Oette K, Tschung T S
Hoppe Seylers Z Physiol Chem. 1980 Aug;361(8):1179-91.
From L-serine 2-(linoleoylamino)-1,3-propanediol, a monoglyceride analogue, was synthesized and characterized by thin-layer and gas chromatography, infra red spectroscopy and mass spectrometry. After oral application to rats there was an accumulation, almost exclusively in the liver, of triglyceride, diglyceride, phosphatidylcholine and phosphatidylethanolamine analogues with amide-bound linoleic acid. Small amounts of triglyceride analogues could also be detected in the adipose tissue. The analogues were chromatographically isolated using in addition enzymatic and non-enzymatic hydrolysis procedures. Results disclosed that the amide-bound fatty acid of 2-(linoleoylamino)-1,3-propanediol can be absorbed and metabolized intact. Phosphoglyceride analogues are probably formed by the CDP-choline and CDP-ethanolamine pathway fromdiglyceride analogues. Phosphatidylcholine and its analogues disclosed a similar composition of the 1-O-acyl fatty acids. Apparently analogues have in vivo similar substrate properties to hydrolases and acyltransferases as their natural counterparts.
从L-丝氨酸合成了单甘油酯类似物2-(亚油酰氨基)-1,3-丙二醇,并通过薄层色谱、气相色谱、红外光谱和质谱对其进行了表征。给大鼠口服后,肝脏中几乎只积累了带有酰胺键合亚油酸的甘油三酯、甘油二酯、磷脂酰胆碱和磷脂酰乙醇胺类似物。在脂肪组织中也能检测到少量的甘油三酯类似物。此外,还使用酶促和非酶促水解程序对类似物进行了色谱分离。结果表明,2-(亚油酰氨基)-1,3-丙二醇的酰胺键合脂肪酸可以完整地被吸收和代谢。磷脂甘油类似物可能由甘油二酯类似物通过CDP-胆碱和CDP-乙醇胺途径形成。磷脂酰胆碱及其类似物的1-O-酰基脂肪酸组成相似。显然,类似物在体内与水解酶和酰基转移酶的天然对应物具有相似的底物特性。