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  Rhodamines with a chloronicotinic acid fragment for live cell superresolution STED microscopy

Grimm, F., Rehman, J., Stoldt, S., Khan, T. A., Schlötel, J. G., Nizamov, S., et al. (2021). Rhodamines with a chloronicotinic acid fragment for live cell superresolution STED microscopy. Chemistry – A European Journal, 27(19), 6070-6076. doi:10.1002/chem.202005134.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0007-DC20-D Version Permalink: https://hdl.handle.net/21.11116/0000-0008-842B-3
Genre: Journal Article

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 Creators:
Grimm, Florian, Author
Rehman, Jasmin, Author
Stoldt, Stefan, Author
Khan, Taukeer A., Author
Schlötel, Jan Gero, Author
Nizamov, Shamil, Author
John, Michael, Author
Belov, Vladimir N.1, Author           
Hell, Stefan W.1, Author           
Affiliations:
1Optical Nanoscopy, Max Planck Institute for Medical Research, Max Planck Society, ou_2364730              

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Free keywords: fluorescent probes; Organic Synthesis; scanning probe microscopy; fluorescence, dyes/pigments
 Abstract: Formylation of 2,6‐dichloro‐5‐ R ‐nicotinic acids at C‐4 followed by condensation with 3‐hydroxy‐ N,N ‐dimethylaniline gave analogs of the popular TAMRA fluorescent dye with a 2,6‐dichloro‐5‐R‐nicotinic acid residues ( R = H, F). The following reaction with thioglycolic acid is selective, involves only one chlorine atom at the carbon between pyridine nitrogen and the carboxylic acid group and affords new rhodamine dyes absorbing at 564 / 573 nm and emitting at 584 / 597 nm ( R = H / F, in aq. PBS). Conjugates of the dyes with “small molecules” provided specific labeling (covalent and non‐covalent) of organelles as well as of components of the cytoskeleton in living cells and were combined with fluorescent probes prepared from 610CP and SiR dyes and applied in two‐color STED microscopy with a 775 nm STED laser.

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Language(s): eng - English
 Dates: 2021-01-212021-01-252021-01-262021-04-01
 Publication Status: Issued
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.202005134
 Degree: -

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Title: Chemistry – A European Journal
  Other : Chem. – Eur. J.
  Other : Chem. Eur. J.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 27 (19) Sequence Number: - Start / End Page: 6070 - 6076 Identifier: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058