Structure of Hydroxyproline-arabinoside from Tobacco Cells

Abstract

The hydroxyprolyl tri and tetraarabinosides were isolated from a cell wall preparation of cultured tobacco cells by alkali hydrolysis, gel filtration and ion-exchange chromatography. The structures of the 2 hydroxyproline-arabinosides (Ara3-Hyp [hydroxyproline] and Ara4-Hyp) were determined, by analysis of controlled Smith-degradation products and measurements of PMR spectra and optical rotation, to be .beta.-L-Araf[arabinofuranose]-(1 .fwdarw. 2)-.beta.-L-Araf-(1 .fwdarw. 2)-.beta.-L-Araf-(1 .fwdarw. 4)-Hyp and .beta.-L-Araf-(1 .fwdarw. 3)-.beta.-L-Araf-(1 .fwdarw. 2)-.beta.-L-Araf-(1 .fwdarw. 2)-.beta.-L-Araf-(1 .fwdarw. 4)-Hyp, respectively.