Akter Shamoli, Nishimukai Megumi, Yamada Miwa, Kashiwagi Akiko
The United Graduate School of Agricultural Science, Iwate University, Ueda-3, Morioka, Iwate, 020-8550, Japan.
Faculty of Agriculture, Iwate University, Ueda-3, Morioka, Iwate, 020-8550, Japan.
Biotechnol Lett. 2025 Sep 8;47(5):98. doi: 10.1007/s10529-025-03638-9.
Plasmalogens are a subclass of glycerophospholipids characterized by a vinyl-ether bond at the sn-1 position; they play several physiological roles including membrane stabilization, antioxidant activity, and signal transduction. While choline, ethanolamine, serine, and glycerol plasmalogens (PlsCho, PlsEtn, PlsSer, and PlsGro) are naturally abundant, inositol plasmalogens (PlsIns) are rare. In contrast to the limited occurrence of PlsIns, phosphatidylinositol is a biologically crucial lipid, and its enzymatic biosynthesis from phosphatidylcholine has been extensively studied. Given that inositol itself is known to exert a range of physiological effects, it is reasonable to expect that PlsIns may also possess distinctive biological functions. Here, we report the first enzymatic synthesis of PlsIns using a phospholipase D-mediated transphosphatidylation reaction. Plasmalogen substrates-PlsEtn from Selenomonas ruminantium and both PlsEtn and PlsCho from chicken breast-were successfully converted to novel PlsIns species in the presence of myo-inositol. The resulting plasmalogens were detected by liquid chromatography-tandem mass spectrometry, confirming the introduction of the inositol moiety into the head group region. The results indicated that our method can be applied to different types of plasmalogens with different head groups and fatty acid profiles, including chain length and degree of unsaturation. This finding opens new avenues for exploring PlsIns and their potential biosignificance.
缩醛磷脂是甘油磷脂的一个亚类，其特征在于sn-1位上有一个乙烯基醚键；它们具有多种生理作用，包括膜稳定、抗氧化活性和信号转导。虽然胆碱、乙醇胺、丝氨酸和甘油缩醛磷脂（PlsCho、PlsEtn、PlsSer和PlsGro）天然丰富，但肌醇缩醛磷脂（PlsIns）却很罕见。与PlsIns的有限存在相反，磷脂酰肌醇是一种生物学上至关重要的脂质，其从磷脂酰胆碱的酶促生物合成已得到广泛研究。鉴于肌醇本身已知会发挥一系列生理作用，因此可以合理预期PlsIns也可能具有独特的生物学功能。在此，我们报道了使用磷脂酶D介导的转磷脂酰化反应首次酶促合成PlsIns。在肌醇存在下，来自反刍月形单胞菌的缩醛磷脂底物PlsEtn以及来自鸡胸肉的PlsEtn和PlsCho均成功转化为新型PlsIns种类。通过液相色谱 - 串联质谱法检测得到的缩醛磷脂，证实了肌醇部分引入到头部基团区域。结果表明，我们的方法可应用于具有不同头部基团和脂肪酸谱（包括链长和不饱和度）的不同类型缩醛磷脂。这一发现为探索PlsIns及其潜在的生物意义开辟了新途径。
