Properties of self-assembled aggregates of fluoroalkyl end-capped oligomers

Citation
H. Sawada et T. Kawase, Properties of self-assembled aggregates of fluoroalkyl end-capped oligomers, KOBUNSH RON, 58(6), 2001, pp. 255-266
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
KOBUNSHI RONBUNSHU
ISSN journal
03862186 → ACNP
Volume
58
Issue
6
Year of publication
2001
Pages
255 - 266
Database
ISI
SICI code
0386-2186(2001)58:6<255:POSAOF>2.0.ZU;2-9
Abstract
The molecular assemblies formed in aqueous solutions of fluoroalkyl end-cap ped acrylic acid and sulfonic acid oligomers were able to interact with HIV -I virus leading to more potent inhibitory effects against HIV-I replicatio n. In fluoroalkyl end-capped oligomers containing cationic segments, these oligomers were clarified to exhibit not only a good surfactant property imp arted by fluorine but also an antibacterial activity. A variety of fluoroal kyl end-capped oligomers containing amido segments can easily form the mole cular aggregates in water, and calcium ions were found to act as guest mole cules for these fluorinated aggregates. In particular, self-assembled aggre gates of fluoroalkyl end-capped N-(1,1-dimethyl-3-oxobutyl) acrylamide olig omers can recognize selectively hydrophilic amino and N,N-dimethylamino com pounds. Luminol was also clarified to become a potential guest molecule for these fluorinated molecular aggregates to enhance chemiluminescence intens ity. Moreover, these fluorinated aggregates selectively immobilize cytochro me c, and immobilized cytochrome c retains its catalytic activity for oxida tion of guaiacol with hydrogen peroxide. A fluoroalkanoyl peroxide was also demonstrated to become a convenient tool for the preparation of novel wate r-soluble fluoroalkyl end-capped cooligomer-bound antitumor agents such as 5-fluorouracil. and this cooligomer had a remarkably strong interaction wit h DNA.