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

Article abstract of DOI:10.1246/bcsj.65.1275

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.