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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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Grimm, F., Author
Rehman, J., Author
Stoldt, S.1, Author           
Khan, T. A.1, Author           
Schlötel, J. G., Author
Nizamov, S., Author
John, M., Author
Belov, V. N.2, Author                 
Hell, S. W.1, Author                 
Affiliations:
1Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society, ou_578627              
2Department of NanoBiophotonics, MPI for biophysical chemistry, Max Planck Society, ou_578627              

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 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: 2021-01-262021-04-01
 Publication Status: Issued
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 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.202005134
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Title: Chemistry - A European Journal
Source Genre: Journal
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Pages: - Volume / Issue: 27 (19) Sequence Number: - Start / End Page: 6070 - 6076 Identifier: -