Weisser M, Vieth M, Stolte M, Riederer P, Pfeuffer R, Leblhuber F, Spiteller G
Lehrstuhl für Organische Chemie, Universität Bayreuth, Germany.
Chem Phys Lipids. 1997 Nov 19;90(1-2):135-42. doi: 10.1016/s0009-3084(97)00089-3.
Plasmalogens-substantial compounds of brain tissue--suffer degradation either by hydrolysis under production of aldehydes or by oxidation with lipid peroxylradicals by generation of plasmalogen epoxides. The latter react by addition of pentafluorobenzylhydroxylamine HCl (PFBHA HCL) under hydrolysis to alpha-hydroxyaldehydes which are immediately transformed to pentafluorobenzyloximes (PFBO). Likewise, free aldehydes are transformed to PFBO-derivatives. PFBO-derivatives of free aldehydes and PFBO-derivatives of alpha-hydroxyaldehydes were extracted and after trimethylsilylation quantified by GC/FID and by GC/MSD. The remaining aqueous phase, containing plasmalogens besides other lipids, was hydrolyzed by treatment with acid. The hydrolysis products of plasmalogens, long chain aldehydes, react with PFBHA HCl to produce PFBO-derivatives. These were also quantified by GC/FID. This method allows the quantification of plasmalogens, free aldehydes and plasmalogenepoxides in human brain samples to study changes in the relation of these compounds with increasing age. While the ratio of plasmalogens in respect to derived aldehydes seems to remain constant during life time, the quotient of plasmalogenepoxides to plasmalogens increases with age, indicating that lipid peroxidation processes are involved in the damage of plasmalogens in the brain of aged individuals, starting at an age of about 70 years.
缩醛磷脂是脑组织的重要组成成分,它会通过水解生成醛类的方式发生降解,或者被脂质过氧自由基氧化生成缩醛磷脂环氧化物。后者在水解条件下与五氟苄基羟胺盐酸盐(PFBHA HCl)反应生成α-羟基醛,α-羟基醛会立即转化为五氟苄基肟(PFBO)。同样,游离醛也会转化为PFBO衍生物。游离醛的PFBO衍生物和α-羟基醛的PFBO衍生物经萃取后,通过三甲基硅烷化处理,再用气相色谱/氢火焰离子化检测器(GC/FID)和气相色谱/质谱检测器(GC/MSD)进行定量分析。剩余的水相除了含有其他脂质外还含有缩醛磷脂,用酸处理使其水解。缩醛磷脂的水解产物长链醛与PFBHA HCl反应生成PFBO衍生物。这些也通过GC/FID进行定量分析。该方法能够对人脑样本中的缩醛磷脂、游离醛和缩醛磷脂环氧化物进行定量分析,以研究这些化合物之间的关系随年龄增长的变化。虽然缩醛磷脂与衍生醛的比例在一生中似乎保持恒定,但缩醛磷脂环氧化物与缩醛磷脂的比值随年龄增长而增加,这表明脂质过氧化过程参与了老年个体大脑中缩醛磷脂的损伤,这种损伤大约从70岁开始。