Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
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Enhanced (R)-2-(4-Hydroxyphenoxy)Propionic Acid Production by Beauveria bassiana: Optimization of Culture Medium and H2O2 Supplement under Static Cultivation

  • Hu, Hai-Feng (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology) ;
  • Zhou, Hai-Yan (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology) ;
  • Wang, Xian-Lin (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology) ;
  • Wang, Yuan-Shan (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology) ;
  • Xue, Ya-Ping (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology) ;
  • Zheng, Yu-Guo (Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology)
  • Received : 2020.02.24
  • Accepted : 2020.05.18
  • Published : 2020.08.28
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Abstract

(R)-2-(4-hydroxyphenoxy)propionic acid (HPOPA) is a key intermediate for the preparation of aryloxyphenoxypropionic acid herbicides (R-isomer). In order to improve the HPOPA production from the substrate (R)-2-phenoxypropionic acid (POPA) with Beauveria bassiana CCN-A7, static cultivation and H2O2 addition were attempted and found to be conducive to the task at hand. This is the first report on HPOPA production under static cultivation and reactive oxygen species (ROS) induction. On this premise, the cultivation conditions and fermentation medium compositions were optimized. As a result, the optimal carbon source, organic nitrogen source, and inorganic nitrogen source were determined to be glucose, peptone, and ammonium sulfate, respectively. The optimal inoculum size and fermentation temperature were 13.3% and 28℃, respectively. The significant factors including glucose, peptone, and H2O2, identified based on Plackett-Burman design, were further optimized through Central Composite Design (CCD). The optimal concentrations were as follows: glucose 38.81 g/l, peptone 7.28 g/l, and H2O2 1.08 g/l/100 ml. Under the optimized conditions, HPOPA titer was improved from 9.60 g/l to 19.53 g/l, representing an increase of 2.03-fold. The results obtained in this work will provide novel strategies for improving the biosynthesis of hydroxy aromatics.

Keywords

References

  1. Kleschick WA. 1985. Process for making optically active esters of phenoxyphenoxypropionic acids or pyridyloxyphenoxypropionic acids. US 4532328, July 14, 1983.
  2. Pews GR, Jackson LA, Carson CM. 1989. Herbicidal fluorophenoxyphenoxyalkanoic acids and derivatives thereof. EP 302203, Feb. 08, 1989.
  3. Saito J, Yasui K, Shiokawa K, Kamochi A, Aya M, Kaji S. 1984. Herbicide-substituted phenoxypropionic-acid esters. EP 120393, Oct. 03, 1984.
  4. Moyne J. 1991. Process for the preparation and purification of D-hydroxyphenoxypropionic acid. US 4981998, July 20, 1989.
  5. Siegel W, Sauter H, Schaefer G, Schgal W, Satte H, Schaft G, et al. 1994. The preparation of mixtures of (R)- and (S)-2-(4-alkanoylphenoxy)- or (R)- and (S)-2-(4-aroylphenoxy)propionic esters. US 5801272, Sep. 01, 1998.
  6. Wu CL, Liu KL, Ma DL. 2015. Technical improvement for synthesizing R-(+)-2-(4-hydroxyphenoxy)-propionic acid. Guangzhou Chem. Ind. 43: 92-94.
  7. Zhou H-Y, Li Y-Z, Jiang R, Hu H-F, Wang Y-S, Liu Z-Q, et al. 2019. A high-throughput screening method for improved R-2-(4-hydroxyphenoxy)propionic acid biosynthesis. Bioprocess Biosyst. Eng. 42: 1573-1582. https://doi.org/10.1007/s00449-019-02154-1
  8. Dingler C, Ladner W, Krei GA, Cooper B, Hauer B. 1996. Preparation of (R)-2-(4-hydroxyphenoxy) propionic acid by biotransformation. Pest. Sci. 46: 33-35. https://doi.org/10.1002/(SICI)1096-9063(199601)46:1<33::AID-PS338>3.0.CO;2-R
  9. Protiva J, Schwarz V, Martinkova J, Syhora K. 1968. Steroid derivatives LV. microbial transformation of steroid compounds of the pregnane type substituted in position 16 and 17. Folia Microbiol. 13: 146-52. https://doi.org/10.1007/BF02868216
  10. Martinez CA, Rupashinghe SG. 2013. Cytochrome P450 bioreactors in the pharmaceutical industry: challenges and opportunities. Curr. Top. Med. Chem. 13: 1470-1490. https://doi.org/10.2174/15680266113139990111
  11. Grogan GJ, Holland HL. 2000. The biocatalytic reactions of Beauveria spp. J. Mol. Catal. B: Enzym. 9: 1-32. https://doi.org/10.1016/S1381-1177(99)00080-6
  12. Huszcza E, Dmochowska-Gladysz J, Bartmanska A. 2005. Transformations of steroids by Beauveria bassiana. Z. Naturforsch., C: Biosci. 60: 103-108. https://doi.org/10.1515/znc-2005-1-219
  13. Hu HF, Zhou HY, Wang MX, Wang YS, Xue YP, Zheng YG. 2019. A rapid throughput assay for screening (R)-2-(4-hydroxyphenoxy)propionic acid producing microbes. J. Microbiol. Methods 158: 44-51. https://doi.org/10.1016/j.mimet.2019.01.015
  14. Xu YN, Xia XX, Zhong JJ. 2014. Induction of ganoderic acid biosynthesis by $Mn^{2+}$ in static liquid cultivation of Ganoderma Lucidum. Biotechnol. Bioeng. 111: 2358-2365. https://doi.org/10.1002/bit.25288
  15. Tang J, Qian Z, Wu H. 2018. Enhancing cordycepin production in liquid static cultivation of Cordyceps militaris by adding vegetable oils as the secondary carbon source. Bioresour. Technol. 268: 60-67. https://doi.org/10.1016/j.biortech.2018.07.128
  16. Rodrigues AC, Fontao AI, Coelho A, Leal M, Soares da Silva FAG, Wan Y, et al. 2019. Response surface statistical optimization of bacterial nanocellulose fermentation in static culture using a low-cost medium. N. Biotechnol. 49: 19-27. https://doi.org/10.1016/j.nbt.2018.12.002
  17. Zhou GW, Li JN, Chen YS, Zhao BL, Cao YJ, Duan XF, et al. 2009. Determination of reactive oxygen species generated in laccase catalyzed oxidation of wood fibers from Chinese fir (Cunninghamia lanceolata) by electron spin resonance spectrometry. Bioresour. Technol. 100: 505-508. https://doi.org/10.1016/j.biortech.2008.06.010
  18. Qian G, Xu Z. 2007. Effect of polysaccharide extracted from Glaciecola polaris on the protection of mouse macrophages from oxidative injury. Bioresour. Technol. 98: 202-206. https://doi.org/10.1016/j.biortech.2005.12.004
  19. Temple MD, Perrone GG, Dawes IW. 2005. Complex cellular responses to reactive oxygen species. Trends Cell Biol. 15: 319-326. https://doi.org/10.1016/j.tcb.2005.04.003
  20. Ralser M, Wamelink MM, Kowald A, Gerisch B, Heeren G, Struys EA, et al. 2007. Dynamic rerouting of the carbohydrate flux is key to counteracting oxidative stress. J. Biol. 6: 10. https://doi.org/10.1186/jbiol61
  21. Rao YM, Sureshkumar GK. 2001. Improvement in bioreactor productivities using free radicals: HOCl-induced overproduction of xanthan gum from Xanthomonas campestris and its mechanism. Biotechnol. Bioeng. 72: 62-68. https://doi.org/10.1002/1097-0290(20010105)72:1<62::AID-BIT9>3.0.CO;2-9
  22. MooYoung, Robinson CW, Advances in Biotechnology, vol. 2. 1985, pp. 1005-1044. New York: Pergamon Press.
  23. Xu CP, Kim SW, Hwang HJ, Choi JW, Yun JW. 2003. Optimization of submerged culture conditions for mycelial growth and exobiopolymer production by Paecilomyces tenuipes C240. Process Biochem. 38: 1025-1030. https://doi.org/10.1016/S0032-9592(02)00224-8
  24. Survase SA, Saudagar PS, Singhal RS. 2006. Production of scleroglucan from Sclerotium rolfsii MTCC 2156. Bioresour. Technol. 97: 989-993. https://doi.org/10.1016/j.biortech.2005.04.037
  25. Ma L, Wang L, Tang J, Yang ZG. 2016. Optimization of arsenic extraction in rice samples by Plackett-Burman design and response surface methodology. Food Chem. 204: 283-288. https://doi.org/10.1016/j.foodchem.2016.02.126
  26. Asadi N, Zilouei H. 2017. Optimization of organosolv pretreatment of rice straw for enhanced biohydrogen production using Enterobacter aerogenes. Bioresour. Technol. 227: 335-344. https://doi.org/10.1016/j.biortech.2016.12.073
  27. Shahbazmohammadi H, Omidinia E. 2017. Medium optimization for improved production of dihydrolipohyl dehydrogenase from Bacillus sphaericus PAD-91 in Escherichia coli. Mol. Biotechol. 59: 260-270. https://doi.org/10.1007/s12033-017-0013-z
  28. Zhou H-Y, Wu W-J, Niu K, Xu Y-Y, Liu Z-Q, Zheng Y-G. 2019. Enhanced L-methionine production by genetically engineered Escherichia coli through fermentation optimization. 3 Biotech. 9: 96. https://doi.org/10.1007/s13205-019-1609-8
  29. Tsapatsaris S, Kotzekidou P. 2004. Application of central composite design and response surface methodology to the fermentation of olive juice by Lactobacillus plantarum and Debaryomyces hansenii. Int. J. Food Microbiol. 95: 157-168. https://doi.org/10.1016/j.ijfoodmicro.2004.02.011
  30. Hu H-F, Zhou H-Y, Cheng G-P, Xue Y-P, Wang Y-S, Zheng Y-G. 2019. Improvement of R-2-(4-hydroxyphenoxy) propionic acid biosynthesis of Beauveria bassiana by combined mutagenesis. Biotechnol. Appl. Biochem. 67: 343-353.
  31. Kinne M, Ullrich R, Hammel KE, Scheibner K, Hofrichter M. 2008. Regioselective preparation of (R)-2-(4-hydroxyphenoxy)propionic acid with a fungal peroxygenase. Bioorg. Med. Chem. Lett. 49: 3085-3087.
  32. Hu F, Huang J, Xu Y, Gian X, Zhong J-J. 2006. Responses of defense signals, biosynthetic gene transcription and taxoid biosynthesis to elicitation by a novel synthetic jasmonate in cell cultures of Taxus chinensis. Biotechnol. Bioeng. 94: 1064-1071. https://doi.org/10.1002/bit.20921
  33. Wei ZH, Bai LQ, Deng ZX, Zhong JJ. 2011. Enhanced production of validamycin A by $H_2O_2$-induced reactive oxygen species in fermentation of Streptomyces hygroscopicus 5008. Bioresour. Technol. 102: 1783-1787. https://doi.org/10.1016/j.biortech.2010.08.114
  34. Dowds BCA. 1994. The oxidative stress-response in Bacillus subtilis. FEMS Microbiol. Lett. 124: 255-263. https://doi.org/10.1111/j.1574-6968.1994.tb07294.x
  35. Mongkolsuk S, Helmann JD. 2002. Regulation of inducible peroxide stress responses. Mol. Microbiol. 45: 9-15. https://doi.org/10.1046/j.1365-2958.2002.03015.x
  36. Hahn JS, Oh SY, Roe JH. 2000. Regulation of the furA and catC operon, encoding a ferric uptake regulator homologue and catalaseperoxidase, respectively, in Streptomyces coelicolor A3(2). J. Bacteriol. 182: 3767-3774. https://doi.org/10.1128/JB.182.13.3767-3774.2000