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Hyperpolarization of Pyridyl Fentalogues by Signal Amplification By Reversible Exchange (SABRE).
ChemistryOpen ( IF 2.5 ) Pub Date : 2019-11-08 , DOI: 10.1002/open.201900273
Thomas B R Robertson 1 , Lysbeth H Antonides 1, 2 , Nicolas Gilbert 1, 3 , Sophie L Benjamin 4 , Stuart K Langley 1 , Lindsey J Munro 1 , Oliver B Sutcliffe 1, 3 , Ryan E Mewis 1
Affiliation  

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.

中文翻译:


通过可逆交换信号放大 (SABRE) 实现吡啶基芬太洛酮的超极化。



芬太尼,也被称为“头奖”,是一种合成阿片类药物,其效力比吗啡强 50 至 100 倍。秘密实验室生产芬太尼类似物,称为芬太尼衍生物,以规避有关其生产的立法。合成了三种吡啶基芬塔洛酮,然后通过可逆交换信号放大 (SABRE) 进行超极化,以评估该技术的法医潜力。吡啶基1 H 核在 1.4 T 时记录到最大增强 ‐168 倍。对三种芬塔洛酮的活化参数的研究表明,配合物中反式与氢化物的配体损失与氢化物损失的比率 [Ir(IMes)(L) 3 (H) 2 ] + (IMes=1,3- bis (2 ,4,6-三甲基苯基)咪唑-2-亚基)的范围为0.52至1.83。在地球磁场中执行 SABRE 后,拥有最接近 1 比率的芬塔罗格产生了最大的增强。可以从主要由海洛因(97:3 海洛因:芬塔洛酮)组成的基质中选择性地超极化吡啶基芬塔洛酮,以验证 SABER 作为法医工具的用途。
更新日期:2019-11-08
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