English
 
User Manual Privacy Policy Disclaimer Contact us
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT

Released

Journal Article

Photoactivatable rhodamine spiroamides and diazoketones decorated with “universal hydrophilizer” or hydroxyl groups.

MPS-Authors
/persons/resource/persons199835

Roubinet,  B.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons118566

Nizamov,  S.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons15877

Stoldt,  S.
Research Group of Mitochondrial Structure and Dynamics, MPI for biophysical chemistry, Max Planck Society;

/persons/resource/persons36443

Mitronova,  G.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons14832

Belov,  V. N.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons14883

Bossi,  M. L.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

/persons/resource/persons15210

Hell,  S. W.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

External Ressource
No external resources are shared
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)

2586363_Suppl.pdf
(Supplementary material), 8MB

Citation

Roubinet, B., Bischoff, M., Nizamov, S., Yan, S., Geisler, C., Stoldt, S., et al. (2018). Photoactivatable rhodamine spiroamides and diazoketones decorated with “universal hydrophilizer” or hydroxyl groups. The Journal of Organic Chemistry, 83(12), 6466-6476. doi:10.1021/acs.joc.8b00756.


Cite as: http://hdl.handle.net/21.11116/0000-0001-479F-D
Abstract
Photoactivatable rhodamine spiroamides and spirocyclic diazoketones emerged recently as synthetic markers applicable in multicolor superresolution microscopy. However, their applicability in single molecule localization microscopy (SMLM) is often limited by aggregation, unspecific adhesion and low reactivity caused by insufficient solubility and precipitation from aqueous solutions. We report here two synthetic modifications increasing the polarity of compact polycyclic and hydrophobic labels decorated with a reactive group: attachment of 3-sulfo-L-alanyl - beta-alanine dipeptide (a "universal hydrophilizer") or allylic hydroxylation in photosensitive rhodamine diazoketones (and spiroamides). The superresolution images of tubulin and keratin filaments in fixed and living cells exemplify the performance of "blinking" spiroamides derived from N,N,N',N'-tetramethyl rhodamine.