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Hyperpolarization of Pyridyl Fentalogues by Signal Amplification By Reversible Exchange (SABRE) |
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| Authors: | Thomas B R Robertson Lysbeth H Antonides Nicolas Gilbert Dr Sophie L Benjamin Dr Stuart K Langley Dr Lindsey J Munro 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;2. Department of Natural Sciences, Manchester Metropolitan University John Dalton Building, Chester St., Manchester, M1 5GD, UK
Leverhulme Research Centre for Forensic Science, University of Dundee, Dundee, DD1 5EH UK;3. 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;4. School of Science and Technology, Nottingham Trent University, Nottingham, NG11 8NS UK |
| Abstract: | Fentanyl, also known as ‘jackpot’, is a synthetic opiate that is 50–100 times more potent than morphine. Clandestine laboratories produce analogues of fentanyl, known as fentalogues to circumvent legislation regarding its production. Three pyridyl fentalogues were synthesized and then hyperpolarized by signal amplification by reversible exchange (SABRE) to appraise the forensic potential of the technique. A maximum enhancement of -168-fold at 1.4 T was recorded for the ortho pyridyl 1H nuclei. Studies of the activation parameters for the three fentalogues revealed that the ratio of ligand loss trans to hydride and hydride loss in the complex Ir(IMes)(L)3(H)2]+ (IMes=1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene) ranged from 0.52 to 1.83. The fentalogue possessing the ratio closest to unity produced the largest enhancement subsequent to performing SABRE at earth's magnetic field. It was possible to hyperpolarize a pyridyl fentalogue selectively from a matrix that consisted largely of heroin (97 : 3 heroin:fentalogue) to validate the use of SABRE as a forensic tool. |
| Keywords: | NMR fentanyl fentalogues hyperpolarisation exchange dynamics |