b/d0sc02347g-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/b1213333c5a1/d0sc02347g-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/75e362051ef7/d0sc02347g-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/9b7cf127e742/d0sc02347g-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/79be5e1bc2f1/d0sc02347g-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/b53899f8491b/d0sc02347g-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/59b781e6ed56/d0sc02347g-f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/058e9add45cb/d0sc02347g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/dccd77e44749/d0sc02347g-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/c38f12c8d70b/d0sc02347g-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/b1213333c5a1/d0sc02347g-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/75e362051ef7/d0sc02347g-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/9b7cf127e742/d0sc02347g-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/79be5e1bc2f1/d0sc02347g-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/b53899f8491b/d0sc02347g-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb0b/7499849/59b781e6ed56/d0sc02347g-f9.jpg

相似文献

1
A fluorescent ESIPT-based benzimidazole platform for the ratiometric two-photon imaging of ONOO and .一种基于荧光激发态分子内质子转移的苯并咪唑平台,用于ONOO 和 的比率双光子成像。
Chem Sci. 2020 Jun 16;11(28):7329-7334. doi: 10.1039/d0sc02347g. eCollection 2020 Jul 28.
2
A specific AIE and ESIPT fluorescent probe for peroxynitrite detection and imaging in living cells.一种用于活细胞中过氧亚硝酸盐检测和成像的特定 AIE 和 ESIPT 荧光探针。
Spectrochim Acta A Mol Biomol Spectrosc. 2019 Nov 5;222:117230. doi: 10.1016/j.saa.2019.117230. Epub 2019 Jun 3.
3
Two-photon ESIPT-based fluorescent probe using 4-hydroxyisoindoline-1,3-dione for the detection of peroxynitrite.基于双光子 ESIPT 的 4-羟基异吲哚-1,3-二酮荧光探针用于检测过氧亚硝酸盐。
Chem Commun (Camb). 2021 Oct 21;57(84):11084-11087. doi: 10.1039/d1cc03160k.
4
Activated Two-Photon Near-Infrared Ratiometric Fluorescent Nanoprobe for ONOO Detection and Early Diagnosis and Assessment of Liver Injury.用于检测和早期诊断肝损伤的 ON00 的双光子近红外比率荧光纳米探针的研制。
Anal Chem. 2022 Nov 8;94(44):15518-15524. doi: 10.1021/acs.analchem.2c04032. Epub 2022 Oct 25.
5
An efficient TP-FRET-based lysosome-targetable fluorescent probe for imaging peroxynitrite with two well-resolved emission channels in living cells, tissues and zebrafish.一种高效的基于 TP-FRET 的溶酶体靶向荧光探针,用于在活细胞、组织和斑马鱼中成像过氧亚硝酸盐,具有两个分辨率良好的发射通道。
Anal Chim Acta. 2020 Mar 1;1100:200-207. doi: 10.1016/j.aca.2019.11.065. Epub 2019 Nov 28.
6
A highly selective and ultrasensitive ratiometric fluorescent probe for peroxynitrite and its two-photon bioimaging applications.一种高选择性和超灵敏的用于过氧亚硝酸盐的比率荧光探针及其双光子生物成像应用。
Anal Chim Acta. 2019 Feb 21;1049:219-225. doi: 10.1016/j.aca.2018.05.064. Epub 2018 May 26.
7
: a synthetic platform for the development of fluorescent probes for diagnostic and theranostic applications.用于开发诊断和治疗诊断应用荧光探针的合成平台。
Chem Sci. 2020 Aug 6;11(32):8567-8571. doi: 10.1039/d0sc02438d.
8
ESIPT-based ratiometric fluorescence probe for the intracellular imaging of peroxynitrite.基于 ESIPT 的比率型荧光探针用于过氧亚硝酸盐的细胞内成像。
Chem Commun (Camb). 2018 Sep 14;54(71):9953-9956. doi: 10.1039/c8cc04919j. Epub 2018 Aug 17.
9
A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite.基于香豆素-半花菁骨架的比率型荧光探针用于灵敏和选择性检测内源性过氧亚硝酸盐。
Biosens Bioelectron. 2015 Feb 15;64:285-91. doi: 10.1016/j.bios.2014.08.089. Epub 2014 Sep 8.
10
A novel pyridinium-based fluorescent probe for ratiometric detection of peroxynitrite in mitochondria.一种新型基于吡啶鎓的荧光探针,用于线粒体中超氧阴离子和过氧亚硝酸根的比率检测。
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 5;228:117762. doi: 10.1016/j.saa.2019.117762. Epub 2019 Nov 6.

引用本文的文献

1
Advances in Natural-Product-Based Fluorescent Agents and Synthetic Analogues for Analytical and Biomedical Applications.用于分析和生物医学应用的基于天然产物的荧光剂及其合成类似物的研究进展
Bioengineering (Basel). 2024 Dec 19;11(12):1292. doi: 10.3390/bioengineering11121292.
2
An ESIPT-active orange-emissive 2-(2'-hydroxyphenyl)imidazo[1,2-]pyridine-derived chemodosimeter for turn-on detection of fluoride ions desilylation.一种基于ESIPT的橙色发光2-(2'-羟基苯基)咪唑并[1,2 -]吡啶衍生的化学计量器,用于通过脱硅作用实现氟离子的开启检测。
RSC Adv. 2024 Oct 21;14(45):33312-33322. doi: 10.1039/d4ra05823b. eCollection 2024 Oct 17.
3

本文引用的文献

1
Peroxynitrite Activated Drug Conjugate Systems Based on a Coumarin Scaffold Toward the Application of Theranostics.基于香豆素支架的过氧亚硝酸盐激活药物共轭系统在诊疗一体化中的应用
Front Chem. 2019 Dec 5;7:775. doi: 10.3389/fchem.2019.00775. eCollection 2019.
2
A mitochondria-targeted two-photon fluorescent probe for sensing and imaging pH changes in living cells.一种靶向线粒体的双光子荧光探针,用于检测和成像活细胞中的 pH 变化。
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Jan 5;224:117435. doi: 10.1016/j.saa.2019.117435. Epub 2019 Jul 29.
3
Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents.
Influence of Solvents and Halogenation on ESIPT of Benzimidazole Derivatives for Designing Turn-on Fluorescence Probes.
溶剂和卤化对苯并咪唑衍生物激发态分子内质子转移用于设计开启型荧光探针的影响
ACS Omega. 2024 May 10;9(20):22102-22111. doi: 10.1021/acsomega.4c00488. eCollection 2024 May 21.
4
Dual-Mode Multiple Ion Sensing via Analyte-Specific Modulation of Keto-Enol Tautomerization of an ESIPT Active Pyrene Derivative: Experimental Findings and Computational Rationalization.通过对一种ESIPT活性芘衍生物的酮-烯醇互变异构进行特定分析物调制实现双模式多离子传感:实验结果与计算合理性分析
ACS Omega. 2023 Feb 13;8(7):6349-6360. doi: 10.1021/acsomega.2c06559. eCollection 2023 Feb 21.
5
Elimination Reaction-Based Benzimidazole Probe for Cysteine Detection and Its Application in Serum Sample Analysis.基于消除反应的苯并咪唑探针用于半胱氨酸检测及其在血清样品分析中的应用。
Biosensors (Basel). 2022 Apr 8;12(4):224. doi: 10.3390/bios12040224.
6
An amino-substituted 2-(2'-hydroxyphenyl)benzimidazole for the fluorescent detection of phosgene based on an ESIPT mechanism.一种基于激发态分子内质子转移(ESIPT)机制用于光气荧光检测的氨基取代的2-(2'-羟基苯基)苯并咪唑。
RSC Adv. 2021 Mar 15;11(18):10836-10841. doi: 10.1039/d1ra00811k. eCollection 2021 Mar 10.
7
Development of a Novel Benzimidazole-Based Probe and Portable Fluorimeter for the Detection of Cysteine in Human Urine.开发一种新型苯并咪唑探针和便携式荧光计,用于检测人尿液中的半胱氨酸。
Biosensors (Basel). 2021 Oct 26;11(11):420. doi: 10.3390/bios11110420.
8
A solvent-assisted ESIPT fluorescent dye for F/Ag sensing and high-resolution imaging of the cilia in live cells.一种溶剂辅助的 ESIPT 荧光染料,用于 F/Ag 传感和活细胞纤毛的高分辨率成像。
Anal Bioanal Chem. 2021 Oct;413(25):6343-6353. doi: 10.1007/s00216-021-03590-3. Epub 2021 Aug 10.
9
NBD-based synthetic probes for sensing small molecules and proteins: design, sensing mechanisms and biological applications.基于 NBD 的小分子和蛋白质的合成探针:设计、传感机制和生物应用。
Chem Soc Rev. 2021 Jul 5;50(13):7436-7495. doi: 10.1039/d0cs01096k.
基于激发态分子内质子转移(ESIPT)的荧光传感器和成像剂。
Chem Soc Rev. 2018 Nov 26;47(23):8842-8880. doi: 10.1039/c8cs00185e.
4
ESIPT-based ratiometric fluorescence probe for the intracellular imaging of peroxynitrite.基于 ESIPT 的比率型荧光探针用于过氧亚硝酸盐的细胞内成像。
Chem Commun (Camb). 2018 Sep 14;54(71):9953-9956. doi: 10.1039/c8cc04919j. Epub 2018 Aug 17.
5
'AND'-based fluorescence scaffold for the detection of ROS/RNS and a second analyte.基于“AND”的荧光支架,用于检测 ROS/RNS 和第二种分析物。
Chem Commun (Camb). 2018 Jul 26;54(61):8466-8469. doi: 10.1039/c8cc04316g.
6
Long-wavelength TCF-based fluorescence probes for the detection and intracellular imaging of biological thiols.基于长波长 TCF 的荧光探针用于生物硫醇的检测和细胞内成像。
Chem Commun (Camb). 2018 May 8;54(38):4786-4789. doi: 10.1039/c8cc01661e.
7
Molecular visualizing and quantifying immune-associated peroxynitrite fluxes in phagocytes and mouse inflammation model.分子可视化和定量检测吞噬细胞和小鼠炎症模型中与免疫相关的过氧亚硝酸盐通量。
Biosens Bioelectron. 2017 Apr 15;90:75-82. doi: 10.1016/j.bios.2016.11.036. Epub 2016 Nov 15.
8
Boronate based fluorescence (ESIPT) probe for peroxynitrite.用于过氧亚硝酸盐的基于硼酸盐的荧光(ESIPT)探针。
Chem Commun (Camb). 2016 Oct 11;52(83):12350-12352. doi: 10.1039/c6cc06829d.
9
Disulfide-based multifunctional conjugates for targeted theranostic drug delivery.基于二硫键的多功能偶联物用于靶向治疗药物递送。
Acc Chem Res. 2015 Nov 17;48(11):2935-46. doi: 10.1021/acs.accounts.5b00406. Epub 2015 Oct 29.
10
Visualizing peroxynitrite fluxes in endothelial cells reveals the dynamic progression of brain vascular injury.可视化内皮细胞中的过氧亚硝酸盐通量揭示了脑血管损伤的动态进展。
J Am Chem Soc. 2015 Sep 30;137(38):12296-303. doi: 10.1021/jacs.5b06865. Epub 2015 Sep 18.