SYNTHESIS OF PHOSPHOLIPID ANALOGS - VARIATION OF THE P-N DISTANCE

被引:51
作者
DIEMBECK, W [1 ]
EIBL, H [1 ]
机构
[1] MAX PLANCK INST BIOPHYS CHEM, D-3400 GOTTINGEN, FED REP GER
关键词
D O I
10.1016/0009-3084(79)90029-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Phosphatidyl choline analogues with increased phosphate-trimethylammonium distance and phosphatidyl ethanolamine analogues with increased phosphate-ammonium distance were synthesised. The distance was varied by the incorporation of additional methylene groups, from 2 (natural) to 11 CH2-units. The synthesis of the analogues was possible by phosphorylation of 1,2-dipalmitoyl-sn-glycerol with bromoalkylphosphoric acid dichlorides which were obtained from the respective bromoalkanols and phosphorus oxychloride. The resulting bromoalkylesters of 1,2-dipalmitoyl-sn-glycerol were subjected to direct amination with trimethylamine, dimethylamine, methylamine and ammonia to yield the respective phosphatidyl choline and ethanolamine analogues. Chromatographically pure products were obtained in yields of 50 to 70% of the 1,2-diacyl glycerol. © 1979.
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页码:237 / 244
页数:8
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