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Hyperpolarisation of Mirfentanil by SABRE in the Presence of Heroin |
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| Authors: | Dr Thomas B R Robertson Dr Nicolas Gilbert Dr Oliver B Sutcliffe Dr Ryan E Mewis |
| Institution: | 1. Department of Natural Sciences, Manchester Metropolitan University, John Dalton Building, Chester St., Manchester, M1 5GD UK
Current address: School of Chemistry, University of Southampton, SO17 1BJ Southampton, UK;2. Department of Natural Sciences, Manchester Metropolitan University, John Dalton Building, Chester St., Manchester, M1 5GD UK MANchester DRug Analysis and Knowledge Exchange (MANDRAKE), Manchester Metropolitan University, John Dalton Building, Chester St., Manchester, M1 5GD UK;3. Department of Natural Sciences, Manchester Metropolitan University, John Dalton Building, Chester St., Manchester, M1 5GD UK |
| Abstract: | Mirfentanil, a fentanyl derivative that is a μ-opioid partial agonist, is hyperpolarised via Signal Amplification By Reversible Exchange (SABRE), a para-hydrogen-based technique. Ir(IMes)(COD)Cl] (IMes=1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene, COD=cyclooctadiene) was employed as the polarisation transfer catalyst. Following polarisation transfer at 6.5 mT, the pyrazine-protons were enhanced by 78-fold (polarisation, P=0.04 %). The complex Ir(IMes)(H)2(mirfentanil)2(MeOH)]+ is proposed to form based on the observation of two hydrides at δ ?22.9 (trans to mirfentanil) and ?24.7 (trans to methanol). In a mixture of mirfentanil and heroin, the former could be detected using SABRE at concentrations less than 1 % w/w. At the lowest concentration analyzed, the amount of mirfentanil present was 0.18 mg (812 μM) and produced a signal enhancement of ?867-fold (P=0.42 %). following polarisation transfer at 6.5 mT. |
| Keywords: | Mirfentanil hyperpolarisation SABRE NMR opioid |