Institute for Protein Research, Osaka University, Osaka 565-0871, Japan.
Department of Biological Sciences, School of Science, University of Tokyo, Tokyo 113-0033, Japan.
J Lipid Res. 2020 Apr;61(4):570-579. doi: 10.1194/jlr.D119000588. Epub 2020 Feb 26.
Steroids that contain a 3-hydroxyl group (3-OH steroids) are widely distributed in nature. During analysis with ESI-MS, they easily become dehydrated while in the protonated form, resulting in the production of several precursor ions and leading to low sensitivity of detection. To address this analytical challenge, here, we developed a method for the quantitation of 3-OH steroids by LC-MS/MS coupled with post-column addition of lithium (Li) ions to the mobile phase. The Li ion has a high affinity for the keto group of steroids, stabilizing their structures during ionization and permitting detection of analytes exclusively as the lithiated form. This not only improved the intensities of the precursor ions, but also promoted the formation of typical lithiated fragment ions. This improvement made the quantitation by multiple reaction monitoring more sensitive and reliable, as evidenced by 1.53-188 times enhanced detection sensitivity of 13 steroids that contained at least one keto and two hydroxyl groups or one keto and one 5-olefinic double bond, among 16 different 3-OH steroids. We deployed our newly developed method for profiling steroids in mouse brain tissue and identified six steroids in one tissue sample. Among these, 16-hydroxyestrone, tetrahydrocorticosterone, and 17α-hydroxypregnenolone were detected for the first time in the mouse brain. In summary, the method described here enables the detection of lithiated steroids by LC-MS/MS, including three 3-OH steroids not previously reported in the mouse brain. We anticipate that this new method may allow the determination of 3-OH steroids in different brain regions.
含有 3-羟基(3-OH)基团的类固醇广泛存在于自然界中。在使用电喷雾离子化质谱(ESI-MS)进行分析时,它们在质子化形式下容易脱水,从而产生多个前体离子,导致检测灵敏度降低。为了解决这一分析挑战,我们开发了一种通过 LC-MS/MS 结合流动相中添加锂离子(Li)来定量 3-OH 类固醇的方法。Li 离子与类固醇的酮基具有高亲和力,在电离过程中稳定其结构,并允许仅以锂化形式检测分析物。这不仅提高了前体离子的强度,还促进了典型的锂化碎片离子的形成。这种改进使通过多反应监测进行定量更加敏感和可靠,在 16 种不同的 3-OH 类固醇中,至少含有一个酮基和两个羟基或一个酮基和一个 5-烯键的 13 种类固醇的检测灵敏度提高了 1.53-188 倍,这一点得到了证明。我们将新开发的方法用于检测小鼠脑组织中的类固醇,并在一个组织样本中鉴定出六种类固醇。在这些类固醇中,首次在小鼠脑中检测到 16-羟基雌酮、四氢皮质酮和 17α-羟孕烯醇酮。总之,这里描述的方法通过 LC-MS/MS 能够检测到锂化类固醇,包括以前在小鼠脑中未报道过的三种 3-OH 类固醇。我们预计,这种新方法可能允许在不同脑区中测定 3-OH 类固醇。