Janout Vaclav, Jing Bingwen, Staina Irina V, Regen Steven L
Department of Chemistry, Lehigh University, Bethlehem, PA 18015, USA.
J Am Chem Soc. 2003 Apr 16;125(15):4436-7. doi: 10.1021/ja0291336.
Acylation of each primary group of spermidine with cholic acid, followed by acylation of the secondary amino group using an activated form of Nalpha,Ndelta,Nomega-tri-CBZ-l-arginine, and subsequent hydrogenolysis, afforded a conjugate (i.e., 1) which readily transports adenosine 5-triphosphate, but not glutathione, across phospholipid bilayers made from 1-palmitoyl-2-oleyol-sn-glycero-3-phosphocholine and 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol.
将亚精胺的每个伯胺基团与胆酸进行酰化反应,接着使用Nα,Nδ,Nω-三-CBZ-L-精氨酸的活化形式对仲氨基进行酰化反应,随后进行氢解反应,得到一种缀合物(即1),该缀合物能够轻易地将5'-三磷酸腺苷而非谷胱甘肽转运穿过由1-棕榈酰-2-油酰基-sn-甘油-3-磷酸胆碱和1-棕榈酰-2-油酰基-sn-甘油-3-磷脂酰甘油制成的磷脂双层。