화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.93, 430-435, January, 2021
Novel and highly efficient lipase-catalyzed esterification of formic acid with hexanol for waste gas reutilization
E-mail:
The bioconversion of waste C1 gases into formic acid and hexanol is highly important for the sustainable synthesis of diverse chemicals from non-petrochemical sources and the reduction of greenhouse gas emissions. Herein, we valorized formic acid and hexanol by subjecting them to lipase-catalyzed esterification to afford hexyl formate. The maximum conversion was 98.28% with Novozym 435 of 15 g/L, a formic acid to hexanol molar ratio of 1:5, a reaction temperature of 40 °C, and with 1,2-dichloroethane as a solvent for 1.5 h. The original enzymatic activity was retained even after 20 cycles, while conversion was maintained above 95%. These results may generally contribute to the lipase-catalyzed synthesis of formate esters and be used to efficiently valorize waste C1 gases into short-chain flavored esters.
  1. Yang X, Choi HS, Park C, Kim SW, Renew. Sust. Energ. Rev., 49, 335 (2015)
  2. Phillips JR, Atiyeh HK, Tanner RS, Torres JR, Saxena J, Wilkins MR, Huhnke RL, Bioresour. Technol., 190, 114 (2015)
  3. Schuchmann K, Muller V, Science, 342(6164), 1382 (2013)
  4. Shin M, Seo J, Baek Y, Lee T, Jang M, Park C, Biomolecules, 10(1), 70 (2020)
  5. Baek Y, Lee J, Son J, Lee T, Sobhan A, Lee J, Koo SM, Shin WH, Oh JM, Park C, Polymers, 12(8), 1802 (2020)
  6. Chun J, Sang BI, Biotechnol. Bioprocess Eng., 25(4), 616 (2020)
  7. Kim JY, Yeom SH, Biotechnol. Bioprocess Eng., 25(2), 320 (2020)
  8. Pan J, Ou Z, Tang L, Shi H, Korean J. Chem. Eng., 36(5), 729 (2019)
  9. Chang SW, Shaw JF, Shieh CJ, Food Technol. Biotechnol., 41, 237 (2003)
  10. Chen G, Du H, Jiang B, Miao M, Feng B, J. Mol. Catal. B-Enzym., 133, S439 (2016)
  11. Diaz MDR, Gomez JM, Diaz-Suelto B, Garcia-Sanz A, Eng. Life Sci., 10, 171 (2010)
  12. Karra-Chaabouni M, Ghamgui H, Bezzine S, Rekik A, Gargouri Y, Process Biochem., 41(7), 1692 (2006)
  13. Lopresto CG, Calabro V, Woodley JM, Tufvesson P, J. Mol. Catal. B-Enzym., 110, 64 (2014)
  14. Patel D, Saha B, Ind. Eng. Chem. Res., 46(10), 3157 (2007)
  15. Shieh SJ, Chang SW, J. Agric. Food Chem., 49, 1203 (2001)
  16. Wang SQ, Gao C, China Surfactant Deterg. Cosmet., 34, 198 (2004)
  17. Yu ZR, Chang SW, Wang HY, Shieh CJ, J. Am. Oil Chem. Soc., 80, 139 (2003)
  18. Jaeger KE, Dijkstra BW, Reetz MT, Annu. Rev. Microbiol., 53, 315 (1999)
  19. Rodrigues RC, Fernandez-Lafuente R, J. Mol. Catal. B-Enzym., 64, 1 (2010)
  20. Martinelle M, Holmquist M, Hult K, Biochem. Biophys. Acta Lipids Lipid Metab., 1258, 272 (1995)
  21. Yadav GD, Borkar IV, Ind. Eng. Chem. Res., 47(10), 3358 (2008)
  22. Gandhi NN, Sawant SB, Joshi JB, Biotechnol. Bioeng., 46(1), 1 (1995)
  23. Hoq MM, Tagami H, Yamane T, Shimizu S, Agric. Biol. Chem., 49, 335 (2014)
  24. Arcos JA, Hill CG, Otero C, Biotechnol. Bioeng., 73(2), 104 (2001)
  25. Stergiou PY, Foukis A, Filippou M, Koukouritaki M, Parapouli M, et al., Biotechnol. Adv., 31, 1846 (2013)
  26. Cleland WW, Biochim. Biophys. Acta, Enzymol., 67, 104 (1963)
  27. Zaidi A, Gainer JL, Carta G, Mrani A, Kadiri T, Belarbi Y, Mir A, J. Biotechnol., 93, 209 (2002)
  28. Martinelle M, Hult K, Biochim. Biophys. Acta Protein Struct. Mol. Enzymol., 1251, 191 (1995).
  29. Kim H, Park C, Enzyme Microb. Technol., 100, 37 (2017)
  30. Oh S, Park C, Enzyme Microb. Technol., 69, 19 (2015)
  31. de Barros DPC, Fernandes P, Cabral JMS, Fonseca LP, Catal. Today, 137, 95 (2011)
  32. Yadav GD, Dhoot SB, J. Mol. Catal. B-Enzym., 57, 34 (2009)
  33. Poojari Y, Clarson SJ, Biocatal. Agric. Biotechnol., 2, 7 (2013)
  34. Wang Y, Zhang DH, Chen N, Zhi GY, Bioresour. Technol., 198, 256 (2015)
  35. Kumar A, Dhar K, Kanwar SS, Arora PK, Biol. Proced. Online, 18, 2 (2016)
  36. Khmelnitsky YL, Levashov AV, Klyachko NL, Martinek K, Enzyme Microb. Technol., 10, 710 (1988)
  37. Chen CS, Shi CJ, Angew. Chem.-Int. Edit., 28, 695 (1989)
  38. P. Hara, Immobilization of Burkholderia cepacia Lipase, University of Turku, 2011 PhD Thesis.
  39. Laane C, Boeren S, Vos K, Veeger C, Biotechnol. Bioeng., 30, 81 (1986)
  40. Li C, Tan T, Zhang H, Feng W, J. Biol. Chem., 285, 28434 (2010)
  41. Zhang DH, Li YQ, Li C, Lv YQ, Li Y, Biotechnol. Bioprocess Eng., 17, 60 (2012)