Issue 21, 2023

Parahydrogen hyperpolarized NMR detection of underivatized short oligopeptides

Abstract

Parahydrogen hyperpolarization has evolved into a versatile tool in NMR, allowing substantial sensitivity enhancements in analysis of biological samples. Herein we show how its application scope can be extended from small metabolites to underivatized oligopeptides in solution. Based on a homologous series of alanine oligomers, we report on an experimental and DFT study on the structure of the oligopeptide and hyperpolarization catalyst complexes formed in the process. We demonstrate that alanine oligomers coordinate to the iridium carbene-based catalyst in three different ways, each giving rise to distinctive hydride signals. Moreover, the exact structures of the transient oligopeptide-catalyst complexes are oligomer-specific. This work gives a first insight into how the organometallic iridium-N-heterocyclic carbene-based parahydrogen hyperpolarization catalyst interacts with biopolymers that have multiple catalyst binding sites. A preliminary application example is demonstrated for oligopeptide detection in urine, a complex biological mixture.

Graphical abstract: Parahydrogen hyperpolarized NMR detection of underivatized short oligopeptides

Supplementary files

Article information

Article type
Paper
Submitted
04 aug 2023
Accepted
25 sep 2023
First published
26 sep 2023

Analyst, 2023,148, 5407-5415

Parahydrogen hyperpolarized NMR detection of underivatized short oligopeptides

N. Reimets, K. Ausmees, S. Vija, A. Trummal, M. Uudsemaa and I. Reile, Analyst, 2023, 148, 5407 DOI: 10.1039/D3AN01345F

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