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Study on laccase-catalyzed oxidation of disubstituted ferrocene and π-arene-π-cyclopentadienyliron derivatives

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Wuhan University Journal of Natural Sciences

Abstract

It is studied that Rhus vernicifera laccase catalyzed oxidation of 26 disubstituted ferrocene and its metal complexes, π-arene-π-cyclopentadienyliron derivatives and metal meso-(tetra-4-sulfanatophenyl)porphyrin in the diethylene glycol monobutyl ether (DGBE)/phosphate buffer (V/V, 1/5). It is found that 1,1′-bishydroxylmethyl ferrocene etc 16 compounds are new substrates of laccase. The relation of structure and function of substrates is discussed. The affective factors of laccase-catalyzed oxidation of 1,1′-bishydroxyl-methyl ferrocene—pH, temperature, substrate concentration, laccase quantity and surfactant were investigated further.

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References

  1. Ghindilish A L, Makower, A, Scheller F W. A Lacase-glucose Dehydrogenase Recyling-enzyme Electrode Based on Potentiornetric Mediatortes Electrocatalytic Detection.Anal Methods Instrum. 1995,2(3): 129–132.

    Google Scholar 

  2. Ji Li-cai, Hu Pei-zhi, Tang Gui-sheng Effect of Surfactant on the Catalyzed Oxidation of 2, 6-Dimethylphenol by Rhus Vernicifera Laccase.Wuhan Univ J of Natural Sci 1997,2(4):503–506.

    Article  Google Scholar 

  3. Wang Guang-hui, Ji Li-cai Catalyzed Oxidation by Rhus Vernicifera Laccaase: II A Preliminary Studies on Substrate Specificity of Rhus Vernicifeera Laccase from the Chinese Lacquer.J of Wuhan Univ (Natural Sci Ed.), 1989, (Special Issue of Chemistry): 65 (Ch).

  4. Ji Li-cai, Hu Pei-zhi. Structure, Function and Application of Laccase.Amino Acid and Biotic Resources, 1996,18(1):25

    Google Scholar 

  5. Reinhammar B. Laccase in “Copper Proteins and Copper Enzymes”. Lontie R Ed. Vol. III Boca Raton: CRC Press, 1984, 1–35.

    Google Scholar 

  6. Ghindilis A L, Makower A, Scheller F W. Nanomolar Determination of Ferrocene Derivatives Using a Recycling Enzyme Electrode. Development of Redox Label Immunoassay.Anal. Lett, 1995,28(1):1–11.

    Google Scholar 

  7. Ji Li-cai, Wang Guang-hui, Hu Pei-zhi. New Ssubstrates of Rhus Vernicifera Laccase.Nature Journal, 1990,13(3):189(Ch).

    Google Scholar 

  8. Yorpolov A I, Skorbogatko O V, Vartanov S Set al. Laccase Properties, Catalytic Mechanism and Applicability.Appl Biochem Biotechnol, 1994,49(3):257.

    Article  Google Scholar 

  9. Ji Li-cai, Wang Guang-zhi, Hu Pei-zhi,et al. Catalyzed Oxidation by Rhus Vernicifera Laccase. IV. Enzyme-catalyzed Oxidation of Ferrocene and Its Derivatives.J Inorg Chem, 1992,18 (1):76–77 (Ch).

    Google Scholar 

  10. Ji Li-cai, Hu Pei-zhi. Tang Gui-sheng,et al. The Determination of Laccase Activity and Catalytic Oxidation to Monosubstitute Ferrocene Derivatives.J Wuhan Univ (Natural Sci. Ed.), 1996,42(4):443–448(Ch)

    Google Scholar 

  11. Reinhammar B. Purification and Properties of Laccase and Sellacyanin From Rhus Venicifera.Biochim Biophys Acta 1970,205:35.

    Article  Google Scholar 

  12. Rosenblum M. Woodward R B. The Structure and Chemistry of Ferrocene. III Evidence Pertaining to the Ring Rotational Barrier.J Amer Chem Soc, 1958,80(20):5443

    Article  Google Scholar 

  13. Sooda A. Moritani I. Reaction of Ferrocenylcarbene IV: the Synthesis of (3)-Ferrocenophan-2-one Tosylhydrazone and the Themal Decomposition of Its Sodium Salt.J Orgametal Chem, 1971,26:133.

    Article  Google Scholar 

  14. Zhang Lun, Hu Pei-zhi, Zhang Guo-ming. Studies on Boron Compcunds V. Synthesis and Properties or π-arene-π-cyclopentadienyliron Hydroborates.Org Chem, 1983,4:277(Ch).

    Google Scholar 

  15. Hu Pei-zhi, Ji Li-cai, Sun Shao-fa,et al. UV-Vis Spectra and Mossbauer Parameters of π-arene-π-cyclopentadienyliron Dodecahydrododecaborates.Chemistry, 1995,10:45(Ch).

    Google Scholar 

  16. Fleischer E B, Palmer J M, Srivastava T S,et al. Thermodynamic and Kinetic Properties of an Iron-porphyrin System.J Amer Chem Soc, 1971,93(13):3162.

    Article  Google Scholar 

  17. Busby C A, Dinello B K, Dolphin D. A Convenient Preparation of Meso-tetra-(4-sulfonatophenyl) porphyrin.Can J Chem, 1975,53(11):1554

    Article  Google Scholar 

  18. Chen Chao-huan, Zhong Xia-mao, Qing Yan-long,et al. Organotitanium Chemistry.13C NMR Spectra of Titanocene Dichlorides Derivatives.Org Chem, 1987,3:206–209(Ch).

    Google Scholar 

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Foundation item: Supported by the National Natural Science Foundation of China (39170203)

Biography: Ji Li-cai(1945-), male, professor, research direction: organic chemistry and biochemistry

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Li-cai, J., Pei-zhi, H., Chang-hua, J. et al. Study on laccase-catalyzed oxidation of disubstituted ferrocene and π-arene-π-cyclopentadienyliron derivatives. Wuhan Univ. J. Nat. Sci. 5, 351–356 (2000). https://doi.org/10.1007/BF02830155

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  • DOI: https://doi.org/10.1007/BF02830155

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