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米非他尼的 SABRE 极化在海洛因存在下。

Hyperpolarisation of Mirfentanil by SABRE in the Presence of Heroin.

机构信息

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.

出版信息

Chemphyschem. 2021 Jun 4;22(11):1059-1064. doi: 10.1002/cphc.202100165. Epub 2021 May 11.

Abstract

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.

摘要

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。

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