Citation: Chen Chenglong, Sun Shuyu, Zhou Weizeng, Xia Yamu. Research Progress in Catalytic Synthesis of Bioactive Compounds by Laccase[J]. Chemistry, ;2018, 81(10): 896-902. shu

Research Progress in Catalytic Synthesis of Bioactive Compounds by Laccase

College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266011

Corresponding author: Xia Yamu, xiayamu@126.com
Received Date: 20 June 2018
Accepted Date: 15 July 2018

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The increasing demand for bioactive compounds is mainly pushed by their wide range of nutritional and therapeutic benefits, especially in pharmaceutical and food industries. But the large-scale industrial application of bioactive compounds was limited by conventional production means. Laccase, as biocatalysts, is one of the encouraging potential enzymes for industrialization, which have demonstrated high efficiency in the synthesis of bioactive compounds under mild conditions. This review summarizes the application of this interesting enzyme in synthesizing bioactive compounds in the last decade, and also introduces the enzyme structure and the catalytic mechanism relevant to their application as biocatalysts. In addition, the review also comprises a discussion of the hurdles, such as lack of sufficient enzyme stocks and some laccase mediator systems are inapplicable for industrialization, etc, in industrialized application of laccase. Finally, the key areas for future research are pointed out which include enhancing output of laccase by heterologous expression, improving lifetime of laccase by immobilization and protein engineering and cutting cost of application by developing more effective and inexpensive mediator coupled with the search of new substrates.
- Laccase,
- Biocatalysis,
- Synthesis,
- Radical,
- Bioactive compounds
1. [1]
  H K Biesalski, L O Dragsted, I Elmadfa et al. Nutrition, 2009, 25(12):1202~1205.
2. [2]
  P M Krisetherton, K D Hecker, A Bonanome et al. Am. J. Med., 2002, 113(9):71~88.
3. [3]
  M D S M Rufino, R E Alves, E S D Brito et al. Food Chem., 2010, 121(4):996~1002.
4. [4]
  M N Asl, H Hosseinzadeh. Phytother. Res., 2008, 22(6):709~724.
5. [5]
  T Kudanga, B Nemadziva, M Le Roes-Hill. Appl. Microbiol. Biotechnol., 2017, 101(1):13~33.
6. [6]
  S Grabley, R Thiericke. Adv. Biochem. Eng. Biotechnol., 1999, 64:101~154.
7. [7]
  I Antonopoulou, S Varriale, E Topakas et al. Appl. Microbiol. Biotechnol., 2016, 100(15):6519~6543.
8. [8]
  C Cabreravique, R Marfil, R Giménez et al. Nutr. Rev., 2012, 70(5):266~279.
9. [9]
  G Joana Gil-Chávez, J A Villa, J Fernando Ayala-Zavala et al. Compr. Rev. Food Sci. Food Safety, 2013, 12(1):5~23.
10. [10]
  L Gianfreda, F Xu, J-M Bollag. Bioremed. J., 1999, 3(1):1~26.
11. [11]
12. [12]
13. [13]
  A Kunamneni, F J Plou, A Ballesteros et al. Recent Pat. Biotechnol., 2008, 2(1):10~24.
14. [14]
  P Giardina, V Faraco, C Pezzella et al. Cell. Mol. Life Sci., 2010, 67(3):369~385.
15. [15]
  M Alcalde. Laccases:biological functions, molecular structure and industrial applications//Industrial enzymes. Springer, Dordrecht, 2007:461~476.
16. [16]
  V Madhavi, S S Lele. Bioresources, 2009, 4(4):1694~1717.
17. [17]
  N Durán, M A Rosa, A D'Annibale et al. Enzyme Microb. Tech., 2002, 31(7):907~931.
18. [18]
  S G Burton. Curr. Org. Chem., 2003, 7(13):1317~1331.
19. [19]
  C F Thurston. Microbiology, 1994, 140(1):19~26.
20. [20]
21. [21]
  S M Jones, E I Solomon. Cell. Mol. Life Sci., 2015, 72(5):869~883.
22. [22]
  Glazunova, N A Trushkin, K V Moiseenko et al. Catalysts, 2018, 8(4):152~160.
23. [23]
  H Serrano-Posada, S Centeno-Leija, S P Rojas-Trejo et al. Acta Crystallogr., 2015, 71(Pt 12):2396~2411.
24. [24]
  F J Enguita, L O Martins, A O Henriques et al. J. Biol. Chem., 2003, 278(21):19416~19425.
25. [25]
  K M Polyakov, S Gavryushov, S Ivanova et al. Acta Crystallogr. D, 2017, 73(5):388~401.
26. [26]
  A J Augustine, C Kjaergaard, M Qayyum et al. J. Am. Chem. Soc., 2010, 132(17):6057~6067.
27. [27]
  H Komori, Y Higuchi. J. Biochem., 2015, 158(4):293~298.
28. [28]
  S K Lee, S D George, W E Antholine et al. J. Am. Chem. Soc., 2002, 124(21):6180~6193.
29. [29]
  S Witayakran, A J Ragauskas. Adv. Synth. Catal., 2009, 351(9):1187~1209.
30. [30]
  A Mikolasch, F Schauer. Appl. Microbiol. Biotechnol., 2009, 82(4):605~624.
31. [31]
  R B Teponno, S Kusari, M Spiteller. Nat. Prod. Rep., 2016, 33(9):1044~1092.
32. [32]
  M-A Constantin, J Conrad, U Beifuss. Green Chem., 2012, 14(9):2375~2379.
33. [33]
  K W Wellington, T Qwebani-Ogunleye, N I Kolesnikova et al. Arch. Pharm. (Weinheim), 2013, 346(4):266~277.
34. [34]
  N Cardullo, L Pulvirenti, C Spatafora et al. J. Nat. Prod., 2016, 79(8):2122~2134.
35. [35]
  H Agematu, T Tsuchida, K Kominato et al. J. Antibiot., 1993, 46(1):141~148.
36. [36]
  R N Jones, M E Erwin. Antimicrob. Agents Chemother., 1992, 36(1):233~238
37. [37]
  A Mikolasch, M Wurster, M Lalk et al. Chem. Pharm. Bull., 2008, 56(7):902~907.
38. [38]
  A Mikolasch, S Hessel, M G Salazar et al. Chem. Pharm. Bull., 2008, 56(6):781~786.
39. [39]
  V Hahn, A Mikolasch, K Wende et al. Biotechnol. Appl. Biochem., 2009, 54(4):187~195.
40. [40]
  A Mikolasch, O Hildebrandt, R Schluter et al. Appl. Microbiol. Biotechnol., 2016, 100(11):4885~4899.
41. [41]
  H T Abdel-Mohsen, J Conrad, U Beifuss. J. Org. Chem., 2013, 78(16):7986~8003.
42. [42]
  H T Abdel-Mohsen, J Conrad, K Harms et al. RSC Adv., 2017, 7(28):17427~17441.
43. [43]
  K W Wellington, N I Kolesnikova. Bioorg. Med. Chem., 2012, 20(14):4472~4481.
44. [44]
  H Adibi, A Rashidi, M M Khodaei et al. Chem. Pharm. Bull., 2011, 59(9):1149~1152.
45. [45]
  H T Abdel-Mohsen, J Conrad, U Beifuss. Green Chem., 2014, 16(1):90~95.
46. [46]
  D Habibi, A Rahimi, A Rostami et al. Tetrahed. Lett., 2017, 58(4):289~293.
47. [47]
  S Yazdanyar, J Boer, G Ingvarsson et al. Dermatology, 2011, 222(4):342~346.
48. [48]
  P Prasit, Z Wang, C Brideau et al. Bioorg. Med. Chem. Lett., 1999, 9(13):1773~1778.
49. [49]
  M Artico, R Silvestri, E Pagnozzi et al. J. Med. Chem., 2000, 43(9):1886~1891.
50. [50]
  T Qwebani-Ogunleye, N I Kolesnikova, P Steenkamp et al. Bioorg. Med. Chem., 2017, 25(3):1172~1182.
51. [51]
  A C Sousa, M Conceição Oliveira, L O Martins et al. Adv. Synth. Catal., 2018, 360(3):575~583.
52. [52]
  M C Cholo, H C Steel, P B Fourie et al. J. Antimicrob. Chemother., 2012, 67(2):290~298.
53. [53]
  F Sagui, C Chirivì, G Fontana et al. Tetrahedron, 2009, 65(1):312~317.
54. [54]
  D H R Van, D I Jacobs, W Snoeijer et al. Curr. Med. Chem., 2004, 11(5):607~628.
55. [55]
  M D Cannatelli, A J Ragauskas. Chem. Eng. Res. Design, 2015, 97:128~134.
56. [56]
  F F Fleming, L Yao, P C Ravikumar et al. J. Med. Chem., 2010, 53(22):7902~7917.
57. [57]
  I O Edafiogho, K V Ananthalakshmi, S B Kombian. Bioorg. Med. Chem., 2006, 14(15):5266~5272.
58. [58]
  H Zhang, Z Wang, C Wang et al. RSC Adv., 2014, 4(37):19512~19515.
59. [59]
  B Bertrand, F Martinez-Morales, M R Trejo-Hernandez. Biotechnol. Prog., 2017, 33(4):1015~1034.
60. [60]
  K Agrawal, V Chaturvedi, P Verma. Bioresour. Bioprocess., 2018, 5(1):4.
61. [61]
  H L Ma, S Kermasha, J M Gao et al. J. Mol. Catal. B, 2009, 57(1):89~95.
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