Dataset curated

DOI:
https://doi.org/10.34804/supra.20210928373 Cc Cc by 4.0
Title:
Nanomolar Binding of Steroids to Cucurbit[n]urils: Selectivity and Applications
https://pubs.acs.org/na101/home/literatum/publisher/achs/journals/content/jacsat/2016/jacsat.2016.138.issue-39/jacs.6b07655/20160929/images/large/ja-2016-07655s_0008.jpeg
Description:
Cucurbit[n]urils (CBn, n = 7, 8) serve as artificial receptors for steroids (21 tested), including the hormones testosterone and estradiol as well as steroidal drugs. Fluorescence displacement titrations and isothermal titration calorimetry (ITC) provided up to nanomolar binding affinities in aqueous solution for these hydrophobic target molecules, exceeding the values of known synthetic receptors. Remarkable binding selectivities, even for homologous steroid pairs, were investigated in detail by NMR, X-ray crystal diffraction, ITC, and quantum chemical calculations. Notably, the CBn•steroid complexes are stable in water and buffers, in artificial gastric acid, and even in blood serum. Numerous applications have been demonstrated, which range from the solubility enhancement of the steroids in the presence of the macrocycles (up to 100 times, for drug delivery) and the principal component analysis of the fluorescence responses of different CBn•reporter dye combinations (for differential sensing of steroids) to the real-time monitoring of chemical conversions of steroids as substrates (for enzyme assays).
Citation:

W. M. Nau, F. Biedermann, K. I. Assaf, A. I. Lazar, A. Hennig, K. R. Mustafina, SupraBank 2025, Nanomolar Binding of Steroids to Cucurbit[n]urils: Selectivity and Applications (dataset). https://doi.org/10.34804/supra.20210928373

Link: https://doi.org/10.34804/supra.20210928373
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Citation:

A. I. Lazar, F. Biedermann, K. R. Mustafina, K. I. Assaf, A. Hennig, W. M. Nau, J. Am. Chem. Soc. 2016, 138, 13022–13029.

Link: https://doi.org/10.1021/jacs.6b07655
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Creators:
Orcidid | Ror | Alexandra I. Lazar
Orcidid | Ror | Frank Biedermann
Orcidid | Ror | Kamila R. Mustafina
Orcidid | Ror | Khaleel I. Assaf
Orcidid | Ror | Andreas Hennig
Orcidid | Ror | Werner M. Nau
Contributers:
Orcidid | Ror | Amrutha Prabodh | DataManager
Orcidid | Ror | Katharina Wendler | DataManager

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