title: Fluorescent chitosan complex nanosphere diazeniumdiolates as donors and sensitive real-time probes of nitric oxide.
abstract: A new CuFL (2-{2-chloro-6-hydroxy-5-[(2-methyl-quinolin-8-ylamino)-methyl]-3-oxo-3H-xanthen-9-yl}-benzoic acid)-CS (chitosan) NS diazeniumdiolates system consisting of NO donors and highly-sensitive NO probes is reported. FL-CS NS diazeniumdiolates were synthesized by incorporating the fluorescent molecule FL with chitosan (CS) and reacting the resultant FL-CS complex with pressurized NO and dimethyl sulfate (DMS). Then the FL-CS NS diazeniumdiolates were reacted with copper chloride (CuCl(2)) to generate non-fluorescent CuFL-CS NS diazeniumdiolates. The CuFL-CS NS diazeniumdiolates have a spherical outline with a dimension of ca. 250 nm. They have high selectivity for NO over other related substances. The results of in vitro and in vivo experiments indicate that the CuFL-CS NS diazeniumdiolates can release NO under physiological conditions and meanwhile detect the released NO based on the considerable fluorescence increase of the otherwise non-fluorescent system caused by the NO. The good fluorescence stability of the NO-FL-CS NS provides prospects for the CuFL-CS NS diazeniumdiolates in biomedical applications.
authors.affiliation: School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai, 200240, China.
authors.forename: Lianjiang
authors.initials: L
authors.lastname: Tan
authors.forename: Ajun
authors.initials: A
authors.lastname: Wan
authors.forename: Huili
authors.initials: H
authors.lastname: Li
mesh_terms: D000818:Animals; D001391:Azo Compounds / Q000737:chemistry*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D048271:Chitosan / Q000031:analogs & derivatives* / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry; D051379:Mice; D008856:Microscopy, Fluorescence; D054118:Nanospheres / Q000737:chemistry* / Q000633:toxicity; D009569:Nitric Oxide / Q000032:analysis*; D013050:Spectrometry, Fluorescence; D019265:Spectroscopy, Near-Infrared; D013552:Swine; D044004:Xanthones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D005456:Fluorescent Dyes; D044004:Xanthones; C452539:diazeniumdiolate; D009569:Nitric Oxide; D048271:Chitosan