KSBB Journal

The Korean Society for Biotechnology and Bioengineering (한국생물공학회)
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Enzymatic Synthesis of Sorbitan Methacrylate Effect of Reaction Temoerature and Acyl Donor

솔비탄 메타크릴레이트의 효소적 합성 - 반응온도와 아실 공여체의 영향 -

  • Jeong Gwi Taek (Engineering Research Institute, Chonnam National University) ;
  • Park Eun Soo (School of Biological Science and Technology, Chonnam National University) ;
  • Byun Ki Young (School of Biological Science and Technology, Chonnam National University) ;
  • Lee Hye Jin (School of Biological Science and Technology, Chonnam National University) ;
  • Kim In Heung (Daehan Vaccum Co. Ltd.) ;
  • Joe Yung Il (Dept. of Chemical Engineering, Yonsei University) ;
  • Kim Hae Sung (Dept. of Chemical Engineering, Myongji University) ;
  • Song Yo Soon (Faculty of Applied Chemical Engineering, Chonnam National University) ;
  • Kim Do Heyoung (Faculty of Applied Chemical Engineering, Chonnam National University) ;
  • Ryu Hwa Won (School of Biological Science and Technology, Chonnam National University) ;
  • Lee Woo Tae (Faculty of Applied Chemical Engineering, Chonnam National University) ;
  • Sun Woo Chang Shin (School of Biological Science and Technology, Chonnam National University) ;
  • Park Don Hee (School of Biological Science and Technology, Chonnam National University)
  • 정귀택 (전남대학교 물질생물화학공학과) ;
  • 박은수 (전남대학교 생명과학기술학부) ;
  • 변기영 (전남대학교 생명과학기술학부) ;
  • 이혜진 (전남대학교 생명과학기술학부) ;
  • 김인홍 (㈜대한진공) ;
  • 조영일 (연세대학교 화학공학과) ;
  • 김해성 (명지대학교 화학공학과) ;
  • 송요순 (전남대학교 응용화학공학부) ;
  • 김도형 (전남대학교 응용화학공학부) ;
  • 류화원 (전남대학교 공업기술연구소) ;
  • 이우태 (전남대학교 응용화학공학부) ;
  • 선우창신 (전남대학교 생명과학기술학부) ;
  • 박돈희 (전남대학교 생명과학기술학부)
  • Published : 2004.10.01
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Abstract

In this research, the chemo-enzymatic synthesis of sorbitan methacrylate was investigated to optimize reaction conditions. Firstly, sorbitan was manufactured by sorbitol cyclic reaction in the presence of p-toluenesulfonic acid (p-TSA) as catalyst material. Secondly, sorbitan methacrylate was synthesized by immobilized lipase Novozyme 435 with acyl donors in t-butanol. As a result of enzymatic synthesis of sorbitan methacrylate, the conversion yield reached about $65\%$ in the condition of initial sorbitan conc. 50 g/L, enzyme content $3\%$ (w/v) , molar ratio 1:3, reaction temperature 50^{circ}C and reaction time 42 hrs using methyl methacrylate as acyl donor. Comparing with acyl donors and reaction temperature, the conversion yield reached about 18, 65 and $80\%$ with methacrylic acid, methyl methacrylate and vinyl methacrylate as acyl donor, respectively. And optimum reaction temperature was 60, 50, and 50^{circ}C, respectively

Keywords

References

  1. Park, D. H. and H. S. Kim (2001), Enzymatic glycosylation of acrylic acid and methacrylic acid, Kor. J. Biotechnol. Bioeng. 16(1), 82-86
  2. Heo, J. H. and H. S. Kim (1998), Enzymatic synthesis of fructose-based sugar acid ester using methyl fructoside, Kor. J. Biotechnol. Bioeng. 13(6), 706-717
  3. Park, D. H., G. G. Lim, G. T. Jeong, K. Y. Byun, I. H. Kim, K. Y. Lee and H. S. Kim (2003), Hydrogel synthesis using glycosyl methacrylate and acrylate - I. A study on chemo-enzymatic synthesis of sorbitan acrylate, Kor. J. Biotechnol. Bioeng. 18(3), 222-228
  4. Choo, D. J. (1985), Contact lens material, Polymer(Korea) 9(4), 253-260
  5. Cheong, H., S. Cho, J. Im and Y. Joe (1998), The preparation of poly(vinylalcohol) hydrogel by the freezing/thawing method and its mass transfer characters, J. Kor. Inst. Chem. Eng. 36(4), 517-523
  6. Carrillo-Munoz, J. R., D. Bouvet, E. Guib$\'e$-Jampel, A. Loupy and A. Petit (1996), Microwave-promoted lipase-catalyzed reactions: Resolution of $(\pm)$-1- phenyl- ethanol, J. Org. Chem. 61, 7746-7749
  7. Okazaki, S. Y., N. Kamiya, M. Goto and F. Nakashio (1997), Enantioselective esterification of glycidol by surfactant-lipase complexes in organic media, Biotechnol. Lett. 19, 541-543
  8. Polat, T., H. G. Bazin and R. J. Linhardt (1997), Enzyme catalyzed regioselective synthesis of sucrose fatty acid ester surfactants, J. Carbohydr. Chem. 16, 1319-1325
  9. Tweddell, R. J., S. Kermasha, D. Combes and A. Marty (1997), Optimization of the reaction medium for esterification catalyzed by a lipase from Pseudomonas fluorescens, Biotechnol. Lett. 19, 939-942
  10. Soumanou, M. M., U. T. Bornscheuer and R. D. Schmid (1998), Two-step enzymatic reaction for the synthesis of pure structured triglycerides, J. Am. Oil Chem. Soc. 75, 703-710
  11. Sarny, D. B. and E. N. Vulfson (1995), Applications of enzymes to the synthesis of surfactants, Trends Biotechnol. 13, 164-172