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Mechanism of enzymatic degradation of poly(butylene succinate)

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Abstract

Poly(butylene succiate) (PBS), poly(butylene succinate-co-L-lactate) (PBSL), and poly(butylene succinate-co-6-hydroxycaproate) (PBSCL) polymers were degraded by lipase PS®, and the enzymatic degradation mechanism of PBS was analyzed in detail. The enzymatic degradation of PBS gave 4-hydroxybutyl succinate (4HBS) as the main product. An exo-type hydrolysis mechanism was proposed based on this observation. The terminal chain of PBS had conformational similarity to ordinary tri- and diglycerides and could be incorporated as a substrate in the active site of this lipase. The surface adsorption of the lipase was much larger on PBS and its copolymer films than on the other polyester films because the lipase adhered quite strongly to the polymer terminal through a specific adsorption mechanism. Kinetic analysis showed that the total number of surface adsorption points per unit area of PBSL and PBSCL copolymers was larger than that of the PBS homopolymer.

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References

  1. Y. Kumagai,Makromol. Chem.,193, 53 (1992).

    Article  CAS  Google Scholar 

  2. Y. Tokiwa, T. Szuki, and K. Takeda,Agric. Biof. Chem.,50, 1323 (1986).

    Article  CAS  Google Scholar 

  3. M. Mochizuki, M. Hirano, Y. Kanmuri, K. Kudo, and Y. Tokiwa,J. Appl. Polym. Sci.,55, 289 (1995).

    Article  CAS  Google Scholar 

  4. Y. Doi, Y. Kanesawa, and M. Kunioka,Macromolecules,23, 26 (1990).

    Article  CAS  Google Scholar 

  5. H. Abe, I. Matsubara, and Y. Doi,Macromolecules,28, 844 (1995).

    Article  CAS  Google Scholar 

  6. A. V. Shyichuk,J. Appl. Polym. Sci.,62, 1735 (1996).

    Article  CAS  Google Scholar 

  7. N. Nimura and T. Kinoshita.Anal. Lett.,13(3A), 191 (1980).

    Article  Google Scholar 

  8. S. A. Barker, J. A. Monti, S. T. Christian, F. Benington, and R. D. Morin,Anal. Biochem.,107, 116 (1980).

    Article  CAS  Google Scholar 

  9. M. Horiike, Master’s Thesis, Kyoto Instistute of Technology (2000).

  10. Y. Iwasaki, A. Fujitake, K. Kurita, and K. Ishihara,J. Biomater. Sci.-Polym. E,8, 91 (1996).

    Article  CAS  Google Scholar 

  11. Y. Iwasaki, K. Kurita, K. Ishihara, and N. Nakabayashi,J. Biomater. Sci.-Polym. E,8, 151 (1996).

    Article  CAS  Google Scholar 

  12. M. Scandola, M. L. Focarete, and G. Frisoni,Macromolecules,31, 3846 (1998).

    Article  CAS  Google Scholar 

  13. K. Mukai, K. Yamada, and Y. Doi,Int. J. Biol. Macromol.,15, 361 (1993).

    Article  CAS  Google Scholar 

  14. U. Bornscheuer, O. W. Reif, R. Freitag, T. Schepter, F. N. Kolisis, and U. Menge,Makromol. Chem.,1201, 15 (1994).

    Google Scholar 

  15. J. D. Schrag, Y. Li, M. Cygler, D. Lang, T. Burgdorf, H. J. Hecht, R. Schmid, D. Schomburg, T. J. Rydel, J. D. Oliver, L. C. Strickland, C. M. Dunaway, S. B. Larson, and A. M. Pherson,Structure,5, 2 (1997).

    Article  Google Scholar 

  16. S. Lee, Y. Lee, and J. W. Lee,Macromol. Res.,15, 44 (2007).

    Article  CAS  Google Scholar 

  17. Y. K. Lee, S. M. Hong, and J. S. Kim,Macromol. Res.,15, 330 (2007).

    Article  CAS  Google Scholar 

  18. S. J. Im, Y. M. Choi, and E. Subramanyam,Macromol. Res.,15, 363 (2007).

    Article  CAS  Google Scholar 

  19. J. S. Park, J. M. Kim, and S. J. Lee,Macromol. Res.,15, 424 (2007).

    Article  CAS  Google Scholar 

  20. K. Kasuya, Y. Inoue, and Y. Doi,Int. J. Biol. Macromol.,19, 35 (1996).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Innovative Industrial Technology, Hoseo University, 336-795, Asan-City, Korea

    Chan Woo Lee

  2. Department of Polymer Science and Engineering, Kyoto Institute of Technology, Matsugasaki, 606, Kyoto, Japan

    Yoshiharu Kimura

  3. Department of Environmental Engineering, Hoseo University, 336-795, Asan-City, Korea

    Jin-Do Chung

Authors
  1. Chan Woo Lee
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  2. Yoshiharu Kimura
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  3. Jin-Do Chung
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Correspondence to Chan Woo Lee.

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Lee, C.W., Kimura, Y. & Chung, JD. Mechanism of enzymatic degradation of poly(butylene succinate). Macromol. Res. 16, 651–658 (2008). https://doi.org/10.1007/BF03218575

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  • DOI: https://doi.org/10.1007/BF03218575

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