Enantiomeric Recognition of D- and L-Lactate by CEST with the Aid of a Paramagnetic Shift Reagent
| Autor: | A. Dean Sherry, André F. Martins, David Esteban-Gómez, Piyu Zhao, Michael Tieu, Lei Zhang, Carlos Platas-Iglesias, Gregory T. McCandless |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
L lactate
Magnetic Resonance Spectroscopy 010405 organic chemistry Stereochemistry Cest mri Chemistry High resolution General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Lanthanoid Series Elements Catalysis Article 0104 chemical sciences Paramagnetism Colloid and Surface Chemistry Reagent Proton NMR Stereoselectivity Indicators and Reagents Lactic Acid Enantiomer |
| Popis: | A previous report demonstrated that EuDO3A could be used as an NMR shift reagent for imaging extracellular lactate produced by cancer cells using CEST imaging. In this work, a series of heptadentate macrocyclic YbDO3A-trisamide complexes with δ-chiral carbons in the three pendant side-arms were examined as shift reagents for lactate detection. High resolution 1H NMR spectra and DFT calculations provided evidence for the formation of stereoselective lactate·YbDO3A-trisamide complexes each with a different CEST signature. This stereoselectivity allowed discrimination of d- versus l-lactate by both high-resolution NMR and CEST. This work demonstrates that lanthanide-based paramagnetic shift reagents can be designed to detect important metabolites by CEST MRI selectively. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|