Nucleic acid base grafted poly(ethylenimine): Polynucleotide analog and therapeutic agent

✍ Scribed by Overberger, C. G. ;Chu, Victor P.

• Publisher: Wiley (John Wiley & Sons)
• Year: 1985
• Weight: 904 KB
• Volume: 13
• Category: Article
• ISSN: 0025-116X
• DOI: 10.1002/macp.1985.020131985103

✦ Synopsis

A b s t r a c t -Poly(N-acyl ethylenimine) o f v a r i o u s molecular weights was synthesized by t h e c a t i o n i c ring-opening p o l y m e r i z a t i o n o f 2-H-2-oxazoline and 2-methyl-2-oxazoline. a f f o r d e d t h e l i n e a r poly(ethy1enimine) which was used i n t h e f o l l o w i n g g r a f t i n g r e a c t i o n s . Vapor pressure osmometry, g e l permeation chromatography and v i s c o s i t y measurements were used t o c h a r a c t e r i z e t h e polymers synthesized. Potassium 2-(cytos-1 -yl )propanoate and potassium 3-(cytos-1 -yl )butanoate were synthesized i n good y i e l d from t h e n u c l e i c a c i d base. These c y t o s y l pendant groups were g r a f t e d onto t h e p o l y ( e t h y 1enimi ne) u s i n g 4-chl oro-1-(4-chlorobenzenesul f o n y l ) b e n z o t r i azole, 90% g r a f t , and norborn-5-ene-2.3-carboximido diphenyl phosphate, 70% g r a f t . G r a f t i n g o f t h e 2-butoxycarbonyl and n-butoxycarbonyl p r o t e c t e d c y t o s y l pendant groups r e s u l t e d i n a 47% g r a f t . Hypochromicity s t u d i e s i n d i c a t e d an ordered