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.
Chemphyschem. 2021 Jun 4;22(11):1059-1064. doi: 10.1002/cphc.202100165. Epub 2021 May 11.
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) (mirfentanil) (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.
米拉芬太尼是一种芬太尼衍生物,作为 μ 阿片受体部分激动剂,通过基于 para-氘的信号放大可逆交换(SABRE)技术进行超极化。[Ir(IMes)(COD)Cl](IMes=1,3-双(2,4,6-三甲基苯基)咪唑-2-亚基,COD=环辛二烯)被用作极化转移催化剂。在 6.5 mT 下进行极化转移后,吡嗪质子的增强倍数为 78 倍(极化,P=0.04%)。基于观察到δ-22.9(与米拉芬太尼反式)和-24.7(与甲醇反式)处的两个氢化物,提出形成[Ir(IMes)(H)(米拉芬太尼)(甲醇)]络合物。在米拉芬太尼和海洛因的混合物中,前者可以使用 SABRE 在浓度低于 1%w/w 的情况下检测到。在分析的最低浓度下,存在的米拉芬太尼量为 0.18mg(812μM),并产生了-867 倍的信号增强(P=0.42%)。在 6.5 mT 下进行极化转移后。