C VİTAMİNİNİN 2-KETO-L-GULONİK ASİT MOLEKÜLÜNDEN ÜRETİMİ İÇİN FARKLI METOTLARIN ARAŞTIRILMASI
Yıl 2023,
, 394 - 404, 15.04.2023
Ceren Mutlu
,
Cihadiye Candal Uslu
,
Mustafa Erbas
Öz
Araştırmada farklı metotlar kullanılarak 2-keto-L-gulonik asit molekülünün esterifikasyonu ve laktonizasyonu ile ülkemizde ilk defa C vitamini üretiminin gerçekleştirilmesi amaçlanmıştır. Bu amaç doğrultusunda C vitamininin üretimi için dört metot, C vitamininin sodyum tuzunun üretimi için dört metot ve C vitamininin potasyum tuzunun üretimi için ise bir metot olmak üzere toplamda dokuz farklı metot kullanılarak denemeler yapılmıştır. Elde edilen bulgulara göre; doğrudan C vitamini üretimi için %36.07 verim ile Metot-I’in, C vitamininin sodyum tuzu üretimi için %58.56 verim ile Metot-VIII’in ve C vitamininin potasyum tuzu üretimi için ise %28.22 verim ile Metot-IX’un kullanılabileceği değerlendirilmiştir.
Destekleyen Kurum
TÜBİTAK
Teşekkür
Projeye (1005-Ulusal Yeni Fikirler ve Ürünler Araştırma Destek Programı-Proje No: 118O859) verdikleri destek nedeniyle Türkiye Bilimsel ve Teknolojik Araştırma Kurumu’na (TÜBİTAK) teşekkür ederiz.
Kaynakça
- Abbas, S., Da Wei, C., Hayat, K., Xiaoming, Z. (2012). Ascorbic acid: microencapsulation techniques and trends-a review. Food Reviews International, 28(4), 343-374.
- Anonim. (1992). Process for the production of sodium or potassium L-ascorbate. Patent No: US5128487A, https://patents.google.com/ patent/US5128487A/en (Erişim tarihi: 25/11/2022).
- Anonim. (1995). Process for preparing ascorbic acid. Patent No: US5391770A, https://patents.google.com/patent/US5391770A/en (Erişim tarihi: 25/11/2022).
- Anonim. (2002). Continuous process for producing L-ascorbic acid. Patent No: WO2002051826A1, https://patents.google.com/patent/WO2002051826A1/en (Erişim tarihi: 25/11/2022).
- Anonim. (2016). UN Comtrade Database. https://comtrade.un.org (Erişim tarihi: 01/12/2022).
- Anonim. (2021). Trend economy report. https://trendeconomy.com/data/commodity_h2/293627 (Erişim tarihi: 01/12/2022).
- Bhand, D.V., Patwardhan, A.V. (2015). Statistical optimization of L-ascorbic acid production by Xanthomonas campestris MTCC 2286 using sucrose as a cheap carbon source. Journal of Biochemical Technology, 6(1), 922-928.
- Bommarius, A. S., Riebel-Bommarius, B. R. (2004). Biocatalysis: fundamentals and applications. Wiley-VCH Verlag GmbH & Co.KGaA, Weinheim, 611 pp.
- Bremus, C., Herrmann, U., Bringer-Meyer, S., Sahm, H. (2006). The use of microorganisms in L-ascorbic acid production. Journal of Biotechnology, 124(1), 196-205.
- Dinani, S.T., van der Harst, J.P., Boom, R., van der Goot, A.J. (2023). Effect of L-cysteine and L-ascorbic acid addition on properties of meat analogues. Food Hydrocolloids, 134, 108059.
- Dogan, S., Tongur, T., Erkaymaz, T., Erdogan, G., Unal, B., Şık, B., Simsek, T. (2019). Traces of intact paraben molecules in endometrial carcinoma. Environmental Science and Pollution Research, 26, 31158-31165.
- Gholap, V., Talekar, V., Gholap, M., Kanawade, A., Phapale, P. (2017). A simple procedure for the one pot synthesis of ascorbic acid as efficiency and recyclable media. National Conference on Research and Developments in Synthetic Organic Chemistry, 39-42 pp.
- Kaswurm, V., van Hecke, W., Kulbe, K. D., Ludwig, R. (2013). Engineering of a bi-enzymatic reaction for efficient production of the ascorbic acid precursor 2-keto-L-gulonic acid. Biochemical Engineering Journal, 79, 104-111.
- Kuivanen, J., Penttilä, M., Richard, P. (2015). Metabolic engineering of the fungal D-galacturonate pathway for L-ascorbic acid production. Microbial Cell Factories, 14(1), 1-9.
- Lavrenov, S.N., Preobrazhenskaya, M.N. (2005). L-ascorbic acid: Properties and ways of modification (a review). Pharmaceutical Chemistry Journal, 39(5), 251-264.
- Nadtochii, M.A., Melent'eva, T. A. (2001). Synthesis of ascorbic acid from diacetone-2-keto-L-gulonic acid. Pharmaceutical Chemistry Journal, 35, 231-233.
- Nowak, D. (2021). Vitamin C in human health and disease. Nutrients, 13(5), 1595.
- Uluata, S., McClements, D.J., Decker, E.A. (2015). How the multiple antioxidant properties of ascorbic acid affect lipid oxidation in oil-in-water emulsions. Journal of Agricultural and Food Chemistry, 63(6), 1819-1824.
- Varvara, M., Bozzo, G., Celano, G., Disanto, C., Pagliarone, C. N., Celano, G. V. (2016). The use of ascorbic acid as a food additive: technical-legal issues. Italian Journal of Food Safety, 5(1), 4313.
- Wang, J. C., Cui, F. X., Li, T. (2012). Optimization of synthesis process for sodium ascorbate. In Advanced Materials Research, 550, 10-15.
- Wang, P., Zeng, W., Xu, S., Du, G., Zhou, J., Chen, J. (2018). Current challenges facing one-step production of L-ascorbic acid. Biotechnology Advances, 36(7), 1882-1899.
- Xu, B., Zheng, X., Zhang, W., Zhang, X., Zhang, Z., Shang, H. (2008). Kinetics of esterification of 2-keto-L-gulonic acid with methanol catalyzed by cation exchange resin. Transactions of Tianjin University, 14(1), 37-42.
- Xu, J., Zhou, L., Miao, J., Yu, W., Zou, L., Zhou, W., Liu, C., Liu, W. (2020). Effect of cinnamon essential oil nanoemulsion combined with ascorbic acid on enzymatic browning of cloudy apple juice. Food and Bioprocess Technology, 13(5), 860-870.
- Zhu, Y., Liu, J., Du, G., Zhou, J., Chen, J. (2012). Sporulation and spore stability of Bacillus megaterium enhance Ketogulonigenium vulgare propagation and 2-keto-L-gulonic acid biosynthesis. Bioresource Technology, 107, 399-404.
INVESTIGATION OF DIFFERENT METHODS FOR PRODUCTION OF VITAMIN C FROM 2-KETO-L-GULONIC ACID MOLECULE
Yıl 2023,
, 394 - 404, 15.04.2023
Ceren Mutlu
,
Cihadiye Candal Uslu
,
Mustafa Erbas
Öz
In the study, it was aimed to produce vitamin C for the first time in our country by esterification and lactonization of 2-keto-L-gulonic acid molecule using different methods. For this purpose, experiments were carried out using a total of nine different methods as four methods to produce vitamin C, four methods to produce the sodium salt of vitamin C, and one method to produce the potassium salt of vitamin C. According to the obtained results, it was evaluated that Method-I with a yield of 36.07% for the direct production of vitamin C, Method-VIII with a yield of 58.56% for the production of vitamin C sodium salt, and Method-IX with a yield of 28.22% for the production of vitamin C potassium salt could be used.
Kaynakça
- Abbas, S., Da Wei, C., Hayat, K., Xiaoming, Z. (2012). Ascorbic acid: microencapsulation techniques and trends-a review. Food Reviews International, 28(4), 343-374.
- Anonim. (1992). Process for the production of sodium or potassium L-ascorbate. Patent No: US5128487A, https://patents.google.com/ patent/US5128487A/en (Erişim tarihi: 25/11/2022).
- Anonim. (1995). Process for preparing ascorbic acid. Patent No: US5391770A, https://patents.google.com/patent/US5391770A/en (Erişim tarihi: 25/11/2022).
- Anonim. (2002). Continuous process for producing L-ascorbic acid. Patent No: WO2002051826A1, https://patents.google.com/patent/WO2002051826A1/en (Erişim tarihi: 25/11/2022).
- Anonim. (2016). UN Comtrade Database. https://comtrade.un.org (Erişim tarihi: 01/12/2022).
- Anonim. (2021). Trend economy report. https://trendeconomy.com/data/commodity_h2/293627 (Erişim tarihi: 01/12/2022).
- Bhand, D.V., Patwardhan, A.V. (2015). Statistical optimization of L-ascorbic acid production by Xanthomonas campestris MTCC 2286 using sucrose as a cheap carbon source. Journal of Biochemical Technology, 6(1), 922-928.
- Bommarius, A. S., Riebel-Bommarius, B. R. (2004). Biocatalysis: fundamentals and applications. Wiley-VCH Verlag GmbH & Co.KGaA, Weinheim, 611 pp.
- Bremus, C., Herrmann, U., Bringer-Meyer, S., Sahm, H. (2006). The use of microorganisms in L-ascorbic acid production. Journal of Biotechnology, 124(1), 196-205.
- Dinani, S.T., van der Harst, J.P., Boom, R., van der Goot, A.J. (2023). Effect of L-cysteine and L-ascorbic acid addition on properties of meat analogues. Food Hydrocolloids, 134, 108059.
- Dogan, S., Tongur, T., Erkaymaz, T., Erdogan, G., Unal, B., Şık, B., Simsek, T. (2019). Traces of intact paraben molecules in endometrial carcinoma. Environmental Science and Pollution Research, 26, 31158-31165.
- Gholap, V., Talekar, V., Gholap, M., Kanawade, A., Phapale, P. (2017). A simple procedure for the one pot synthesis of ascorbic acid as efficiency and recyclable media. National Conference on Research and Developments in Synthetic Organic Chemistry, 39-42 pp.
- Kaswurm, V., van Hecke, W., Kulbe, K. D., Ludwig, R. (2013). Engineering of a bi-enzymatic reaction for efficient production of the ascorbic acid precursor 2-keto-L-gulonic acid. Biochemical Engineering Journal, 79, 104-111.
- Kuivanen, J., Penttilä, M., Richard, P. (2015). Metabolic engineering of the fungal D-galacturonate pathway for L-ascorbic acid production. Microbial Cell Factories, 14(1), 1-9.
- Lavrenov, S.N., Preobrazhenskaya, M.N. (2005). L-ascorbic acid: Properties and ways of modification (a review). Pharmaceutical Chemistry Journal, 39(5), 251-264.
- Nadtochii, M.A., Melent'eva, T. A. (2001). Synthesis of ascorbic acid from diacetone-2-keto-L-gulonic acid. Pharmaceutical Chemistry Journal, 35, 231-233.
- Nowak, D. (2021). Vitamin C in human health and disease. Nutrients, 13(5), 1595.
- Uluata, S., McClements, D.J., Decker, E.A. (2015). How the multiple antioxidant properties of ascorbic acid affect lipid oxidation in oil-in-water emulsions. Journal of Agricultural and Food Chemistry, 63(6), 1819-1824.
- Varvara, M., Bozzo, G., Celano, G., Disanto, C., Pagliarone, C. N., Celano, G. V. (2016). The use of ascorbic acid as a food additive: technical-legal issues. Italian Journal of Food Safety, 5(1), 4313.
- Wang, J. C., Cui, F. X., Li, T. (2012). Optimization of synthesis process for sodium ascorbate. In Advanced Materials Research, 550, 10-15.
- Wang, P., Zeng, W., Xu, S., Du, G., Zhou, J., Chen, J. (2018). Current challenges facing one-step production of L-ascorbic acid. Biotechnology Advances, 36(7), 1882-1899.
- Xu, B., Zheng, X., Zhang, W., Zhang, X., Zhang, Z., Shang, H. (2008). Kinetics of esterification of 2-keto-L-gulonic acid with methanol catalyzed by cation exchange resin. Transactions of Tianjin University, 14(1), 37-42.
- Xu, J., Zhou, L., Miao, J., Yu, W., Zou, L., Zhou, W., Liu, C., Liu, W. (2020). Effect of cinnamon essential oil nanoemulsion combined with ascorbic acid on enzymatic browning of cloudy apple juice. Food and Bioprocess Technology, 13(5), 860-870.
- Zhu, Y., Liu, J., Du, G., Zhou, J., Chen, J. (2012). Sporulation and spore stability of Bacillus megaterium enhance Ketogulonigenium vulgare propagation and 2-keto-L-gulonic acid biosynthesis. Bioresource Technology, 107, 399-404.