institute of organic chemistry and Biochemistry aS cr, v.v.i., prague 6, czech republic ABSTRACT Per-2,3-di-O-methyl-and per-2,3-di-O-allyl-β-cyclodextrin duplexes held by two disulfide bonds between their primary faces have been prepared. Permethylation significantly increased the solubility of the cyclodextrin duplexes in a wide range of solvents from water to chlorinated hydrocarbons. Per-2,3-di-O-methylated duplexes are able to form inclusion complexes with organic molecules in aqueous solutions, yet the stability constants are lower by 4-5 orders of magnitude as compared to analogous non-alkylated β-cyclodextrin duplexes.