136
Views
7
CrossRef citations to date
0
Altmetric
Original Article

Ring-opening polymerization of ɛ-caprolactone catalyzed by a novel lipase Candida sp. 99-125

, , , , &
Pages 150-155 | Received 26 Nov 2014, Accepted 31 Aug 2015, Published online: 28 Sep 2015

References

  • Albertsson AC, Varma IK. 2003. Recent developments in ring opening polymerization of lactones for biomedical applications. Biomacromolecules 4:1466–1486.
  • Chua LS, Sarmidi MR. 2006. Effect of solvent and initial water content on (R,S)-1-phenylethanol resolution. Enzyme Microb Technol 38:551–556.
  • Ciardelli G, Chiono V, Vozzi G, Precella M, Phluwalia A, Barbani N, Cristallini C, Giusti P. 2005. Blends of poly-(ɛ-caprolactone) and polysaccharides in tissue engineering applications. Biomacromolecules 6:1961–1976.
  • Deng L, Tan TW, Wang F, Xu XB. 2003. Enzymatic production of fatty acid alkyl esters with a lipase preparation from Candida sp. 99-125. Eur J Lip Sci Tech 105:727–734.
  • Dong H, Cao SG, Li ZQ, Han SP, You DL. 1999. Study on the enzymatic polymerization mechanism of lactone and the strategy for improving the degree of polymerization. J Polym Sci A: Pol Chem 37:1265–1275.
  • Inprakhon P, Panlawan P, Pongtharankul T, Marie E, Wiemann LO, Durand A, Sieber V. 2014. Toward one-pot lipase-catalyzed synthesis of poly(-caprolactone) particles in aqueous dispersion. Colloid Surface B 113:254–260
  • Ishi N, Inone Y, Shimada K, Tezuba Y, Mitomo H, Kasuya K. 2007. Fungal degradation of poly(ethylene succinate). Polym Degrad Stabil 92:44–52.
  • Kobayashi S, Takeya K, Suda S, Uyama H. 1998. Lipase-catalyzed ring-opening polymerization of medium-size lactones to polyesters. Macromol Chem Phys 199:1729–1736.
  • Li JC, Tokuma F, He Y, Hiroshi U, Shiro K, Yoshio I. 2006. Thermal behavior and phase morphology of miscible hydrogen-bonded blends of poly(ɛ-caprolactone) and enzymatically polymerized polyphenol. J Appl Polym Sci 101:149–160.
  • Liu WH, Chen BQ, Wang F, Tan TW, Deng L. 2011. Lipase-catalyzed synthesis of aliphatic polyesters and properties characterization. Process Biochem 46:1993–2000.
  • Liu WH, Wang F, Tan TW, Chen BQ. 2013. Lipase-catalyzed synthesis and characterization of polymers by cyclodextrin as support architecture. Carbohyd Polym 92:633–640.
  • Mecerreyes D, Jerome R, Dubios P. 1999. Novel macromolecular architectures based on aliphatic polyesters: Relevance of the “coordination-insertion” ring-opening polymerization. Adv Polym Sci 147:1–59
  • Middleton JC, Tipton AJ. 2000. Synthetic biodegradable polymers as orthopedic devices. Biomaterials 21:2335–2346.
  • Nobes GAR, Kazlauskas RJ, Marchessault RH. 1996. Lipase-catalyzed ring-opening polymerization of lactones: A novel route to poly(hydroxyalkanoate)s. Macromolecules 29:4829–4833.
  • Nomura R, Ueno A, Endo T. 1994. Anionic ring-opening polymerization of macrocyclic esters. Macromolecules 27:620–621.
  • Ozturk Duskunkorur H, Pollet E, Phalip V, Guvenilir Y, Averous L. 2014. Lipase catalyzed synthesis of polycaprolactone and clay-based nanohybrids. Polymer 55:1648–1655.
  • Peeters JW, van Leeuwen O, Palmans ARA, Meijer EW. 2005. Lipase-catalyzed ring-opening polymerizations of 4-substituted ɛ-caprolactones: Mechanistic considerations. Macromolecules 38:5587–5592.
  • Ramgopal Y, Mondal D, Venkatraman SS, Godbey WT, Yuen GY. 2009. Controlled release of complexed DNA from polycaprolactone film: Comparison of lipoplex and polyplex release. J Biomed Mater Res 89:439–447.
  • Sanchez-Garcia MD, Gimenez E, Lagaron JM. 2008. Morphology and barrier properties of solvent cast composites of thermoplastic biopolymers and purified cellulose fibers. Carbohyd Polym 71:235–244.
  • Srivastava RK, Albertsson AC. 2006. Porous scaffolds from high molecular weight polyesters synthesized via enzyme-catalyzed ring-opening polymerization. Biomacromolecules 7:2531–2538.
  • Stavila E, Alberda van Ekenstein GOR, Woortman AJJ, Loos K. 2014. Lipase-catalyzed ring-opening copolymerization of ɛ-caprolactone and β-lactam. Biomacromolecules 15:234–241.
  • Tan TW, Chen BQ, Ye H. 2006. Enzymatic synthesis of 2-ethylhexyl palmitate by lipase immobilized on fabric membranes in the batch reactor. Biochem Eng J 29:41–45.
  • van der Mee L, Helmich F, de Bruijin R, Vekemans JAJM, Palmans ARA, Meijer EW. 2006. Investigation of lipase-catalyzed ring-opening polymerizations of lactones with various ring sizes: Kinetic evaluation. Macromolecules 39:5021–5027.
  • Varma IK, Albertsson AC, Rajkhowa R, Srivastara RK. 2005. Enzyme catalyzed synthesis of polyesters. Prog Polym Sci 30:949–981.
  • Xu J, Cross RA, Kaplan DL, Swift G. 1996a. Chemoenzymic synthesis and study of poly(α-methyl-β-propiolactone) stereocopolymers. Macromolecules 29:4582–4590.
  • Xu J, Cross RA, Kaplan DL, Swift G. 1996b. Chemoenzymic route to poly(3-hydroxybutyrate) stereoisomers. Macromolecules 29:3857–3861.
  • Yin CH, Lin T, Tan TW. 2006. Synthesis of vitamin A esters by immobilized Candida sp. lipase in organic media. Chin J Chem Eng 14:81–86.
  • Zhu N, Zhang ZL, He W, Geng XC, Fang Z, Li X, Li ZJ, Guo K. 2014. Highly chemoselective lipase from Candida sp. 99-125 catalyzed ring-opening polymerization for direct synthesis of thiol-terminated poly(-caprolactone). Chinese Chem Lett 26:361–364.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.