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Hyperpolarization of Pyridyl Fentalogues by Signal Amplification By Reversible Exchange (SABRE)
- Source :
- ChemistryOpen, Vol 8, Iss 12, Pp 1375-1382 (2019), ChemistryOpen
- Publication Year :
- 2019
- Publisher :
- Wiley, 2019.
-
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.<br />No more hiding for pyridyl fentalogues! The hyperpolarization technique SABRE (signal amplification by reversible exchange) is utilised for the successful enhancement of 1H NMR signals of pyridyl functionalised fentalogues. We further demonstrate the successful selective polarization of one the fentalogues against a strong background‐signal of heroin.
- Subjects :
- fentalogues
Full Paper
010405 organic chemistry
Chemistry
Hydride
General Chemistry
Full Papers
Hyperpolarization (biology)
010402 general chemistry
fentanyl
01 natural sciences
Medicinal chemistry
NMR
3. Good health
0104 chemical sciences
lcsh:Chemistry
IMes
chemistry.chemical_compound
lcsh:QD1-999
hyperpolarisation
exchange dynamics
Signal amplification
Subjects
Details
- ISSN :
- 21911363
- Volume :
- 8
- Database :
- OpenAIRE
- Journal :
- ChemistryOpen
- Accession number :
- edsair.doi.dedup.....27e50e1b077783074cbf08b33593aa15