Abstract
A lignin-carbohydrate complex (LCC) fraction isolated from the residue of milled wood lignin extraction of birch was found to form self-aggregates in water. The aggregates had relatively strong hydrophobic domains, comparable to the hydrophobicity of 80% ethanol. Dynamic light scattering analysis showed that the aggregates were transformed into small particles by sonication with a number-average diameter of 43.7±9.6 nm, and were stable in water. The surface pressure (π)-surface area (A) profile showed that the LCC also formed a monolayer on the water surface. Based on these results, we suggest that the LCC is amphiphilic in nature, despite its insolubility in low-polarity organic solvents.
References
Aimi, H., Matsumoto, Y., Meshitsuka, G. (2004) Structure of small lignin fragment retained in water-soluble polysaccharide extracted from sugi MWL isolation residue. J. Wood. Sci.50:415–421.10.1007/s10086-003-0585-zSearch in Google Scholar
Aimi, H., Matsumoto, Y., Meshitsuka, G. (2005) Structure of small lignin fragments retained in water-soluble polysaccharides extracted from birch MWL isolation residue. J. Wood. Sci.51:303–308.10.1007/s10086-004-0646-ySearch in Google Scholar
Akiyoshi, K., Deguchi, S., Miriguchi, N. Yamaguchi, S., Sunamoto, J. (1993) Self-aggregates of hydrophobized polysaccharides in water. Formation and characteristics of nanoparticles. Macromolecules26:3062–3068.Search in Google Scholar
Akiyoshi, K., Kobayashi, S., Shichibe, S., Mix, D., Baudys, M., Wan, K.S., Sunamoto, J. (1998) Self-assembled hydrogel nanoparticle of cholesterol-bearing pullulan as a carrier of protein drugs: Complexation and stabilization of insulin. J. Control. Release54:313–320.10.1016/S0168-3659(98)00017-0Search in Google Scholar
Azuma, J., Takahashi, N., Koshijima, T. (1981) Isolation and characterization of lignin-carbohydrate complexes from the milled-wood lignin fraction of Pinus densiflora Sieb. et Zucc. Carbohydr. Res.93:91–104.10.1016/S0008-6215(00)80755-7Search in Google Scholar
Borchardt, L.G., Piper, C.V. (1970) Gas-chromatographic method for carbohydrates as alditol-acetates. Tappi53:257–260.Search in Google Scholar
Cao, X., Sessa, D.J., Wolf, W.J., Willett, J.L. (2001) Light-scattering study of poly(hydroxy ester ether) in N,N-dimethylacetamide solution. J. Appl. Polym. Sci.80:1737–1745.10.1002/app.1268Search in Google Scholar
Dong, D., Fricke, A.L. (1993) Investigation of optical effect of lignin solution and determination of Mw of kraft lignin by LALLS. J. Appl. Polym. Sci.50:1131–1140.10.1002/app.1993.070500703Search in Google Scholar
Isogai, A., Ishizu, A., Nakano, J. (1989) Residual lignin and hemicellulose in wood cellulose: Analysis using new permethylation method. Holzforschung43:333–338.10.1515/hfsg.1989.43.5.333Search in Google Scholar
Kawabata, Y., Sekiguchi, T., Tanaka, M., Nakamura, T., Komizu, H., Honda, K., Manda, E., Saito, M., Sugi, M., Iizima, S. (1985) Supermonomolecular structure in the Langmuir-Blodgett films of a surface-active dye-fatty acid mixed system. J. Am. Chem. Soc.107:5270–5271.10.1021/ja00304a038Search in Google Scholar
Lawako, M., Henriksson, G., Gellerstedt, G. (2005) Structural differences between the lignin-carbohydrate complexes present in wood and in chemical pulps. Biomacromolecules6:3467–3473.10.1021/bm058014qSearch in Google Scholar PubMed
Li, W., Churchich, J.E. (1997) Activation of partially folded mitochondrial malate dehydrogenase by thioredoxin. Eur. J. Biochem. FEBS246:127–132.10.1111/j.1432-1033.1997.t01-1-00127.xSearch in Google Scholar PubMed
Lindren, B.O. (1958) Lignin-carbohydrate linkage. Acta Chem. Scand.12:447–452.10.3891/acta.chem.scand.12-0447Search in Google Scholar
Margalit, R., Yerushalmi, N. (2006) Pharmaceutical aspects of liposomes: Academic and industrial research and development. Microencapsulation: Methods and Industrial Applications, 2nd ed. Ed. S. Benita. Informa Healthcare, Westborough, MA. pp. 317–344.Search in Google Scholar
Nomura, Y., Ikeda, M., Yamaguchi, N., Aoyama, Y., Akiyoshi, K. (2003) Protein refolding assisted by self-assembled nanogels as novel artificial molecular chaperone. FEBS Lett.553:271–276.10.1016/S0014-5793(03)01028-7Search in Google Scholar
Park, I.H., Toon, J.E., Kim, Y.C., Yun, L., Lee, S.C. (2004) Laser light scattering study on the structure of a poly(vinylidene fluoride) aggregate in the dilute concentration state. Macromolecules37:6170–6176.10.1021/ma030534vSearch in Google Scholar
Rogovina, L.Z., Vasil'ev, V.G., Churochkina, N.A., Pryakhina, T.I. (2001) Hydrophobically associating water-soluble polymers: A dramatic growth of solution viscosity and the specificity of physical gel formation. Macromol. Symp.171:225–232.10.1002/1521-3900(200106)171:1<225::AID-MASY225>3.0.CO;2-1Search in Google Scholar
Schoning, A.G., Johansson, G. (1965) Absorptiometric determination of acid-soluble lignin in semi-chemical bisulfite pulps and in some woods and plants. Svensk Papperst.68:607–613.Search in Google Scholar
Sivakumar, P.A., Panduranga, R.K. (2003). The use of cholesteryl pullulan for the preparation of stable vincristine liposomes. Carbohydr. Polym.51:327–332.Search in Google Scholar
Takahashi, N., Azuma, J., Koshijima, T. (1982) Fractionation of lignin-carbohydrate complexes by hydrophobic-interaction chromatography. Carbohydr. Res.107:161–168.10.1016/S0008-6215(00)80535-2Search in Google Scholar
Tanaka, R., Koshijima, T. (1972) Fractionation of Björkman LCC (lignin-carbohydrate complexes) and separation of acetyl glucomannan from the LCC. Mokuzai Gakkaishi18:403–408.Search in Google Scholar
Tanaka, R., Meadows, J., Phillips, G.O., Williams, P.A. (1990) Viscometric and spectroscopic studies on the solution behaviour of hydrophobically modified cellulosic polymers. Carbohydr. Polym.12:443–459.10.1016/0144-8617(90)90093-8Search in Google Scholar
Tanaka, R., Meadows, R., Williams, P.A., Phillips, G.O. (1992) Interaction of hydrophobically modified hydroxyethyl cellulose with various added surfactants. Macromolecules25:1304–1310.10.1021/ma00030a016Search in Google Scholar
Tanaka, S., Kawasaki, H., Suzuki, M., Annaka, M., Nemoto, N., Almgren, M., Maeda, H. (2004) Vesicle formation in oleyldimethylamine oxide/sodium oleate mixtures. Colloid Polym. Sci.282:1140–1145.10.1007/s00396-004-1049-8Search in Google Scholar
Uraki, Y., Hashida, K., Sano, Y. (1997) Self-assembly of pulp derivatives as amphiphilic compounds: Preparation of amphiphilic compound from acetic acid pulp and its properties as an inclusion compound. Holzforschung51:91–97.10.1515/hfsg.1997.51.1.91Search in Google Scholar
Uraki, Y., Hanzaki, A., Hashida, K., Sano, Y. (2000) Self-assembly of pulp derivatives as amphiphilic compounds: Verification of molecular association and complexation with low and high molecular mass compounds. Holzforschung54:535–540.10.1515/HF.2000.090Search in Google Scholar
Yaku, F., Tsuji, S., Koshijima, T. (1979) Lignin carbohydrate complex. Part III. Formation of micelles in the aqueous solution of acidic lignin carbohydrate complex. Holzforschung33:54–59.Search in Google Scholar
Zhao, J., Jedlicka, S., Lannu, J.D., Bhunia, A.K., Rickus, J.L. (2006) Liposome-doped nanocomposites as artificial-cell-based biosensors: Detection of listeriolysin O. Biotechnol. Prog.22:32–37.10.1021/bp050154oSearch in Google Scholar PubMed
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