Hyperpolarization of pyridyl fentalogues by signal amplification by reversible exchange (SABRE)

Robertson, T.B.R., Antonides, L.H., Gilbert, N., Benjamin, S.L. ORCID: 0000-0002-5038-1599, Langley, S.K., Munro, L.J., Sutcliffe, O.B. and Mewis, R.E., 2019. Hyperpolarization of pyridyl fentalogues by signal amplification by reversible exchange (SABRE). ChemistryOpen, 8 (12), pp. 1375-1382. ISSN 2191-1363

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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.

Item Type: Journal article
Description: description
Publication Title: ChemistryOpen
Creators: Robertson, T.B.R., Antonides, L.H., Gilbert, N., Benjamin, S.L., Langley, S.K., Munro, L.J., Sutcliffe, O.B. and Mewis, R.E.
Publisher: Wiley
Date: December 2019
Volume: 8
Number: 12
ISSN: 2191-1363
Identifiers:
NumberType
10.1002/open.201900273DOI
1255133Other
Divisions: Schools > School of Science and Technology
Record created by: Jonathan Gallacher
Date Added: 13 Dec 2019 09:45
Last Modified: 13 Dec 2019 13:04
URI: http://irep.ntu.ac.uk/id/eprint/38858

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