Brassica juncea peroxidase as biocatalyst for Synthesis of Oxidative Coupling of guaiacol

  • YULIA ANITA PUSAT PENELITIAN KIMIA LIPI
  • HANI MULYANI PUSAT PENELITIAN KIMIA LIPI

Abstract

Isolation of phenolic polymers from plants are challenging because the low yield and time consuming. Synthesis of phenolic polymer is urgently needed to overcome the lack of the compounds. Phenolic oxidation with H2O2 by peroxidase, results oxidative coupling reaction and finally produces phenolic polymers. Peroxidase (e.g guaiacol) catalyzes oxidative reaction by hydrogen peroxide with substrate acted as hydrogen donor. In this study, peroxidase from sawi hijau (Brassica juncea) was isolated. The obtained crude peroxidase had specific activity 5.618U/mg protein. Reaction between guiacol, H2O2 and crude peroxsidase produced guaiacol dimer. The new dimer was identified by NMR spectrometry, and the product showed coupling in para-para of 4,4’-biguaiakol, with 17% yield. In summary, crude peroxidase obtained from sawi hijau (Brassica juncea) was able to act as a catalyst for the oxidative coupling reaction of guiacol into guaicol dimer compounds.

References

1. Cristina N, Candice G, Stephanie B, Bruno D, Sergio R. Laccase-mediated oxidation of phenolic derivatives. Journal of Molecular Catalysis B: Enzymatic. 2010. 65:52–7.
2. Uyama H and Kobayashi S. Enzyme-catalyzed polymerization to functional polymers. Journal of Molecular Catalysis B: Enzymatic. 2002.19-20:117-27.
3. Tzeng SC and Liu YC. Peroxidase-catalyzed synthesis of neolignan and its anti-inflammatory activity. Journal of Molecular Catalysis B: Enzymatic. 2004.32: 7–13.
4. Seiichiro F, Toshiko A, Yoshinori K, Hiroshi S. Antioxidant and Prooxidant action of eugenol-related compounds and their cytotoxicity. Toxicology. 2002. 177:39-54.
5. Yulia A. Produksi senyawa bioaktif dari reaksi guaiakol dengan enzim peroksidase dan uji aktivitas alelopati.[skripsi]. Depok: Jurusan Kimia Universitas Indonesia; 2004. 23-68.
6. Bergmeyer HU. Methode of enzymatic analysis. Vol I. 2nd ed. New York: Academic Press; 1994. 495.
7. Lehninger AL. Dasar-dasar Biokimia. Jilid 1. Jakarta: Erlangga; 1990.
8. Daniel AB and Ruth ES. Modeling suberization with peroxidase-catalyzed polymerization of hydroxycinnamic acids: Cross-coupling and dimerization reactions. Phytochemistry. 2006. 67: 743–53.
9. Helena. Oxidative dimerization of ferulic acid by extracts from sorghum. Phytomarry. 1976. IS:465-69.
10. Van Deurzen MPJ, Van Rantjwik F, and Sheldon RA. Selective oxidations catalyzed by peroxidases. Tetrahedron. 1997. 53(39):13183-220.
11. Jung MJ, Heo SI, Wang MH. Free radical scavenging and total phenolic contents from methanolic extracts of Ulmus davidiana. Food Chemistry. 2008. 108: 482–87.
12. Sonia M, Maria LS, Efstathia I, Mohamed M, Anastasia D, Vassilios R, Panagiotis K. Crude peroxidase from onion solid waste as a tool for organic synthesis. Part II: oxidative dimerization–cyclization of methyl p-coumarate, methylcaffeate and methyl ferulate.Tetrahedron Letters. 2011.52:1165–8.
Published
2014-04-30
How to Cite
ANITA, YULIA; MULYANI, HANI. Brassica juncea peroxidase as biocatalyst for Synthesis of Oxidative Coupling of guaiacol. JURNAL ILMU KEFARMASIAN INDONESIA, [S.l.], v. 12, n. 1, p. 99-103, apr. 2014. ISSN 2614-6495. Available at: <http://jifi.farmasi.univpancasila.ac.id/index.php/jifi/article/view/193>. Date accessed: 22 dec. 2024.
Citation Formats
Issue
Vol 12 No 1 (2014): JIFI
Section
Articles
License

Licencing
All articles in Jurnal Ilmu Kefarmasian Indonesia are an open-access article, distributed under the terms of the Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License which permits unrestricted non-commercial used, distribution and reproduction in any medium.

This licence applies to Author(s) and Public Reader means that the users mays :

  • SHARE:
    copy and redistribute the article in any medium or format
  • ADAPT:
    remix, transform, and build upon the article (eg.: to produce a new research work and, possibly, a new publication)
  • ALIKE:
    If you remix, transform, or build upon the article, you must distribute your contributions under the same license as the original.
  • NO ADDITIONAL RESTRICTIONS:
    You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.

It does however mean that when you use it you must:

  • ATTRIBUTION: You must give appropriate credit to both the Author(s) and the journal, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use.

You may not:

  • NONCOMMERCIAL: You may not use the article for commercial purposes.

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.