SABRE hyperpolarized anticancer agents for use in <sup>1</sup>H MRI

Hyperpolarized (HP) 13 C-labeled probes are emerging as promising agents to noninvasively image pH in vivo. HP [1,[5][6][7][8][9][10][11][12][13] C 2 ]Z-OMPD (Z-4-methyl-2-oxopent-3-enedioic acid) in particular has recently been used to simultaneously report on kidney perfusion, filtration, and pH homeostasis, in addition to the ability to detect local tumor acidification. In previous studies, dissolution dynamic nuclear polarization was used to hyperpolarize Z-OMPD. Here, we pioneered the hyperpolarization of [1,5-13 C 2 ]Z-OMPD via SABRE-SHEATH (signal amplification by reversible exchange in shield enabling alignment transfer to heteronuclei), which is relatively simple and fast and promises to be highly scalable. With SABRE-SHEATH, we achieve enhancement values of ∼3950 and ∼2400 at 1.1 T (P 13C = 0.4 and 0.25%) on the labeled C-1 and C-5 positions of Z-OMPD. Density functional theory calculations at the B3LYP level of theory were used to investigate possible binding modes of Z-OMPD on the iridium-based polarization transfer catalyst. The experimental and theoretical results suggest that the equatorial binding mode to the catalyst, where Z-OMPD binds to the catalyst at both C-1 and C-5 carboxylate positions, is the most stable complex. The HP signals were used to measure the Z-OMPD chemical shift as a function of pH showing an ∼3 ppm shift across pH 4−11. This work lays a foundation for the development of a simple, low-cost hyperpolarization technique to image pH.

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SABRE hyperpolarized anticancer agents for use in ¹H MRI

Abstract: This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

Cited by 5 publications

References 91 publications

SABRE hyperpolarized anticancer agents for use in ¹H MRI

SABRE hyperpolarized anticancer agents for use in ¹H MRI

MR beyond diagnostics at the ESMRMB annual meeting: MR theranostics and intervention

SABRE-SHEATH Hyperpolarization of [1,5-¹³C₂]Z-OMPD for Noninvasive pH Sensing

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SABRE hyperpolarized anticancer agents for use in 1H MRI

Abstract: This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

Cited by 5 publications

References 91 publications

SABRE hyperpolarized anticancer agents for use in 1H MRI

SABRE hyperpolarized anticancer agents for use in 1H MRI

MR beyond diagnostics at the ESMRMB annual meeting: MR theranostics and intervention

SABRE-SHEATH Hyperpolarization of [1,5-13C2]Z-OMPD for Noninvasive pH Sensing

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Product

Resources

About

SABRE hyperpolarized anticancer agents for use in ¹H MRI

SABRE hyperpolarized anticancer agents for use in ¹H MRI

SABRE hyperpolarized anticancer agents for use in ¹H MRI

SABRE-SHEATH Hyperpolarization of [1,5-¹³C₂]Z-OMPD for Noninvasive pH Sensing