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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
Published/Copyright: April 30, 2018
Zeitschrift für Physikalische Chemie
From the journal Zeitschrift für Physikalische Chemie Volume 232 Issue 5-6

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.

Keywords: electron spin relaxation; ex vivo imaging; labeling; X-band EPR

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

Articles in the same Issue

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  2. Eckart Rühl zum 60. Geburtstag
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  4. The Effect of Natural Osmolyte Mixtures on the Temperature-Pressure Stability of the Protein RNase A
  5. Composition, Mixing State and Water Affinity of Meteoric Smoke Analogue Nanoparticles Produced in a Non-Thermal Microwave Plasma Source
  6. Characterization of Trinuclear Oxo Bridged Cobalt Complexes in Isolation
  7. White-Light Supercontinuum Laser-Based Multiple Wavelength Excitation for TCSPC-FLIM of Cutaneous Nanocarrier Uptake
  8. Distinction of Structural Isomers of Benzenediamin and Difluorobenzene by Means of Chirped Femtosecond Laser Ionization Mass Spectrometry
  9. Intermolecular Interactions of Pyridine in Liquid Phase and Aqueous Solution Studied by Soft X-ray Absorption Spectroscopy
  10. Influence of Local Environment on Inner Shell Excitation Spectra, Studied by Electron and X-ray Spectroscopy and Spectromicroscopy
  11. Photocatalytic Iron Oxide Micro-Swimmers for Environmental Remediation
  12. Fabrication of Protein Microparticles and Microcapsules with Biomolecular Tools
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  15. Influence of Organic Ligands on the Surface Oxidation State and Magnetic Properties of Iron Oxide Particles
  16. VUV Dissociative Photoionization of Quinoline in the 7–26 eV Photon Energy Range
  17. Spin-labeling of Dexamethasone: Radical Stability vs. Temporal Resolution of EPR-Spectroscopy on Biological Samples
  18. Band Bending at the Gold (Au)/Boron Carbide-Based Semiconductor Interface
  19. Spectral Distribution of Oscillator Strength for Core-to-Valence Transitions probed by using X-ray Absorption and Total Electron Yield Modes
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https://doi.org/10.1515/zpch-2017-1076
Keywords for this article
electron spin relaxation; ex vivo imaging; labeling; X-band EPR

Articles in the same Issue

  1. Frontmatter
  2. Eckart Rühl zum 60. Geburtstag
  3. Effect of Moisture on Methane Permeation Through Fermenter Covering Films in Biogas Plants
  4. The Effect of Natural Osmolyte Mixtures on the Temperature-Pressure Stability of the Protein RNase A
  5. Composition, Mixing State and Water Affinity of Meteoric Smoke Analogue Nanoparticles Produced in a Non-Thermal Microwave Plasma Source
  6. Characterization of Trinuclear Oxo Bridged Cobalt Complexes in Isolation
  7. White-Light Supercontinuum Laser-Based Multiple Wavelength Excitation for TCSPC-FLIM of Cutaneous Nanocarrier Uptake
  8. Distinction of Structural Isomers of Benzenediamin and Difluorobenzene by Means of Chirped Femtosecond Laser Ionization Mass Spectrometry
  9. Intermolecular Interactions of Pyridine in Liquid Phase and Aqueous Solution Studied by Soft X-ray Absorption Spectroscopy
  10. Influence of Local Environment on Inner Shell Excitation Spectra, Studied by Electron and X-ray Spectroscopy and Spectromicroscopy
  11. Photocatalytic Iron Oxide Micro-Swimmers for Environmental Remediation
  12. Fabrication of Protein Microparticles and Microcapsules with Biomolecular Tools
  13. Catalysis by Metallic Nanoparticles in Solution: Thermosensitive Microgels as Nanoreactors
  14. Temperature-Enhanced Follicular Penetration of Thermoresponsive Nanogels
  15. Influence of Organic Ligands on the Surface Oxidation State and Magnetic Properties of Iron Oxide Particles
  16. VUV Dissociative Photoionization of Quinoline in the 7–26 eV Photon Energy Range
  17. Spin-labeling of Dexamethasone: Radical Stability vs. Temporal Resolution of EPR-Spectroscopy on Biological Samples
  18. Band Bending at the Gold (Au)/Boron Carbide-Based Semiconductor Interface
  19. Spectral Distribution of Oscillator Strength for Core-to-Valence Transitions probed by using X-ray Absorption and Total Electron Yield Modes
  20. Protease-mediated Inflammation: An In Vitro Human Keratinocyte-based Screening Tool for Anti-inflammatory Drug Nanocarrier Systems
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