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



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.


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.
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: <>. Date accessed: 25 may 2024.