One-Step Enzymatic Synthesis of Blue Pigments from Geniposide for Fabric Dyeing

  • Cho, Y.J. (EnzBank, Inc. 309 Bioventure Center (BVC), Korea Research Institute of Bioscience and Biotechnology(KRIBB)) ;
  • Kim, S.Y. (Textile Ecology Lab., Korea Institute of Industrial Technology) ;
  • Kim, J. (Textile Ecology Lab., Korea Institute of Industrial Technology) ;
  • Choe, E.K. (Textile Ecology Lab., Korea Institute of Industrial Technology) ;
  • Kim, S.I. (Department of Chemical Engineering, Chosun University) ;
  • Shin, H.J. (Department of Chemical Engineering, Chosun University)
  • 발행 : 2006.06.30

초록

In this study, we describe a one-step chemoenzymatic reaction for the production of natural blue pigments, in which the geniposide from Gardenia extracts is transformed by glycosidases to genipin. Genipin is then allowed to react with amino acids, thereby generating a natural blue pigment. The ${\beta}-glycosidases$, most notably Isolase (a variant of ${\beta}-glucanase$), recombinant ${\beta}-glycosidases$, Cellulase T, and amylases, were shown to hydrolyze geniposide to produce the desired pigments, whereas the ${\alpha}-glycosidases$ did not. Among the 20 tested amino acids, glycine and tyrosine were associated with the highest dye production yields. The optimal molar ratio of geniposide to glycine, two reactants relevant to pigment production, was unity The natural blue pigments produced in this study were used to dye cotton, silk, and wool. The color yields of the pigments were determined to be significantly higher than those of other natural dyes. Furthermore, the color fastness properties of these dyes were fairly good, even in the absence of mordant.

키워드

참고문헌

  1. Park, S. (2004) A barrier of the pigment industry in food using coloring agents. The Monthly Food Industry 22: 65-83
  2. Yusuke, M. (1989) Production of natural blue dyestuff having clear color. Japan Patent 1,179, 690
  3. Kim, S.-J., M.-K. Cha, E. T. Oh, S.-M. Kang, J.-S. So, and Y.-J. Kwon (2005) Use of protease produced by Bacillus sp. SJ-121 for improvement of dyeing quality in wool and silk. Biotechnol. Bioprocess Eng. 10: 186-191 https://doi.org/10.1007/BF02932011
  4. Watanabe, T. and S. Terabe (2000) Analysis of natural food pigments by capillary electrophoresis. J. Chromatogr. A 880: 311-322 https://doi.org/10.1016/S0021-9673(00)00209-0
  5. Touyama, R., Y. Takeda, K. Inoue, I. Kawamura, M. Yatsuzuka, T. Ikumoto, T. Shingu, T. Yokoi, and H. Inouye (1994) Studies on the blue pigments produced from genipin and methylamine. I. Structures of the brownishred pigments, intermediates leading to the blue pigments. Chem. Pharm. Bull. 42: 668-673 https://doi.org/10.1248/cpb.42.668
  6. Touyama, R., K. Inoue, Y. Takeda, M. Yatsuzuka, T. Ikumoto, N. Moritome, T. Shingu, T. Yokoi, and H. Inouye (1994) Studies on the blue pigments produced from genipin and methylamine. II. On the formation mechanisms of brownish-red intermediates leading to the blue pigments formation. Chem. Pharm. Bull. 42: 1571-1578 https://doi.org/10.1248/cpb.42.1571
  7. Chen, L., L. Ma, N.-H. Park, and W. Shi (2001) Cariogenic actinomyces identified with a $\beta$-glucosidasedependent green color reaction to Gardenia jasminoides extract. J. Clin. Microbiol. 39: 3009-3012 https://doi.org/10.1128/JCM.39.8.3009-3012.2001
  8. Paik, Y., C. Lee, M. Cho, and T. Hahn (2001) Physical stability of the blue pigments formed from geniposide of gardenia fruits: effects of pH, temperature, and light. J. Agric. Food Chem. 49: 430-432 https://doi.org/10.1021/jf000978f
  9. Kim, H. and S. Lee (1998) Production of Gardenia blue color from Gardenia waste by the Bacillus subtilis. Kor. J. Food Nutr. 11: 606-611
  10. Kwon, S. T., J. S. Kim, J. H. Park, H. K. Kim, and D. S. Lee (1997) Cloning analysis of the DNA polymeraseencoding gene from Thermus caldophilus GK24. Mol. Cells 7: 264-271
  11. Ryu, B. H. (2004) Semicontinuous decolorization of azo dyes by rotating disc contactor immobilized with Aspergillus sojae B-10. Biotechnol. Bioprocess Eng. 9: 309-312 https://doi.org/10.1007/BF02942349
  12. Oh, Y.-K., Y.-J. Kim, Y. Ahn, S.-K. Song, and S. Park (2004) Color removal of real textile wastewater by sequential anaerobic and aerobic reactors. Biotechnol. Bioprocess Eng. 9: 419-422 https://doi.org/10.1007/BF02933068