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含芳基磷脂酰胆碱类似物的合成 被引量:1

Synthesis of Phosphatidylcholine Analogues Bearing Aromatic Group
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摘要 The acylation reactions of L α Lysophosphatidylcholine(Lyso PC) or L α Glycerophosphorylcholine.CdCl 2(GPC CdCl 2) with fatty acid bearing bulky aromatic group or corresponding anhydride have been investigated. The acylation of Lyso PC with fatty acid bearing bulky aromatic group in the presence of condensing reagent N,N ′ dicyclohexylcarbodiimide(DCC) and catalyst 4 ( N,N ′ dimethylamino) pyridine(DMAP) was found to be more convenient and more efficient than that of Lyso PC with the corresponding fatty acid anhydride prepared prior to acylation(yield 85% to 45%). The poor formation of anhydride from fatty acid is responsible largely for the low yield. It was found that the acylation reaction of Lyso PC or GPC CdCl 2 with fatty acid bearing bulky aromatic group could be accomplished in 85% and 74% yield respectively by using a fatty acid/Lyso PC(or GPC CdCl 2) molar ratio of 4, DMAP/Lyso PC(or GPC CdCl 2) molar ratio of 4 and DCC/fatty acid molar ratio of 0 6 (1 for the acylation of GPC CdCl 2). The procedures described provide significant improvements in yield over methods repor ted . The acylation reactions of L α Lysophosphatidylcholine(Lyso PC) or L α Glycerophosphorylcholine.CdCl 2(GPC CdCl 2) with fatty acid bearing bulky aromatic group or corresponding anhydride have been investigated. The acylation of Lyso PC with fatty acid bearing bulky aromatic group in the presence of condensing reagent N,N ′ dicyclohexylcarbodiimide(DCC) and catalyst 4 ( N,N ′ dimethylamino) pyridine(DMAP) was found to be more convenient and more efficient than that of Lyso PC with the corresponding fatty acid anhydride prepared prior to acylation(yield 85% to 45%). The poor formation of anhydride from fatty acid is responsible largely for the low yield. It was found that the acylation reaction of Lyso PC or GPC CdCl 2 with fatty acid bearing bulky aromatic group could be accomplished in 85% and 74% yield respectively by using a fatty acid/Lyso PC(or GPC CdCl 2) molar ratio of 4, DMAP/Lyso PC(or GPC CdCl 2) molar ratio of 4 and DCC/fatty acid molar ratio of 0 6 (1 for the acylation of GPC CdCl 2). The procedures described provide significant improvements in yield over methods repor ted .
作者 黄雁 Picq,M
出处 《应用化学》 CAS CSCD 北大核心 1999年第5期88-90,共3页 Chinese Journal of Applied Chemistry
关键词 磷脂酰胆碱 磷脂类似物 合成 酰化 phosphatidylcholine,phosphatide analogues,synthesis,acylation
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