Satouchi K, Pinckard R N, McManus L M, Hanahan D J
J Biol Chem. 1981 May 10;256(9):4425-32.
A series of phosphoglycerides containing the same structural unit, 1-O-alkyl-2-acetyl-sn-glycerol, was prepared with the following polar head groups: -3-phosphoric acid (AGEPA), -3-phosphorylethanol (AGEPEt), -3-phosphorylethanolamine (AGEPE), -3-phosphoryl-N-monomethylethanolamine (AGEPMME), -3-phosphoryl-N,N-dimethylethanolamine (AGEPDME), and -3-phosphorylcholine (AGEPC). These compounds were synthesized primarily by phospholipase D modification of AGEPC. The characterization of these derivatives was achieved through thin layer chromatography, infrared spectrometry, gas-liquid chromatography, and combined gas-liquid chromatograph-mass spectrometry. Their ability to induce irreversible aggregation and 50% secretion of serotonin from washed rabbit platelets was investigated. The latter secretory activity, expressed on a molar basis (60 s following platelet stimulation) was shown to be particularly sensitive to the nature of the polar head group as follows: AGEPA, 8.3 X 10(-7) M; AGEPE, 6.8 X 10(-7) M; AGEPEt, 4.0 x 10(-7) M; AGEPMME, 3.7 X 10(-9) M; AGEPDME, 4.5 X 10(-10) M; and AGEPC, 1.8 X 10(-10) M. It was concluded that the polar head group of the various acetyl glyceryl ether phosphoglycerides had an important role in expressing the biological activity of this unique type of phosphoglyceride towards platelets. It appears likely that the polar head group of the various acetyl glyceryl ether phosphoglycerides had an important role in expressing the biological activity of this unique type of phosphoglyceride towards platelets. It appears likely that the recognition site (receptor site) on platelets is more reactive to the dimethylethanolamine or teh quaternary ammonium base, choline, than to any of the other polar head groups under consideration.
制备了一系列含有相同结构单元1-O-烷基-2-乙酰基-sn-甘油的磷酸甘油酯，其极性头部基团如下：-3-磷酸（AGEPA）、-3-磷酸乙醇（AGEPEt）、-3-磷酸乙醇胺（AGEPE）、-3-磷酸-N-单甲基乙醇胺（AGEPMME）、-3-磷酸-N，N-二甲基乙醇胺（AGEPDME）和-3-磷酸胆碱（AGEPC）。这些化合物主要通过AGEPC的磷脂酶D修饰合成。通过薄层色谱、红外光谱、气液色谱和气相色谱-质谱联用对这些衍生物进行了表征。研究了它们诱导洗涤后的兔血小板不可逆聚集和50%血清素分泌的能力。以摩尔为基础表示的后者的分泌活性（血小板刺激后60秒）显示对极性头部基团的性质特别敏感，如下所示：AGEPA，8.3×10⁻⁷ M；AGEPE，6.8×10⁻⁷ M；AGEPEt，4.0×10⁻⁷ M；AGEPMME，3.7×10⁻⁹ M；AGEPDME，4.5×10⁻¹⁰ M；AGEPC，1.8×10⁻¹⁰ M。得出的结论是，各种乙酰甘油醚磷酸甘油酯的极性头部基团在表达这种独特类型的磷酸甘油酯对血小板的生物活性方面具有重要作用。各种乙酰甘油醚磷酸甘油酯的极性头部基团似乎在表达这种独特类型的磷酸甘油酯对血小板的生物活性方面具有重要作用。血小板上的识别位点（受体位点）似乎对二甲基乙醇胺或季铵碱胆碱的反应比对所考虑的任何其他极性头部基团的反应更敏感。
