The acetylation of O-3 of galacturonic acid in the rhamnose-rich portion of pectins

Abstract Treatment of cell walls isolated from carrot, cotton, tobacco, and tomato with anhydrous hydrogen fluoride (HF) at −23° generated a high yield of disaccharides of galacturonic acid and rhamnose from the backbone of the rhamnose-rich region of the pectins. 1 H-N.m.r. analysis showed ∼30 percent of the disaccharides to be acetylated at a unique location. Two-dimensional 1 H- 1 H homonuclear-correlation n.m.r. spectroscopy indicated this to be O-3 of galacturonic acid. During reaction in the HF, the disaccharides were quantitatively converted into the 3- O -acetylated and nonacetylated α- d -galactopyranosyluronic acid β- l -rhamnopyranose 1,2′:2,1′-dianhydride.

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