- Note
- Published:
Effective combinations of functional groups in chemically modified kraft lignins for reduction of aluminum toxicity
Journal of Wood Science volume 55, pages 220–224 (2009)
Abstract
Plant growth tests were performed with radish (Raphanus sativa var. radicula Pers.) in culture solutions containing low molecular weight compounds in the presence of aluminum to determine the types of functional groups in kraft lignin (KL) modified with ozone and alkali that contributed to reducing aluminum toxicity. The low molecular weight compounds used in this study contained carboxyl, formyl, methoxyl, alcohol hydroxyl, and phenolic hydroxyl groups. The compounds that had adjacent two carboxyl groups (oxalic acid), carboxyl/alcohol hydroxyl groups (glycolic acid), or carboxyl/formyl groups (glyoxylic acid) were effective in reducing aluminum toxicity. Malonic acid, having two carboxyl groups, also reduced aluminum toxicity. The ability of ozone-treated KLs to reduce aluminum toxicity was considered to be partly due to these chemical structures. Protocatechuic acid, having two adjacent phenolic hydroxyl groups, was also effective in reducing aluminum toxicity. This indicated that the effectiveness of the alkaline-treated KL was partly due to its catechol structure.
References
Matsumoto H (2000) Cell biology of aluminum toxicity and tolerance in higher plants. Int Rev Cytol 200:1–46
Aimi R, Murakami T (1964) Cell-physiological studies on the effect of aluminum on the growth of crop plants (in Japanese). Bull Nat Inst Agr Sci 11:31–396
Ma JF (2000) Role of organic acids in detoxification of aluminum in higher plants. Plant Cell Physiol 41:83–390
Ma JF, Ryan PR, Delhaize E (2001) Aluminum tolerance in plants and the complexing role of organic acids. Trends Plant Sci 6:73–278
Ma JF, Furukawa J (2003) Recent progress in the research of external Al detoxification in higher plant: a minireview. J Inorg Biochem 97:6–51
Kochian LV (1995) Cellular mechanisms of aluminum toxicity and resistance in plants. Annu Rev Plant Physiol Plant Mol Biol 46:237–260
Kochian LV, Hoekenga OA, Piñeros MA (2004) How do crop plants tolerate acid soil? Mechanisms of aluminum tolerance and phosphorous effi ciency. Annu Rev Plant Biol 55:459–493
Bartlett RJ, Riego DC (1972) Effect of chelation on the toxicity of aluminum. Plant Soil 37:419–423
Ma JF, Hiradate S, Nomoto K, Iwashita T, Matsumoto H (1997) Internal detoxification mechanism of Al in hydrangea. Plant Physiol 113:1033–1039
Ma JF, Zheng SJ, Matsumoto H (1997) Detoxifying aluminium with buckwheat. Nature 390:569–570
Zheng SJ, Ma JF, Matsumoto H (1998) High aluminum resistance in buckwheat. I. Al-induced specific secretion of oxalic acid from root tip. Plant Physiol 117:745–751
Shen R, Ma JF, Kyo M, Iwashita T (2002) Compartmentation of aluminum in leaves of an Al-accumulator, Fagopyrum esculentum Moench. Planta 215:394–398
Vance GF, Stevenson FJ, Sikora FJ (1996) Environmental chemistry of aluminum-organic complexes. In: Sposito G (ed) The environmental chemistry of aluminum, 2nd. edn. Lewis, Boca Raton, pp 169–220
Hue NV, Graddock GR, Adams F (1986) Effect of organic acids on aluminum toxicity in subsoils. Soil Sci Soc Am J 50:28–34
Schnitzer M, Skinner SIM (1965) Organo-metallic interactions in soils: 4. Carboxyl and hydroxyl groups in organic matter and metal retention. Soil Sci 99:278–284
Tam SC, McColl JG (1990) Aluminum- and calcium-binding affinities of some organic ligands in acidic conditions. J Environ Qual 19:514–520
Ofei-Manu P, Wagatsuma T, Ishikawa S, Tawaraya K (2001) The plasma membrane strength of the root-tip cells and root phenolic compounds are correlated with Al tolerance in several common woody plants. Soil Sci Plant Nutr 47:359–375
Katsumata K, Meshitsuka G (2002) Modified kraft lignin and its use for soil preservation. In: Hu TQ (ed) Chemical modification, properties and usage of lignin. Kluwer, New York, pp 151–165
Saito K, Nakanishi MT, Matsubayashi M, Meshitsuka G (1997) Development of new lignin derivatives as soil conditioning agents by radical sulfonation and alkaline-oxygen treatment. Mokuzai Gakkaishi 43:669–677
Katsumata SK, Maruyama M, Meshitsuka G (2001) Reduction of aluminum toxicity to radish by alkaline oxygen treated kraft lignin. J Wood Sci 47:129–134
Katsumata SK, Shintani H, Meshitsuka G (2003) Mechanism of detoxification of aluminum ions by kraft lignin treated with alkaline oxygen. J Wood Sci 49:93–99
Wang D, Katsumata SK, Meshitsuka G (2005) Characterization of lignin fragments in alkaline oxygen-stage waste liquor as soil-conditioning agent. J Wood Sci 51:357–362
Wang D, Katsumata SK, Meshitsuka G (2005) Effect of low molecular weight lignin fragments including oxalic acid in alkaline-oxygen stage waste liquor on Al toxicity. J Wood Sci 51:634–639
Aimi H, Ohmura S, Kato T, Nakahara T, Shimizu K (2008) Development of acid soil conditioning agent from lignin by ozone treatment I. J Wood Sci 54:214–219
Aimi H, Ohmura S, Uetake M, Shimizu K (2009) Development of acid soil conditioning agent from lignin by ozone treatment II. J Wood Sci 55:121–125
Eriksson T, Gierer J (1985) Studies on the ozonation of structural elements in residual kraft lignins. J Wood Chem Technol 5:53–84
Miller JN, Miller JC (1988) Statistics and chemometrics for analytical chemistry, 2nd edn. Ellis Horwood, Chichester, UK
Kaneko H, Hosoya S, Nakano J (1980) Degradation of lignin with ozone. Mokuzai Gakkaishi 26:752–758
Kratzl K, Claus P, Reichel G (1976) Reactions of lignin and lignin model compounds with ozone. TAPPI 59:86–87
Tsutsumi Y, Islam A, Anderson CD, Sarkanen KV (1990) Acidic permanganate oxidations of lignin and model compounds: comparison with ozonolysis. Holzforschung 44:59–66
Sarkanen KV, Islam A, Anderson CD (1992) Ozonation. In: Lin SY, Dence CW (eds) Methods in lignin chemistry. Springer, Berlin Heidelberg New York, pp 387–406
Matsumoto Y, Ishizu A, Nakano J (1986) Studies on chemical structure of lignin by ozonation. Holzforschung 40(Suppl):81–85
Matsumoto Y, Minami K, Ishizu A (1993) Structural study on lignin by ozonation. The erythro and threo ratio of the β-O-4 structure indicates how lignin polymerizes. Mokuzai Gakkaishi 39: 734–736
Akiyama T, Sugimoto T, Matsumoto Y, Meshitsuka G (2002) Erythro/threo ratio of β-O-4 structures as an important structural characteristic of lignin I. Improvement of ozonation method for the quantitative analysis of lignin side-chain structure. J Wood Sci 48:210–215
Gierer J (1970) The reactions of lignin during pulping. A description and comparison of conventional pulping processes. Sven Papperstidn 73:571–596
Barceló J, Poschenrieder C (2002) Fast root growth responses, root exudates, and internal detoxification as clues to the mechanisms of aluminum toxicity and resistance: a review. Environ Exp Bot 48:75–92
Author information
Authors and Affiliations
Corresponding author
Additional information
This report was presented in part at the 58th Annual Meeting of the Japan Wood Research Society, Tsukuba, Japan, March 2008
Rights and permissions
About this article
Cite this article
Aimi, H., Uetake, M. & Shimizu, K. Effective combinations of functional groups in chemically modified kraft lignins for reduction of aluminum toxicity. J Wood Sci 55, 220–224 (2009). https://doi.org/10.1007/s10086-008-1025-x
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10086-008-1025-x