Selective Transport of ATP across a Phospholipid Bilayer by a Molecular Umbrella

Acylation of each primary group of spermidine with cholic acid, followed by acylation of the secondary amino group using an activated form of N α,N δ,N ω-tri-CBZ-l-arginine, and subsequent hydrogenolysis, afforded a conjugate (i.e., 1) which readily transports adenosine 5-triphosphate, but not gluta...

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Veröffentlicht in:	Journal of the American Chemical Society 2003-04, Vol.125 (15), p.4436-4437
Hauptverfasser:	Janout, Vaclav, Jing, Bingwen, Staina, Irina V, Regen, Steven L
Format:	Artikel
Sprache:	eng
Schlagworte:	Adenosine Triphosphate - chemistry Adenosine Triphosphate - metabolism Analytical biochemistry: general aspects, technics, instrumentation Analytical, structural and metabolic biochemistry Arginine - analogs & derivatives Arginine - chemistry Biological and medical sciences Biological Transport Cholic Acids - chemistry Drug Carriers Fundamental and applied biological sciences. Psychology Glutathione - chemistry Glutathione - metabolism Lipid Bilayers - chemistry Lipid Bilayers - metabolism Phosphatidylcholines - chemistry Phosphatidylglycerols - chemistry Phospholipids - chemistry Phospholipids - metabolism Spermidine - analogs & derivatives Spermidine - chemistry
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Zusammenfassung:	Acylation of each primary group of spermidine with cholic acid, followed by acylation of the secondary amino group using an activated form of N α,N δ,N ω-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.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja0291336