• 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

光致变色螺吡喃二联体用于生物成像。

Photoswitchable Spiropyran Dyads for Biological Imaging.

机构信息

Department of Chemistry, Chemistry Research Laboratory, University of Oxford , Oxford OX1 3TA, U.K.

MRC Human Immunology Unit and Wolfson Imaging Centre Oxford, Weatherall Institute of Molecular Medicine, University of Oxford , Oxford OX3 9DS, U.K.

出版信息

Org Lett. 2016 Aug 5;18(15):3666-9. doi: 10.1021/acs.orglett.6b01717. Epub 2016 Jul 26.

DOI:10.1021/acs.orglett.6b01717
PMID:27456166
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5010358/
Abstract

The synthesis of a small-molecule dyad consisting of a far-red-emitting silicon rhodamine dye that is covalently linked to a photochromic spironaphthothiopyran unit, which serves as a photoswitchable quencher, is reported. This system can be switched reversibly between the fluorescent and nonfluorescent states using visible light at wavelengths of 405 and 630 nm, respectively, and it works effectively in aqueous solution. Live-cell imaging demonstrates that this dyad has several desirable features, including excellent membrane permeability, fast and reversible modulation of fluorescence by visible light, and good contrast between the bright and dark states.

摘要

报道了一种小分子偶联物的合成,该偶联物由一个远红色发射的硅罗丹明染料通过共价键连接到一个光致变色螺[萘并]噻吩吡喃单元上,后者作为一个光开关猝灭剂。该系统可以分别使用 405nm 和 630nm 的可见光在荧光和非荧光状态之间进行可逆切换,并且在水溶液中能有效工作。活细胞成像表明,这种偶联物具有几个理想的特性,包括优异的膜通透性、可见光快速可逆地调节荧光以及亮态和暗态之间的良好对比度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/efb462ffd461/ol-2016-017176_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/fca387b4450c/ol-2016-017176_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/3f60e87b385c/ol-2016-017176_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/7851f3d2b322/ol-2016-017176_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/fddf03ecd887/ol-2016-017176_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/efb462ffd461/ol-2016-017176_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/fca387b4450c/ol-2016-017176_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/3f60e87b385c/ol-2016-017176_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/7851f3d2b322/ol-2016-017176_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/fddf03ecd887/ol-2016-017176_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c40b/5010358/efb462ffd461/ol-2016-017176_0004.jpg

相似文献

1
Photoswitchable Spiropyran Dyads for Biological Imaging.光致变色螺吡喃二联体用于生物成像。
Org Lett. 2016 Aug 5;18(15):3666-9. doi: 10.1021/acs.orglett.6b01717. Epub 2016 Jul 26.
2
Synthesis and characterization of photoswitchable fluorescent SiO2 nanoparticles.光致变色荧光二氧化硅纳米粒子的合成与表征。
Chemistry. 2012 Jan 16;18(3):814-21. doi: 10.1002/chem.201102961. Epub 2011 Dec 28.
3
A high fatigue resistant, photoswitchable fluorescent spiropyran-polyoxometalate-BODIPY single-molecule.一种具有高抗疲劳性、可光开关的荧光螺吡喃-多金属氧酸盐-硼二吡咯单分子。
Chem Commun (Camb). 2015 Nov 18;51(89):16088-91. doi: 10.1039/c5cc06217a.
4
Fluorescence patterning in films of a photoswitchable BODIPY-spiropyran dyad.光致变色 BODIPY-螺吡喃二聚体薄膜中的荧光图案化。
Phys Chem Chem Phys. 2010 Oct 7;12(37):11630-4. doi: 10.1039/c002285n. Epub 2010 Aug 16.
5
Spiropyran as Building Block in Peptide Synthesis and Modulation of Photochromic Properties.螺吡喃作为肽合成中的构建单元及光致变色性质的调控
Org Lett. 2024 Dec 13;26(49):10542-10547. doi: 10.1021/acs.orglett.4c03929. Epub 2024 Dec 2.
6
Selective sensing Ca with a spiropyran-based fluorometric probe.基于螺吡喃的荧光探针选择性检测钙离子。
Luminescence. 2019 Nov;34(7):707-714. doi: 10.1002/bio.3656. Epub 2019 Jul 11.
7
Photoreversible fluorescence modulation of a rhodamine dye by supramolecular complexation with photosensitive cyclodextrin.通过与光敏环糊精形成超分子络合物实现若丹明染料的光可逆荧光调制。
Angew Chem Int Ed Engl. 2007;46(37):7015-8. doi: 10.1002/anie.200701396.
8
Spiropyran-based triphenylamine AlEgens: pH-responsive and light-activated mitochondria-targeted fluorescence imaging.基于螺吡喃的三苯胺聚集诱导发光体:pH响应性及光激活的线粒体靶向荧光成像
Bioorg Chem. 2025 Mar;156:108214. doi: 10.1016/j.bioorg.2025.108214. Epub 2025 Jan 27.
9
Spiropyran-based hyperbranched star copolymer: synthesis, phototropy, FRET, and bioapplication.基于螺吡喃的超支化星型聚合物:合成、光致变色、荧光能量转移和生物应用。
Biomacromolecules. 2012 Aug 13;13(8):2585-93. doi: 10.1021/bm3008346. Epub 2012 Jul 25.
10
Design of bis-spiropyran ligands as dipolar molecule receptors and application to in vivo glutathione fluorescent probes.双螺吡喃配体的设计作为偶极分子受体及其在体内谷胱甘肽荧光探针中的应用。
J Am Chem Soc. 2010 Jan 20;132(2):725-36. doi: 10.1021/ja908215t.

引用本文的文献

1
Photoswitchable Fluorescent Hydrazone for Super-Resolution Cell Membrane Imaging.用于超分辨率细胞膜成像的光开关荧光腙
J Am Chem Soc. 2025 May 14;147(19):16404-16411. doi: 10.1021/jacs.5c02669. Epub 2025 May 2.
2
Flexible Fibrous Visible Light Sensors Based on Spiropyran for Wearable Devices, Electronic Skins, and Thermal Management Fabrics.基于螺吡喃的用于可穿戴设备、电子皮肤和热管理织物的柔性纤维可见光传感器。
Small Sci. 2024 Aug 1;4(9):2400018. doi: 10.1002/smsc.202400018. eCollection 2024 Sep.
3
Recent advances in shape memory scaffolds and regenerative outcomes.

本文引用的文献

1
Fluorescent Rhodamines and Fluorogenic Carbopyronines for Super-Resolution STED Microscopy in Living Cells.用于活细胞超分辨率受激发射损耗显微镜的荧光罗丹明和荧光碳菁染料
Angew Chem Int Ed Engl. 2016 Mar 1;55(10):3290-4. doi: 10.1002/anie.201511018. Epub 2016 Feb 4.
2
Imaging and manipulating proteins in live cells through covalent labeling.通过共价标记对活细胞中的蛋白质进行成像和操作。
Nat Chem Biol. 2015 Dec;11(12):917-23. doi: 10.1038/nchembio.1959. Epub 2015 Nov 17.
3
Ultrafast, temporally stochastic STED nanoscopy of millisecond dynamics.
形状记忆支架与再生效果的最新进展。
Biomed Eng Lett. 2024 Aug 21;14(6):1279-1301. doi: 10.1007/s13534-024-00417-9. eCollection 2024 Nov.
4
Illuminating Biomimetic Nanochannels: Unveiling Macroscopic Anticounterfeiting and Photoswitchable Ion Conductivity via Polymer Tailoring.点亮仿生纳米通道:通过聚合物定制揭示宏观防伪和光开关离子传导性
ACS Nano. 2024 Oct 1;18(39):26948-26960. doi: 10.1021/acsnano.4c08801. Epub 2024 Sep 20.
5
Molecular design and synthesis of methoxy-substitued spiropyrans with photomodulated NIR-fluorescence.甲氧取代螺吡喃的光调控近红外荧光分子设计与合成。
Photochem Photobiol Sci. 2023 Nov;22(11):2651-2673. doi: 10.1007/s43630-023-00479-1. Epub 2023 Sep 21.
6
Ligand-protected nanocluster-mediated photoswitchable fluorescent nanoprobes towards dual-color cellular imaging.配体保护的纳米团簇介导的用于双色细胞成像的光开关荧光纳米探针
Chem Sci. 2023 Aug 7;14(33):8823-8830. doi: 10.1039/d3sc03593j. eCollection 2023 Aug 23.
7
Super-resolution RESOLFT microscopy of lipid bilayers using a fluorophore-switch dyad.使用荧光团切换二元体对脂质双层进行超分辨率RESOLFT显微镜成像。
Chem Sci. 2020 Aug 10;11(33):8955-8960. doi: 10.1039/d0sc02447c.
8
Spiropyran as a potential molecular diagnostic tool for double-stranded RNA detection.螺吡喃作为一种用于双链RNA检测的潜在分子诊断工具。
BMC Biomed Eng. 2019 Mar 18;1:6. doi: 10.1186/s42490-019-0008-x. eCollection 2019.
9
Planarization-Induced Activation Wavelength Red-Shift and Thermal Half-Life Acceleration in Hydrazone Photoswitches.腙类光开关的平面化诱导激活波长红移和热半衰期加速。
ChemistryOpen. 2020 Feb 3;9(2):191-194. doi: 10.1002/open.201900340. eCollection 2020 Feb.
10
Super-resolution fluorescence microscopy studies of human immunodeficiency virus.人类免疫缺陷病毒的超分辨率荧光显微镜研究。
Retrovirology. 2018 Jun 8;15(1):41. doi: 10.1186/s12977-018-0424-3.
纳秒动力学的超快、随机时滞 STED 纳米显微镜技术。
Nat Methods. 2015 Sep;12(9):827-30. doi: 10.1038/nmeth.3481. Epub 2015 Jul 27.
4
Visible-Light-Activated Molecular Switches.可见活化分子开关。
Angew Chem Int Ed Engl. 2015 Sep 21;54(39):11338-49. doi: 10.1002/anie.201500628. Epub 2015 Jun 19.
5
Noninvasive and Reversible Cell Adhesion and Detachment via Single-Wavelength Near-Infrared Laser Mediated Photoisomerization.通过单波长近红外激光介导的光致异构化实现非侵入性和可逆的细胞黏附和分离。
J Am Chem Soc. 2015 Jul 1;137(25):8199-205. doi: 10.1021/jacs.5b03872. Epub 2015 Jun 9.
6
Lens-based fluorescence nanoscopy.基于透镜的荧光纳米显微镜术。
Q Rev Biophys. 2015 May;48(2):178-243. doi: 10.1017/S0033583514000146.
7
A fast- and positively photoswitchable fluorescent protein for ultralow-laser-power RESOLFT nanoscopy.一种快速且正向光开关的荧光蛋白,用于超低激光功率 RESOLFT 纳米显微镜。
Nat Methods. 2015 Jun;12(6):515-8. doi: 10.1038/nmeth.3362. Epub 2015 Apr 20.
8
A Far-Red Emitting Probe for Unambiguous Detection of Mobile Zinc in Acidic Vesicles and Deep Tissue.一种用于明确检测酸性囊泡和深部组织中可移动锌的远红光发射探针。
Chem Sci. 2015;6(3):1944-1948. doi: 10.1039/C4SC03388D.
9
Water-soluble Py-BIPS spiropyrans as photoswitches for biological applications.水溶性Py-BIPS螺吡喃作为生物应用中的光开关
Org Lett. 2015 Mar 20;17(6):1517-20. doi: 10.1021/acs.orglett.5b00397. Epub 2015 Mar 11.
10
A trident dithienylethene-perylenemonoimide dyad with super fluorescence switching speed and ratio.具有超快荧光开关速度和比率的三叉二噻吩乙烯-苝二酰亚胺二联体。
Nat Commun. 2014 Dec 12;5:5709. doi: 10.1038/ncomms6709.