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Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors.

Publication ,  Journal Article
Park, H; Eriksson, S; Warren, WS; Wang, Q
Published in: Bioorganic & medicinal chemistry
October 2022

Nitric oxide (NO) is an important signaling molecule involved in a wide range of biological processes. Development of non-invasive, real-time detection of NO is greatly desired yet remains challenging. Here we report the design and development of novel 15N- and 13C-labeled NO-sensing probes for hyperpolarized nuclear magnetic resonance (HP-NMR) studies. These probes undergo selective and rapid reaction with NO to generate in situ AZO-products that can be monitored with distinguishable NMR signals as a read-out. This study also allows for a direct comparison of the 15N and 13C nuclei performances in hyperpolarized reaction-based probes. The simple and general SABRE-SHEATH hyperpolarization method works on the 15N- and 13C-NO-sensing probes. Measured long spin-lattice relaxation (T1) values, especially for 15N-NO probes, will allow for real-time reaction-based imaging of NO.

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Published In

Bioorganic & medicinal chemistry

DOI

EISSN

1464-3391

ISSN

0968-0896

Publication Date

October 2022

Volume

72

Start / End Page

116969

Related Subject Headings

  • Nitric Oxide
  • Molecular Probes
  • Medicinal & Biomolecular Chemistry
  • Magnetic Resonance Spectroscopy
  • Magnetic Resonance Imaging
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry
 

Citation

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Park, H., Eriksson, S., Warren, W. S., & Wang, Q. (2022). Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors. Bioorganic & Medicinal Chemistry, 72, 116969. https://doi.org/10.1016/j.bmc.2022.116969
Park, Hyejin, Shannon Eriksson, Warren S. Warren, and Qiu Wang. “Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors.Bioorganic & Medicinal Chemistry 72 (October 2022): 116969. https://doi.org/10.1016/j.bmc.2022.116969.
Park H, Eriksson S, Warren WS, Wang Q. Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors. Bioorganic & medicinal chemistry. 2022 Oct;72:116969.
Park, Hyejin, et al. “Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors.Bioorganic & Medicinal Chemistry, vol. 72, Oct. 2022, p. 116969. Epmc, doi:10.1016/j.bmc.2022.116969.
Park H, Eriksson S, Warren WS, Wang Q. Design, synthesis and evaluation of 15N- and 13C-labeled molecular probes as hyperpolarized nitric oxide sensors. Bioorganic & medicinal chemistry. 2022 Oct;72:116969.
Journal cover image

Published In

Bioorganic & medicinal chemistry

DOI

EISSN

1464-3391

ISSN

0968-0896

Publication Date

October 2022

Volume

72

Start / End Page

116969

Related Subject Headings

  • Nitric Oxide
  • Molecular Probes
  • Medicinal & Biomolecular Chemistry
  • Magnetic Resonance Spectroscopy
  • Magnetic Resonance Imaging
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 1115 Pharmacology and Pharmaceutical Sciences
  • 0305 Organic Chemistry