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2-Pyrrolidone synthesis from γ-aminobutyric acid produced by Lactobacillus brevis under solid-state fermentation utilizing toxic deoiled cottonseed cake

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Abstract

There is an increasing demand of γ-aminobutyric acid (GABA) as drug and food additive, as well as feedstock to produce 2-pyrrolidone, a precursor for the synthesis of nylon 4. 2-Pyrrolidone is a petrochemical and depleting reserve which raises concern for its bio-based production. The study herein describes bio-based economical GABA production from Lactobacillus brevis by solid-state fermentation (SSF) using toxic deoiled cottonseed cake (CSC) as substrate. In general, the use of cottonseed cake remains restricted due to the presence of toxic gossypols. Thus, simultaneous detoxification observed during fermentation also widens the scope of utilization of this residual seedcake for feed use vis-a-vis production of other value added chemicals. The SSF conditions were optimized for maximum GABA production, viz., 19.7 mg/g, CSC of GABA was obtained at 6th day of fermentation with 70 % degradation of gossypols simultaneously. The potential of this bio-based GABA as a platform chemical is demonstrated in the synthesis of 2-pyrrolidone. Thus, a simple and cost-effective strategy for utilizing toxic biomass has been developed as an alternate to chemical synthetic route.

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References

  1. Schuller HM, Al-Wadei HA, Majidi M (2008) Gamma-aminobutyric acid, a potential tumor suppressor for small airway-derived lung adenocarcinoma. Carcinogenesis 29:1979–1985

    Article  CAS  Google Scholar 

  2. Dhakal R, Bajpai VK, Baek K-H (2012) Production of gaba (γ-aminobutyric acid) by microorganisms: a review. Braz J Microbiol 43:1230–1241

    Article  CAS  Google Scholar 

  3. Jang YS, Kim B, Shin JH, Choi YJ, Choi S, Song CW, Lee J, Park HG, Lee SY (2012) Bio-based production of C2–C6 platform chemicals. Biotechnol Bioeng 109:2437–2459

    Article  CAS  Google Scholar 

  4. Yamano N, Kawasaki N, Takeda S, Nakayama A (2013) Production of 2-pyrrolidone from biobased glutamate by using Escherichia coli. J Polym Environ 21:528–533

    Article  CAS  Google Scholar 

  5. Park SJ, Kim EY, Noh W, Oh YH, Kim HY, Song BK, Cho KM, Hong SH, Lee SH, Jegal J (2013) Synthesis of nylon 4 from gamma-aminobutyrate (GABA) produced by recombinant Escherichia coli. Bioprocess Biosyst Eng 36:885–892

    Article  CAS  Google Scholar 

  6. Li H, Cao Y (2010) Lactic acid bacterial cell factories for gamma-aminobutyric acid. Amino Acids 39:1107–1116

    Article  CAS  Google Scholar 

  7. Kook M-C, Cho S-C (2013) Production of GABA (gamma amino butyric acid) by lactic acid bacteria. Korean J Food Sci An 33:377–389

    Article  Google Scholar 

  8. Joshi C, Mathur P, Khare S (2011) Degradation of phorbol esters by Pseudomonas aeruginosa PseA during solid-state fermentation of deoiled Jatropha curcas seed cake. Bioresour Technol 102:4815–4819

    Article  CAS  Google Scholar 

  9. Gadelha ICN, Fonseca NBS, Oloris SCS, Melo MM, Soto-Blanco B (2014) Gossypol toxicity from cottonseed products. Sci World J. doi:10.1155/2014/231635

    Google Scholar 

  10. Joshi C, Khare SK, Gupta MN (2014) Applications of solid-state fermentation process in biological detoxification of industrial wastes. Curr Biochem Eng 1:35–49

    Article  Google Scholar 

  11. Santos JEP, Villasenor M, Robinson PH, DePeters EJ, Holmberg CA (2003) Type of cottonseed and level of gossypol in diets of lactating dairy cows: plasma gossypol, health, and reproductive performance. J Dairy Sci 86:892–905

    Article  CAS  Google Scholar 

  12. Villaseñor M, Coscioni AC, Galvão KN, Chebel RC, Santos JEP (2008) Gossypol disrupts embryo development in heifers. J Dairy Sci 91:3015–3024

    Article  Google Scholar 

  13. Câmara ACL, Gadelha ICN, Borges PAC, de Paiva SA, Melo MM, Soto-Blanco B (2015) Toxicity of gossypol from cottonseed cake to sheep ovarian follicles. PLoS One. doi:10.1371/journal.pone.0143708

    Google Scholar 

  14. Lin Q-R, Li C-G, Zha Q-B, Xu L-H, Pan H, Zhao G-X, Ouyang D-Y, He X-H (2016) Gossypol induces pyroptosis in mouse macrophages via a non-canonical inflammasome pathway. Toxicol Appl Pharmacol 292:56–64

    Article  CAS  Google Scholar 

  15. Ramachandran S, Singh SK, Larroche C, Soccol CR, Pandey A (2007) Oil cakes and their biotechnological applications—a review. Bioresour Technol 98:2000–2009

    Article  CAS  Google Scholar 

  16. Qiu T, Li H, Cao Y (2010) Pre-staining thin layer chromatography method for amino acid detection. Afr J Biotechnol 9:8679–8681

    CAS  Google Scholar 

  17. Li H, Qiu T, Cao Y, Yang J, Huang Z (2009) Pre-staining paper chromatography method for quantification of γ-aminobutyric acid. J Chromatogr A 1216:5057–5060

    Article  CAS  Google Scholar 

  18. Li H, Gao D, Cao Y, Xu H (2008) A high γ-aminobutyric acid-producing Lactobacillus brevis isolated from Chinese traditional paocai. Ann Microbiol 58:649–653

    Article  CAS  Google Scholar 

  19. Zhang Y, Song L, Gao Q, Yu S, Li L, Gao N (2012) The two-step biotransformation of monosodium glutamate to GABA by Lactobacillus brevis growing and resting cells. Appl Microbiol Biotechnol 94:1619–1627

    Article  CAS  Google Scholar 

  20. Admasu A, Chandravanshi B (1984) Spectrophotometric determination of total gossypol in cottonseeds and cottonseed meals. Anal Chem 56:30–32

    Article  CAS  Google Scholar 

  21. Abdelhalim A, Chebib M, Aburjai T, Johnston GA, Hanrahan JR (2014) GABAA receptor modulation by compounds isolated from Salvia triloba L. Adv Biol Chem 4:148

    Article  CAS  Google Scholar 

  22. Ko CY, Lin H-TV, Tsai GJ (2013) Gamma-aminobutyric acid production in black soybean milk by Lactobacillus brevis FPA 3709 and the antidepressant effect of the fermented product on a forced swimming rat model. Process Biochem 48:559–568

    Article  CAS  Google Scholar 

  23. Di Cagno R, Mazzacane F, Rizzello C, De Angelis M, Giuliani G, Meloni M, De Servi B, Gobbetti M (2010) Synthesis of γ-aminobutyric acid (GABA) by Lactobacillus plantarum DSM19463: functional grape must beverage and dermatological applications. Appl Microbiol Biotechnol 86:731–741

    Article  Google Scholar 

  24. Kook M-C, Seo M-J, Cheigh C-I, Pyun Y-R, Cho S-C, Park H (2010) Enhanced production of gamma-aminobutyric acid using rice bran extracts by Lactobacillus sakei B2-16. J Microbiol Biotechnol 20:763–766

    CAS  Google Scholar 

  25. Kim JY, Lee MY, Ji GE, Lee YS, Hwang KT (2009) Production of γ-aminobutyric acid in black raspberry juice during fermentation by Lactobacillus brevis GABA100. Int J Food Microbiol 130:12–16

    Article  CAS  Google Scholar 

  26. Tung Y-T, Lee B-H, Liu C-F, Pan T-M (2011) Optimization of Culture condition for ACEI and GABA production by lactic acid bacteria. J Food Sci 76:M585–M591

    Article  CAS  Google Scholar 

  27. Dikshit R, Tallapragada P (2015) Screening and optimization of γ-aminobutyric acid production from Monascus sanguineus under solid-state fermentation. Front Life Sci 8:172–181

    Article  CAS  Google Scholar 

  28. Torino MI, Limón RI, Martínez-Villaluenga C, Mäkinen S, Pihlanto A, Vidal-Valverde C, Frias J (2013) Antioxidant and antihypertensive properties of liquid and solid state fermented lentils. Food Chem 136:1030–1037

    Article  CAS  Google Scholar 

  29. Jannoey P, Niamsup H, Lumyong S, Suzuki T, Katayama T, Chairote G (2010) Comparison of gamma-aminobutyric acid production in Thai rice grains. World J Microb Biot 26:257–263

    Article  CAS  Google Scholar 

  30. Aoki H, Uda I, Tagami K, Furuya Y, Endo Y, Fujimoto K (2003) The production of a new tempeh-like fermented soybean containing a high level of γ-aminobutyric acid by anaerobic incubation with Rhizopus. Biosci Biotechnol Biochem 67:1018–1023

    Article  CAS  Google Scholar 

  31. Zhao A, Hu X, Pan L, Wang X (2015) Isolation and characterization of a gamma-aminobutyric acid producing strain Lactobacillus buchneri WPZ001 that could efficiently utilize xylose and corncob hydrolysate. Appl Microbiol Biotechnol 99:3191–3200

    Article  CAS  Google Scholar 

  32. He Z, Zhang H, Olk DC (2015) Chemical composition of defatted cottonseed and soy meal products. PLoS One. doi:10.1371/journal.pone.012993310

    Google Scholar 

  33. Weng X-Y, Sun J-Y (2006) Kinetics of biodegradation of free gossypol by Candida tropicalis in solid-state fermentation. Biochem Eng J 32:226–232

    Article  CAS  Google Scholar 

  34. Zhang W-J, Xu Z-R, Zhao S-H, Sun J-Y, Yang X (2007) Development of a microbial fermentation process for detoxification of gossypol in cottonseed meal. Anim Feed Sci Technol 135:176–186

    Article  CAS  Google Scholar 

  35. Khalaf MA, Meleigy SA (2008) Reduction of free gossypol levels in cottonseed meal by microbial treatment. Int J Agric Biol 10:185–190

    CAS  Google Scholar 

  36. Sun Z-T, Liu C, Du J-H (2008) Optimisation of fermentation medium for the detoxification of free gossypol in cottonseed powder by Geotrichum candidum G07 in solid-state fermentation with response surface methodology. Ann Microbiol 58:683–690

    Article  CAS  Google Scholar 

  37. Yang X, Guo J, Sun J (2011) Biodegradation of free-gossypol by a new fungus isolated from cotton planted soil. Afr J Microbiol Res 5:3066–3072

    CAS  Google Scholar 

  38. Divyashri G, Prapulla SG (2014) Mass transfer characterization of gamma-aminobutyric acid production by Enterococcus faecium CFR 3003: encapsulation improves its survival under simulated gastro-intestinal conditions. Bioprocess Biosyst Eng 38:569–574

    Article  Google Scholar 

Download references

Acknowledgments

Authors gratefully acknowledge the financial Grant provided by the Ministry of Food Processing Industries (Govt. of India) and Department of Science and Technology (Govt. of India) for carrying out this study. Jasneet Grewal is grateful to Indian Institute of Technology Delhi for her Senior Research fellowship.

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Correspondence to S. K. Khare.

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Grewal, J., Khare, S.K. 2-Pyrrolidone synthesis from γ-aminobutyric acid produced by Lactobacillus brevis under solid-state fermentation utilizing toxic deoiled cottonseed cake. Bioprocess Biosyst Eng 40, 145–152 (2017). https://doi.org/10.1007/s00449-016-1683-9

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  • DOI: https://doi.org/10.1007/s00449-016-1683-9

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