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Isolation and structural characterization of rhamnogalacturonan II-borate complex fromPinus densiflora


A boron-containing pectic polysaccharide was isolated from Driselase digests of akamatsu (Pinus densiflora) cell wall. The boron-containing polysaccharide was purified by successive column chromatography of Cosmosil C18 OPN, DEAE Sepharose FF, and Superdex 75. The complex had 0.12% (w/w) boron (B) and11B-NMR spectroscopy showed the complex to be the tetrahedral diester form of boron. The sugar composition and glycosyl linkage analyses showed that the sugar portion of the complex was rhamnogalacturonan-II (RG-11). The boron-attached glycosyl residue was identified to be 2-O-Me-xylose-containing apiosyl side chain in RG-II. These results established that the location of borate in the cell wall is conserved among dicots, gramineous monocots, and coniferous gymnosperm.


  1. 1.

    Warington K (1923) The effect of boric acid and borax on the broad bean and certain other plants. Ann Bot 37:629–672

    Article  Google Scholar 

  2. 2.

    Loomis WD, Durst RW (1992) Chemistry and biology of boron. Biofactors 3:229–239

    CAS  PubMed  Google Scholar 

  3. 3.

    Kouchi H, Kumazawa K (1975) Anatomical responses of root tips to boron deficiency. II. Effect of boron deficiency on cellular growth and development in root tips. Soil Sci Plant Nutr 21:137–150

    CAS  Article  Google Scholar 

  4. 4.

    Matoh T (1997) Boron in plant cell walls. Plant Soil 193:59–70

    CAS  Article  Google Scholar 

  5. 5.

    Kobayashi M, Matoh T, Azuma J (1996) Two chains of rhamnogalacturonan II are cross-linked by borate-diol ester bonds in higher plant cell walls. Plant Physiol 110:1017–1020

    CAS  Article  PubMed  PubMed Central  Google Scholar 

  6. 6.

    Ishii T, Matsunaga T (1996) Isolation and characterization of a boron-rhamnogalacturonan-II complex from cell walls of sugar beet pulp. Carbohydr Res 284:1–9

    CAS  Article  Google Scholar 

  7. 7.

    Kaneko S, Ishii T, Matsunaga T (1997) A boronrhamnogalacturonan-II complex from bamboo shoot cell walls. Phytochemistry 44:243–248

    CAS  Article  Google Scholar 

  8. 8.

    O'Neill MA, Warrenfeltz D, Kates K, Pellerin P, Doco T, Darvill AG, Albersheim P (1996) Rhamnogalacturonan-II, a pectic polysaccharide in the walls of growing plant cells, forms a dimer that is covalently cross-linked by a borate ester. J Biol Chem 271:22923–22930

    Article  PubMed  Google Scholar 

  9. 9.

    Pellerin P, Doco T, Vidal S, Williams P, Brillouet JM, O'Neill MA (1996) Structural characterization of red wine rhamnogalacturonan II. Carbohydr Res 290:183–197

    CAS  Article  PubMed  Google Scholar 

  10. 10.

    O'Neill M, Albersheim P, Darvill A (1990) The pectic polysaccharides of primary cell walls. In: Dey PM (ed) Methods in plant biochemistry, vol 2. Academic, London, pp 415–441

    Google Scholar 

  11. 11.

    Ishii T, Matsunaga T, Shimokawa T, O'Neil MA, Darvill AG, Albersheim P (1998) The location of borate esters in the rhamnogalacturonan II-borate complex. Presented at the 8th Cell Wall Symposium, Sect 2,2.02

  12. 12.

    Thomas JR, McNeil M, Darvill AG, Albersheim P (1987) Structure of plant cell walls. XIX. Isolation and characterization of wall polysaccharides from suspension cultured Douglas fir cells. Plant Physiol 83:659–671

    CAS  Article  PubMed  PubMed Central  Google Scholar 

  13. 13.

    Edashige Y, Ishii T (1998) Structure of rhamnogalacturonan Il from the cell wall ofxylem differentiating zones ofCryptomeria japonica D. Don. Phytochemistry 49:681–690

    CAS  Article  Google Scholar 

  14. 14.

    York WS, Darvill AG, McNeil M, Stevenson TT, Albersheim P (1985) Isolation and characterization of plant cell walls and cell wall components. Methods Enzymol 118:3–40

    Article  Google Scholar 

  15. 15.

    Ishii T (1995) Isolation and characterization of acetylated rhamnogalacturonan oligomers liberated from bamboo shoot cellwalls by Driselase. Mokuzai Gakkaishi 41:561–572

    CAS  Google Scholar 

  16. 16.

    Dubois M, Giller KA, Hamilton JK, Rebers PA, Smith F (1956) Colorimetric method for determination of sugars and related substances. Anal Chem 28:350–356

    CAS  Article  Google Scholar 

  17. 17.

    York WS, Darvill AG, McNeil M, Albersheim P (1985) 3-Deoxy-d-manno-2-octulosonic acid (KDO) is a component of rhamnogalacturonan II, a pectic polysaccharide in the primary cell walls of plants. Carbohydr Res 138:109–126

    CAS  Article  Google Scholar 

  18. 18.

    Van DM, Peters JA, Kieboom APG, Van BH (1984) Studies on borate esters. I. The pH dependence of the stability of esters of boric acid and borate in aqueous medium as studied by11B NMR. Tetrahedron 40:2901–2911

    Article  Google Scholar 

  19. 19.

    Sanford PA, Conrad HE (1996) The structure of theAerobacter aerogene A3 (S1) polysaccharide. I. A re-examination using improved procedure for methylation analysis. Biochemistry 5:1508–1516

    Article  Google Scholar 

  20. 20.

    Hakomori S (1964) A rapid permethylation of glycolipid and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. J Biochem 55:205–208

    CAS  PubMed  Google Scholar 

  21. 21.

    Ishii T, Kaneko S (1998) Oligosaccharides generated by partial hydrolysis of the borate-rhamnogalacturonan II complex from sugar beet. Phytochemistry 49:1195–1202

    CAS  Article  PubMed  Google Scholar 

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Correspondence to Tadashi Ishii.

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Shimokawa, T., Ishii, T. & Matsunaga, T. Isolation and structural characterization of rhamnogalacturonan II-borate complex fromPinus densiflora . J Wood Sci 45, 435–439 (1999).

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Key Words

  • Pinus densiflora
  • Gymnosperm
  • Pectin
  • Rhamnogalacturonan II
  • Boron