THE FORMATION OF NOVEL SACCHARINIC ACIDS, 2-C-(2-HYDROXYETHYL)TETRONIC ACIDS, BY ALKALINE DEGRADATION OF LEUCROSE

摘要

Two novel saccharinic acids, 2-C-(2-hydroxyethyl)erythronic and 2-C-(2-hydroxyethyl)threonic acids, were identified as their per(trimethylsilyl) derivatives by GLC-MS after alkaline degradation of leucrose (5-O-alpha-D-glucopyranosyl-D-fructopyranos). The identifications were supported by converting the acids into two different types of 1,4-lactones, that is, 3-(1,2-dihydroxyethyl)-3-hydroxydihydro-2(3-H)-furanone and 3,4-dihydroxy-3-(2-hydroxyethyl)dihydro-2H)-furanone. The novel acids appear to be highly characteristic alkaline degradation products of(1-->5)-linked hexose disaccharides, although several other hydroxy acids were formed and identified as well. (C) 1996 Elsevier Science Ltd. [References: 29]