Abstract

A branched-chain acidic monosaccharide, 3- C-carboxy-5-deoxy- l-xylose, has been identified for the first time as a component of plant cell-walls. This sugar was first observed as a constituent of rhamnogalacturonan II, a primary cell-wall, pectic polysaccharide. The sugar was shown to be a 3- C-carboxy-5-deoxypentose by nuclear magnetic resonance spectroscopy and mass spectrometry of the underivatized sugar and of several derivatives. X-Ray crystallography of one of the derivatives confirmed these structural features, and established that the sugar has the xylo configuration. The absolute configuration of the sugar was elucidated by the identification of l-lactic acid as the major product of periodate oxidation of the methyl glycoside. “Aceric acid” (AceA) has been proposed as a trivial name for this, the first branched-chain, acidic sugar to be found as a natural product.

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