Synthesis and characterization of nitric oxide generative polyrotaxane.
L-Arginine was immobilized into a supramolecular-structured polyrotaxane to examine the generation of nitric oxide, with a view to improving antithrombosis and the blood compatibility of polymeric biomaterials. L-Arginine was immobilized to the hydroxyl groups of alpha-cyclodextrins in the polyrotaxane via an ester linkage, and the nitric oxide generation and L-arginine release behavior were characterized. L-Arginine-immobilized polyrotaxane was insoluble in water, but was found to generate nitric oxide when placed in Tris-HCI buffer supplemented with activators. L-Arginine-immobilized polyrotaxane exhibited sustained nitric oxide generation for a period of 250 h. L-Arginine was completely released by non-enzymatic hydrolysis from 200 h to 700 h, with a lag-time for the first 200 h. Consequently, after the generation of nitric oxide and the release of L-arginine from the L-arginine-immobilized polyrotaxane, the residual component will be a polyrotaxane with superior biocompatibility and mechanical properties. These results suggest that L-arginine-immobilized polyrotaxane can be useful in a wide range of medical applications, including use as a nitric oxide generative system for antithrombosis, coating and blending materials of hydrophobic extracorporeal circuits, and implantable catheters.
Lee
Won Kyu
WK
School of Materials Science, Japan Advanced Institute of Science and Technology, Tatsunokuchi, Ishikawa 923-1292, Japan.
Kobayashi
Junichi
J
Ooya
Tooru
T
Park
Ki Dong
KD
Yui
Nobuhiko
N
D001120:Arginine / Q000378:metabolism; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000378:metabolism; D002956:Citrulline / Q000378:metabolism; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D009569:Nitric Oxide / Q000378:metabolism*; D019001:Nitric Oxide Synthase / Q000378:metabolism; D020442:Poloxamer / Q000138:chemical synthesis* / Q000378:metabolism*; D043862:Rotaxanes; D047391:alpha-Cyclodextrins
D001672:Biocompatible Materials; D003505:Cyclodextrins; D043862:Rotaxanes; D047391:alpha-Cyclodextrins; C475673:polyrotaxane; D020442:Poloxamer; D002956:Citrulline; D009569:Nitric Oxide; D001120:Arginine; D019001:Nitric Oxide Synthase; C032613:alpha-cyclodextrin