Rhodamines NN: A Novel Class of Caged Fluorescent Dyes

被引:150
|
作者
Belov, Vladimir N. [1 ]
Wurm, Christian A. [1 ]
Boyarskiy, Vadim P. [1 ]
Jakobs, Stefan [1 ]
Hell, Stefan W. [1 ]
机构
[1] Max Planck Inst Biophys Chem, Dept NanoBiophoton, D-37077 Gottingen, Germany
关键词
caged compounds; diazo compounds; fluorescence; imaging agents; rhodamines; PHOTOLABILE PROTECTING GROUPS; CROSS-SECTIONS; FLUOROPHORES; NANOSCOPY; PROTEINS; PHOTOACTIVATION; PHOTOCHROMISM; MICROSCOPY; RELEASE;
D O I
10.1002/anie.201000150
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented). A bright future: The reaction of diazomethane with acid chlorides obtained from N,N,N′,N′-tetraalkylrhodamines affords 2-diazo-2,3-dihydro-1Hindenespiro[1,9′]-9H-xanthen-3-ones-a novel class of caged rhodamines. These dyes allow new imaging procedures based on the step-wise activation and detection of several fluorescent markers (see picture). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3520 / 3523
页数:4
相关论文
共 50 条
  • [1] Sulfone-Rhodamines: A New Class of Near-Infrared Fluorescent Dyes for Bioimaging
    Liu, Jing
    Sung, Yuan-Qiang
    Zhang, Hongxing
    Shi, Heping
    Shi, Yawei
    Guo, Wei
    ACS APPLIED MATERIALS & INTERFACES, 2016, 8 (35) : 22953 - 22962
  • [2] Highly Fluorescent and Water-Soluble Diketopyrrolopyrrole Dyes for Bioconjugation
    Heyer, Elodie
    Lory, Pauline
    Leprince, Jerome
    Moreau, Mathieu
    Romieu, Anthony
    Guardigli, Massimo
    Roda, Aldo
    Ziessel, Raymond
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (10) : 2995 - 2999
  • [3] Far-Red Emitting Fluorescent Dyes for Optical Nanoscopy: Fluorinated Silicon-Rhodamines (SiRF Dyes) and Phosphorylated Oxazines
    Kolmakov, Kirill
    Hebisch, Elke
    Wolfram, Thomas
    Nordwig, Lars A.
    Wurm, Christian A.
    Ta, Haisen
    Westphal, Volker
    Belov, Vladimir N.
    Hell, Stefan W.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (38) : 13344 - 13356
  • [4] Fluorescent Rhodamines and Fluorogenic Carbopyronines for Super-Resolution STED Microscopy in Living Cells
    Butkevich, Alexey N.
    Mitronova, Gyuzel Yu
    Sidenstein, Sven C.
    Klocke, Jessica L.
    Kamin, Dirk
    Meineke, Dirk N. H.
    D'Este, Elisa
    Kraemer, Philip-Tobias
    Danzl, Johann G.
    Belov, Vladimir N.
    Hell, Stefan W.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (10) : 3290 - 3294
  • [5] Sulfonamides Are an Overlooked Class of Electron Donors in Luminogenic Luciferins and Fluorescent Dyes
    Sharma, Deepak K.
    Adams, Spencer T., Jr.
    Liebmann, Kate L.
    Choi, Adam
    Miller, Stephen C.
    ORGANIC LETTERS, 2019, 21 (06) : 1641 - 1644
  • [6] A Bright Surprise: Live-Cell Labeling with Negatively Charged Fluorescent Probes based on Disulfonated Rhodamines and HaloTag
    Kim, Dojin
    Stoldt, Stefan
    Weber, Michael
    Jakobs, Stefan
    Belov, Vladimir N. N.
    Hell, Stefan W. W.
    CHEMISTRYMETHODS, 2023, 3 (09):
  • [7] Novel Fluorescent Dyes for Single DNA Molecule Techniques
    Zarkov, Alexander
    Vasilev, Aleksey
    Deligeorgiev, Todor
    Stoynov, Stoyno
    Nedelcheva-Veleva, Marina
    MOLECULAR IMAGING, 2013, 12 (02) : 90 - 99
  • [8] A class of fluorescent heterocyclic dyes revisited: Photophysics, structure, and solvent effects
    Zhu, Lianjie
    Becker, Hans-Christian
    Henriksen, Lars
    Kilsa, Kristine
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2009, 73 (04) : 757 - 763
  • [9] Photostable and photoswitching fluorescent dyes for super-resolution imaging
    Minoshima, Masafumi
    Kikuchi, Kazuya
    JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2017, 22 (05): : 639 - 652
  • [10] Efforts toward PET-Activatable Red-Shifted Silicon Rhodamines and Silicon Pyronine Dyes
    Kramer, Carsten Sven
    Kanagasundaram, Thines
    Matthias, Jessica
    Kopka, Klaus
    PHARMACEUTICALS, 2023, 16 (03)