1/1 ADDUCT ION FORMATION OF SIMPLE CARBOHYDRATE-DERIVATIVES WITH CATIONS USING FAB MASS-SPECTROMETRY - COMPARISON OF O-ACETYL, N-BUTYL, AND O-METHYL MODIFICATIONS

The 1:1 adduct ion formation between a series of per-O-acetylated aldopyranoses (family 1) or N-butylated glycosylamines (family 2) and an organic/metallic cation (n-C8H17NH3+/K+ or Li+) has been examined using quantitative FAB mass spectrometry. The per-O-acetyl modifications dramatically lead to negated selectivity of the carbohydrates toward the cation which has been clearly observed in per-O-methyl modifications. On the other hand, the mono-N-butyl modifications provide a similar selectivity pattern to mono-O-methyl ones. These results are understood on the basis of electronic and structural considerations.