Synthesis of D-glucose 3- and 6-[2-(perfluoroalkyl)ethyl] phosphates: a new type of anionic surfactant for biomedical use.
D-Glucose 3- and 6-[sodium 2-(perfluoro-hexyl or -octyl)ethyl phosphates) have been synthesized by condensation of 1,2,3,4,-tetra-O-acetyl-beta-D-glucopyranose and 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose with 2-(perfluoroalkyl)ethylphosphoroditriazolides followed by O-deacetylation or deacetalation. The structures of the compounds were established on the basis of 1H-, 19F-, 31P-, and 13C-NMR data. These salts display strong surface activities and appear to have good biocompatibility.
Milius
A
A
Laboratoire de Chimie Moléculaire, Unité de Recherche Associée au C.N.R.S., Nice, France.
Greiner
J
J
Riess
J G
JG
D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry; D001802:Blood Substitutes / Q000138:chemical synthesis* / Q000737:chemistry; D005466:Fluorocarbons / Q000737:chemistry* / Q000627:therapeutic use; D005947:Glucose / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000627:therapeutic use; D013501:Surface-Active Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use
D001672:Biocompatible Materials; D001802:Blood Substitutes; D005466:Fluorocarbons; D013501:Surface-Active Agents; C050455:fluosol; D005947:Glucose