Kramp W, Pieroni G, Pinckard R N, Hanahan D J
Chem Phys Lipids. 1984 May;35(1):49-62. doi: 10.1016/0009-3084(84)90032-x.
In a study designed to explore the physical chemical characteristics of platelet activating factor (PAF), or 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine, the critical micellar concentration of this compound, as well as the propionyl, butyryl and hexanoyl homologs was determined. In addition, an analogous series of compounds, in which the 1-O-alkyl was replaced by a 1-O-hexadecanoyl or a 1-O-octadecanoyl group, were examined for their critical micellar concentration. A variety of analytical techniques including NMR, gas liquid chromatography, infra-red spectrometry, thin layer chromatography, phosphorus, choline, glyceryl ether and fatty acid analyses were used to confirm the high purity of the individual derivatives. A dye binding assay and a surface tension technique were compared as to their suitability for determination of the critical micellar concentration of these compounds. Whereas the dye binding method proved highly variable, the surface tension procedure proved to be a facile, reproducible technique and was the assay of choice. The critical micellar concentration of the 1-O-alkyl and the 1-O-acyl derivatives showed comparable values for each short chain substituent at carbon 2, with values, in microM, ranging from 1.3 +/- 0.03 for 1-O-hexadecanoyl-2-acetyl-sn-glycero-3-phosphocholine and 1.1 +/- 0.10 for 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine to 0.22 +/- 0.01 for 1-O-hexadecanoyl-2-hexanoyl-sn-glycero-3-phosphocholine and 0.18 +/- 0.03 for 1-O-hexadecyl-2-hexanoyl-sn-glycero-3-phosphocholine. The data show that at the molar concentration usually employed in biological studies with these compounds, i.e., 1 X 10(-7) to 10(-11) M, one can assume that they will be present as monomolecular species. Thus, it seems unlikely that the widely diverse biological activities of these compounds can be explained by this physical parameter.
在一项旨在探究血小板活化因子（PAF）或1-O-烷基-2-乙酰基-sn-甘油-3-磷酸胆碱的物理化学特性的研究中，测定了该化合物以及丙酰基、丁酰基和己酰基同系物的临界胶束浓度。此外，还研究了一系列类似化合物，其中1-O-烷基被1-O-十六酰基或1-O-十八酰基取代，并测定了它们的临界胶束浓度。使用了多种分析技术，包括核磁共振（NMR）、气液色谱、红外光谱、薄层色谱、磷、胆碱、甘油醚和脂肪酸分析，以确认各个衍生物的高纯度。比较了染料结合测定法和表面张力技术用于测定这些化合物临界胶束浓度的适用性。结果表明，染料结合法的结果差异很大，而表面张力法是一种简便、可重复的技术，是首选的测定方法。1-O-烷基和1-O-酰基衍生物的临界胶束浓度在碳2处的每个短链取代基显示出可比的值，以微摩尔计，范围从1-O-十六酰基-2-乙酰基-sn-甘油-3-磷酸胆碱的1.3±0.03和1-O-十六烷基-2-乙酰基-sn-甘油-3-磷酸胆碱的1.1±0.10到1-O-十六酰基-2-己酰基-sn-甘油-3-磷酸胆碱的0.22±0.01和1-O-十六烷基-2-己酰基-sn-甘油-3-磷酸胆碱的0.18±0.03。数据表明，在这些化合物的生物学研究中通常使用的摩尔浓度，即1×10⁻⁷至10⁻¹¹M，可以假定它们将以单分子形式存在。因此，这些化合物广泛多样的生物学活性似乎不太可能用这个物理参数来解释。
