Polycations. 19. The synthesis of symmetrical dicationic lipids with internal dimethylazonia functionalities separated by a spacer unit and pendant chains.
Herein is reported the preparation of several series of symmetrical polyammonium salts that serve as cationic lipids or precursors thereof, and are structurally based on several series of parent diamines where dimethylazonia functionalities are present, separated by a central structural unit, and pendant terminal chains. The resultant materials are of significant interest for a variety of purposes, such as serving as antihydrophobic species and as transfectins, the details of which are provided in separate reports. Attempts to effect selective alkylation to provide the corresponding unsymmetrical cationic lipids were without success, always leading to relatively useless mixtures of products.
Department of Chemistry and Biochemistry, Queens College of CUNY, 65-30 Kissena Boulevard, Flushing, NY 11367, USA. robert.engel@qc.cuny.edu
Robert
R
Engel
Jaimelee Iolani
JI
Rizzo
Diego
D
Montenegro
Jay
J
Leb
Delroy
D
Coleman
Carolyn
C
Hong
Herby
H
Jeanty
Marie
M
Thomas
D003959:Diamines / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D008055:Lipids / Q000138:chemical synthesis* / Q000737:chemistry; D011073:Polyamines / Q000138:chemical synthesis* / Q000737:chemistry; D000071228:Polyelectrolytes; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D003959:Diamines; D008055:Lipids; D011073:Polyamines; D000071228:Polyelectrolytes; D000644:Quaternary Ammonium Compounds