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Licensed Unlicensed Requires Authentication Published by De Gruyter (O) April 30, 2018

Spin-labeling of Dexamethasone: Radical Stability vs. Temporal Resolution of EPR-Spectroscopy on Biological Samples

  • Karolina A. Walker , Michael L. Unbehauen , Silke B. Lohan , Siavash Saeidpour , Martina C. Meinke , Reinhold Zimmer and Rainer Haag EMAIL logo

Abstract

Spin-labeling active compounds is a convenient way to prepare them for EPR spectroscopy with minimal alteration of the target molecule. In this study we present the labeling reaction of dexamethasone (Dx) with either TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) or PCA (3-(carboxy)-2,2,5,5-tetramethyl-1-pyrrolidinyloxy) with high yields. According to NMR data, both labels are attached at the primary hydroxy group of the steroid. In subsequent spin-stability measurements both compounds were applied onto HaCaT cells. When the signal of Dx-TEMPO decreased below the detection limit within 3 h, the signal of Dx-PCA remained stable for the same period of time.


Dedicated to: Eckart Rühl on the occasion of his 60th birthday.


Acknowledgements

The authors acknowledge support from Deutsche Forschungsgemeinschaft (DFG)/German Research Foundation via SFB 1112, Projects A02 and B01.

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Supplemental Material:

The online version of this article offers supplementary material (https://doi.org/10.1515/zpch-2017-1076).


Received: 2017-11-15
Accepted: 2018-4-5
Published Online: 2018-4-30
Published in Print: 2018-5-24

©2018 Walter de Gruyter GmbH, Berlin/Boston

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