Douglas-FIR Bark. II. Isolation and Characterization of A Glucomannan

Authors

  • E. C. Fernandez
  • Murray L. Laver

Keywords:

Douglas-fir bark, hemicellulose, glucomannan, holocellulose

Abstract

A glucomannan has been isolated from the holocellulose fraction of the inner bark of Douglas-fir [Pseudotsuga menziesii (Mirb.) Franco], and its structure and physical constants have been determined. The molar ratio of o-mannose, d-glucose, and d-galactose was 2:1:0.3. The glucomannan was completely methylated and hydrolyzed. Gas-liquid chromatographic and mass spectrometric analyses showed the presence of 2,3,4,6-tetra-, 2,3,6-tri-, and 2,3-di-O-methyl-d-glucopyranose, 2,3,6-tri- and 2,3-di-O-methyl-d-mannopyranose, and 2,3,4,6-tetra-O-methyl-d-galactopyranose. The proposed glucomannan structure consists of a linear chain of β-d-(1 → 4)-linked mannose and glucose units with α-d-(1 → 6)-linked galactose as intermittent, single-unit branches. The structural and physical properties of this glucomannan place it within the alkali-soluble family of polysaccharides known to be contained in the wood of all gymnosperms.

References

Beélik, A., R. J. Conca, J. K. Hamilton, and E. V. Partlow. 1967. Selective extraction of hemicelluloses from softwoods. Tappi 50:78-81.nBjorndal, H., B. Lindberg, and S. Svensson. 1967. Mass spectrometry of partially methylated alditol acetates. Carbohydr. Res. 5:433-440.nBoggs, L. L., S. Cuendet, I. Ehrenthal, R. Koch, and F. Smith. 1950. Separation and identification of sugars using paper chromatography. Nature 166:520-521.nBorchardt, L. G., and C. V. Piper. 1970. A gas chromatographic method for carbohydrates as alditol acetates. Tappi 53:257-260.nBrowning, B. L. 1967. Methods of wood chemistry, vol. II. Interscience Publishers, New York, NY.nGoldschmid, O. 1971. Ultraviolet spectra. Pages 241-266 in K. V. Sarkanen and C. H. Ludwig, eds. Lignins, occurrence, formation, structure and reactions. Wiley-Interscience, New York, NY.nHakomori, S. 1964. A rapid permethylation of glycolipid and polysaccharide catalyzed by methyl-sulfinyl carbanion in dimethyl sulfoxide. J. Biochem. 55:205-208.nHansson, J. A., and N. Hartler. 1970. Alkaline degradation of pine glucomannan. Holzforschung 24:54-59.nHarwood, V. D. 1973. Studies on the cell wall polysaccharides of Pinus radiata. II. Structure of a glucomannan. Svensk Papperstidn. 76:377-379.nHenley, D. 1960. The cellulose solvent cadoxen, a preparation, and viscosimetric relationship with cupriethylene-diamine. Svensk Papperstidn. 63:143-146.nHirst, E. L., and J. K. N. Jones. 1949. The application of partition chromatography to the separation of sugars and their derivatives. Discuss. Faraday Soc. 7:268-274.nHirst, E. L., and E. Percival. 1965. Methylation of polysaccharides and fractionation of the methylated products. Pages 287-296 in R. L. Whistler and M. L. Wolfrom, eds. Methods in carbohydrate chemistry, vol. V. Academic Press, Inc., New York, NY.nHodge, J. E., and B. T. Hofreiter. 1962. Determination of reducing sugars and carbohydrates. Pages 380-394 in R. L. Whistler and M. L. Wolfrom, eds. Methods in carbohydrate chemistry, vol. I. Academic Press, Inc. New York, NY.nHough, L., and J. K. N. Jones. 1962. Chromatography on paper. Pages 21-31 in R. L. Whistler and M. L. Wolfrom, eds. Methods in carbohydrate chemistry, vol. I. Academic Press, Inc., New York, NY.nHumphries, E. C. 1956. Mineral components and ash analysis. Pages 468-502 in K. Paech and M. V. Tracey, eds. Modern methods of plant analysis, vol. I. Springer-Verlag, Berlin, West Germany.nKooiman, P., and G. A. Adams. 1961. Constitution of a glucomannan from tamarack (Larix laricina). Can. J. Chem. 39:889-895.nLaver, M. L., C.-H. Chen, J. V. Zerrudo, and Y.-C. Lai. 1974. Carbohydrates of the inner bark of Pseudotsuga menziesii. Phytochemistry 13:1891-1896.nMeier, H. 1962. On the behavior of wood hemicelluloses under different pulping conditions. Part 2. Spruce hemicelluloses. Svensk Pappenstidn. 65:589-594.nPartridge, S. M. 1949. Aniline hydrogen phthalate as a spraying reagent for chromatography of sugars. Nature 164:443.nSandford, P. A., and H. E. Conrad. 1966. The structure of the Aerobacter aerogenes A3 (SL)npolysaccharide. I. A reexamination using improved procedures for methylation analysis. Biochemistry 5:1508-1517.nTechnical Association of the Pulp and Paper Industry (TAPPI). 1954. Acid insoluble lignin in wood pulp. TAPPI standards and suggested methods T222m-54. New York, NY.nTimell, T. E. 1965. Wood hemicelluloses. Part II. Adv. Carbohydr. Chem. 20:409-483.nWhistler, R. L., J. Backrach, and D. R. Bowman. 1948. Preparation and properties of corn cob holocellulose. Arch. Biochem. 19:25-33.nWolfrom, M. L., M. L. Laver, and D. L. Patin. 1961. Carbohydrates of the coffee bean. II. Isolation and characterization of a mannan. J. Org. Chem. 26:4533-4535.n

Downloads

Published

2007-06-28

Issue

Section

Research Contributions