Dimeric nature of the aldehyde produced from methyl β-D-galactopyranoside by D-galactose oxidase

Autor: Arthur S. Perlin, Asafu Maradufu
Rok vydání: 1974
Předmět:
Zdroj: Carbohydrate Research. 32:127-136
ISSN: 0008-6215
DOI: 10.1016/s0008-6215(00)82469-6
Popis: Methyl β- D - galacto -hexodialdo-1,5-pyranoside ( 2 ), produced by the action of D -galactose oxidase on methyl β- D -galactopyranoside, has been characterized in a dimeric form. Structural examination of the peracetate of this dimer by p.m.r. spectroscopy and by analysis of its mass-spectral fragmentation-patterns showed that 2 behaves as a β-hydroxy aldehyde, engaging in unsymmetrical dimerization via the 4 and 6 positions; this involves creation of a 1,3-dioxane ring as a bridge between the two units of the dimer. Aldehyde 2 also undergoes ready α,β-elimination.
Databáze: OpenAIRE