Toward Cleavable Metabolic/pH Sensing “Double Agents” Hyperpolarized by NMR Signal Amplification by Reversible Exchange
Abstract
We show the simultaneous generation of hyperpolarized 13C‐labeled acetate and 15N‐labeled imidazole following spin‐relay of hyperpolarization and hydrolysis of the acetyl moiety on 1–13C‐15N2‐acetylimidazole. Using SABRE‐SHEATH (Signal Amplification by Reversible Exchange in SHield Enables Alignment Transfer to Heteronuclei), transfer of spin order occurs from parahydrogen to acetylimidazole 15N atoms and the acetyl 13C site (≈263‐fold enhancement), giving rise to relatively long hyperpolarization lifetimes at 0.3 T (T1≈52 s and ≈149 s for 13C and 15N, respectively). Immediately following polarization transfer, the 13C‐labeled acetyl group is hydrolytically cleaved to produce hyperpolarized 13C‐acetate/acetic acid (≈140‐fold enhancement) and 15N‐imidazole (≈180‐fold enhancement), the former with a 13C T1 of ≈14 s at 0.3 T. Straightforward synthetic routes, efficient spin‐relay of SABRE hyperpolarization, and facile bond cleavage open a door to the cheap and rapid generation of long‐lived hyperpolarized states within a wide range of molecular targets, including biologically relevant carboxylic acid derivatives, for metabolic and pH imaging.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Jun 29, 2018
- Source ID
- 10.1002/chem.201802622
Entities
People
- Boyd M Goodson
- Bryce E. Kidd
- Eduard Y. Chekmenev
- Fan Shi
- Jamil A. Mashni
- Miranda N. Limbach
- Yuqing Hou
Organizations
- National Institutes of Health
- National Science Foundation
- Russian Academy of Sciences
- Southern Illinois University
- United States Department of Defense
- Wayne State University