Rotaxane Probes for the Detection of Hydrogen Peroxide by 129Xe HyperCEST NMR Spectroscopy

Klass, Sarah H.; Truxal, Ashley E.; Fiala, Tahoe A.; Kelly, Joseph; Nguyen, Dang; Finbloom, Joel A.; Wemmer, David E.; Pines, Alexander; Francis, Matthew B.

doi:10.1002/anie.201903045

Rotaxane Probes for the Detection of Hydrogen Peroxide by ¹²⁹Xe HyperCEST NMR Spectroscopy

Journal Article · Fri Apr 19 00:00:00 EDT 2019 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201903045· OSTI ID:1604689

Klass, Sarah H. ^[1]; Truxal, Ashley E. ^[1]; Fiala, Tahoe A. ^[1]; Kelly, Joseph ^[1]; Nguyen, Dang ^[1]; Finbloom, Joel A. ^[1]; ^[1]; ^[2]; ^[2]

Univ. of California, Berkeley, CA (United States)
Univ. of California, Berkeley, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)

The development of sensitive and chemically selective MRI contrast agents is imperative for the early detection and diagnosis of many diseases. Conventional responsive contrast agents used in ¹H MRI are impaired by the high abundance of protons in the body. ¹²⁹Xe hyperCEST NMR/MRI comprises a highly sensitive complement to traditional ¹H MRI because of its ability to report specific chemical environments. To date, the scope of responsive ¹²⁹Xe NMR contrast agents lacks breadth in the specific detection of small molecules, which are often important markers of disease. Herein, we report the synthesis and characterization of a rotaxane-based ¹²⁹Xe hyperCEST NMR contrast agent that can be turned on in response to H₂O₂, which is upregulated in several disease states. Finally, added H₂O₂ was detected by ¹²⁹Xe hyperCEST NMR spectroscopy in the low micromolar range, as well as H₂O₂ produced by HEK 293T cells activated with tumor necrosis factor.

View Accepted Manuscript (DOE)

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC); University of California Berkeley

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 1604689

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 29 Vol. 58; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
NMR spectroscopy
cucurbit[6]uril
rotaxanes
sensors
xenon