title: An amphiphilic, catalytically active, vitamin B12 derivative.
abstract: We performed the reaction of vitamin B12 with N,N-dimethylformamide dimethyl acetal for primary amide activation, and added MeOH as a nucleophile, to afford cobalester, the first amphiphilic cobalamin derivative. The unique combination of redox properties and solubility represents an asset for its use as a catalyst in C-C bond forming reactions.
authors.affiliation: Institute of Organic Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. dorota.gryko@icho.edu.pl.
authors.forename: M
authors.initials: M
authors.lastname: Giedyk
authors.forename: S N
authors.initials: SN
authors.lastname: Fedosov
authors.forename: D
authors.initials: D
authors.lastname: Gryko
mesh_terms: D002384:Catalysis; D003038:Cobamides / Q000032:analysis / Q000737:chemistry / Q000378:metabolism; D004126:Dimethylformamide / Q000031:analogs & derivatives / Q000032:analysis / Q000737:chemistry / Q000378:metabolism; D010084:Oxidation-Reduction; D013501:Surface-Active Agents / Q000032:analysis / Q000737:chemistry* / Q000378:metabolism; D014805:Vitamin B 12 / Q000032:analysis / Q000737:chemistry* / Q000378:metabolism; D014961:X-Ray Diffraction
chemical_list: D003038:Cobamides; D013501:Surface-Active Agents; C017142:cobinamide; C022083:dimethylformamide-dimethylacetal; D004126:Dimethylformamide; D014805:Vitamin B 12