Abstract
The biodegradation of poly(l-lactide) (PLA) is reviewed. The important role of actinomycetes in PLA degradation is emphasized. These PLA-degrading actinomycetes belong phylogenetically to the Pseudonocardiaceae family and related genera, including Amycolatopsis, Lentzea, Streptoalloteichus, Kibdelosporangium and Saccharothrix. A PLA-degrading enzyme purified from an isolated Amycolatopsis strain-41 has substrate specificity on PLA higher than proteinase K. The application of these strains and their enzymes can be effectively used for biological treatment of plastic wastes containing PLA.
References
Cai H, Dave V, Gross RA, McCarthy SP (1996) Effects of physical aging, crystallinity, and orientation on the enzymatic degradation of poly(lactic acid). J. Polym. Sci. Part B: Polym. Phys. 34: 2701–2708.
Calabia BP, Tokiwa Y (2004) Microbial degradation of poly(D-3-hydroxybutyrate) by a new thermophilic Streptomyces isolate. Biotechnol. Lett. 26: 15–19.
Carothers WH (1929) Studies on polymerization and ring formation. I. An introduction to the general theory of condensation polymers. J. Am. Chem. Soc. 51: 2548–2559.
Chiba T, Nakai T (1985) A synthetic approach to (+)-thienamycin from methyl (R)-3-hydroxybutanoate: a new entry to (3R, 4R)-3-[(R)-1-hydroxyethyl]-4-acetoxy-2-azetidinone. Chem. Lett. 1985: 651–654.
Fan Y, Nishida H, Hoshihara S, Shirai Y, Tokiwa Y, Endo T (2003) Pyrolysis kinetics of poly(L-lactide) with carboxyl and calcium salt end structures. Polym. Degrad. Stab. 79: 547–562.
Ikura Y, Kudo T (1999) Isolation of a microorganism capable of degrading poly(L-lactide). J. Gen. Appl. Microbiol. 45: 247–251.
Iwata T, Doi Y (1998) Morphology and enzymatic degradation of poly(L-lactic acid) single crystals. Macromolecules 31: 2461–2467.
Jarerat A, Tokiwa Y (2001) Degradation of poly(L-lactide) by a fungus. Macromol. Biosci. 1: 136–140.
Jarerat A, Tokiwa Y (2003) Degradation of poly(L-lactide) by Saccharothrix waywayandensis. Biotechnol. Lett. 25: 401–404.
Jarerat A, Pranamuda H, Tokiwa Y (2002) Poly(L-lactide)-degrading activity in various actinomycetes. Macromol. Biosci. 2: 420–428.
Jarerat A, Tokiwa Y, Tanaka H (2003) Poly(L-lactide) degradation by Kibdelosporangium aridum. Biotechnol. Lett. 25: 2035–2038.
Leenslag JW, Gogolewski S, Pennings AJ (1984) Resorbable materials of poly(L-lactide). V. Influence of secondary structure on the mechanical properties and hydrolyzability of poly(L-lactide) fibers produced by a dry-spinning method. J. Appl. Polym. Sci. 29: 2829–2842.
Leenslag JW, Pennings AJ, Bos RRM, Rozema FR, Boering G (1987) Resorbable materials of poly(L-lactide). VII. In vivo and in vitro degradation. Biomaterials 8: 311–314.
McDonald RT, McCarthy S, Gross RA (1996) Enzymatic degradability of poly(lactide): effects of chain stereochemistry and material crystallinity. Macromolecules 29: 7356–7361.
Moon SI, Urayama H, Kimura Y (2003) Structural characterization and degradability of poly(L-lactic acid)s incorporating phenylsubstituted alpha-hydroxy acids as comonomers. Macromol. Biosci. 3: 301–309.
Murphy CA, Cameron JA, Huang SJ, Vinopal RT (1996) Fusarium polycaprolactone depolymerase is cutinase. Appl. Environ. Microbiol. 62: 456–460.
Nakamura K, Tomita T, Abe N, Kamio Y (2001) Purification and characterization of an extracellular poly(L-lactic acid) depolymerase from a soil isolate, Amycolatopsis sp. strain K104-1. Appl. Environ. Microbiol. 67:345–353.
Nakayama A, Kawasaki N, Aiba S, Maeda Y, Arvanitoyannis I, Yamamoto N (1998) Synthesis and biodegradability of novel copolyesters containing γ-butyrolactone units. Polymer 39: 1213–1222.
Nakayama A, Kawasaki N, Maeda Y, Arvanitoyannis I, Aiba S, Yamamoto N (1997) Study of biodegradability of poly(δ-valerolactone-co-L-lactide)s. J. Appl. Polym. Sci. 66: 741–748.
Nishida H, Tokiwa Y (1993) Distribution of poly (δ-hydroxybutyrate) and poly(δ-caprolactone) aerobic degrading microorganisms in different environments. J. Environ. Polym. Degrad. 1: 227–233.
Nishida H, Tokiwa Y (1994) Degradation of poly (2-oxepanone) by phytopathogens. Chem. Lett. 1994: 1547–1550.
Nishida H, Tokiwa Y (2000) Microbial degradation of poly (p-dioxanone). I. Isolation of degrading microorganisms and microbial decomposition in pure culture. Polym. Degrad. Stab. 68: 205–217.
Oda Y, Yonetsu A, Urakami T, Tonomura K (2000) Degradation of polylactide by commercial proteases. J. Polym. Environ. 8: 29–32.
Pranamuda H, Tokiwa Y (1999) Degradation of poly(L-lactide) by strains belonging to genus Amycolatopsis. Biotechnol. Lett. 21: 901–905.
Pranamuda H, Chollakup R, Tokiwa Y (1999) Degradation of polycarbonate by a polyester-degrading strain, Amycolatopsis strain HT-6. Appl. Environ. Microbiol. 65: 4220–4222.
Pranamuda H, Tokiwa Y, Tanaka H (1995) Microbial degradation of an aliphatic polyester with a high melting point, poly(tetramethylene succinate). Appl. Environ. Microbiol. 61: 1828–1832.
Pranamuda H, Tokiwa Y, Tanaka H (1997) Polylactide degradation by an Amycolatopsis sp. Appl. Environ. Microbiol. 63: 1637–1640.
Pranamuda H, Tsuchii A, Tokiwa Y (2001) Poly(L-lactide)-degrading enzyme produced by Amycolatopsis sp. Macromol. Biosci. 1: 25–29.
ReeveMS, McCarthy SP, Downey MJ, Gross RA (1994) Polylactide stereochemistry: effect on enzymatic degradability. Macromolecules 27: 825–831.
Sakai K, Kawano H, Iwami A, Nakamura M, Moriguchi M (2001) Isolation of a thermophilic poly-L-lactide degrading bacterium from compost and its enzymatic characterization. J. Biosci. Bioeng. 92: 298–300.
Strydom DJ, Haylett T, Stead RH (1977) The amino-terminal acid sequence of silk fibroin peptide Cp-a reinvestigation. Biochem. Biophys. Res. Commun. 79: 932–938.
Tansengco ML, Tokiwa Y (1998) Thermophilic microbial degradation of polyethylene succinate. World J. Microbiol. Biotechnol. 14: 133–138.
Tomita K, Kuroki Y, Nakai K (1999) Isolation of thermophiles degrading poly(L-lactic acid). J. Biosci. Bioeng. 87: 752–755.
Tokiwa Y, Jarerat A (2003) Microbial degradation of aliphatic polyesters. Macromol. Symp. 201: 283–289.
Tokiwa Y, Suzuki T (1974) Degradation of polyethylene glycol adipate by a fungus. J. Ferment. Technol. 52: 393–398.
Tokiwa Y, Suzuki T (1977a) Purification and some properties of polyethylene adipate-degrading enzyme produced by Penicillium sp. strain 14-3. Agric. Biol. Chem. 41: 265–274.
Tokiwa Y, Suzuki T (1977b) Hydrolysis of polyesters by lipases. Nature 270: 76–78.
Tokiwa Y, Suzuki T (1981) Hydrolysis of copolyesters containing aromatic and aliphatic ester blocks by lipase. J. Appl. Polym. Sci. 26: 441–448.
Tokiwa Y, Konno M, Nishida H (1999) Isolation of silk degrading microorganisms and its poly(L-lactide) degradability. Chem. Lett. 1999: 355–356.
Tokiwa Y, Pranamuda H, Jarerat A, Nishida H (2000) Ninth Annual Meeting of the BioEnvironmental Polymer Society, Hawaii, p. 33.
Tokiwa Y, Suzuki T, Takeda K (1988) Two types of lipases in hydrolysis of polyester. Agric. Biol. Chem. 52: 1937–1943.
Tsuji H, Ishizaka T (2001) Preparation of porous poly(δ-caprolactone) films from blends by selective enzymatic removal of poly(L-lactide). Macromol. Biosci. 1: 59–65.
Tsuji H, Miyauchi S (2001) Poly(L-lactide). VI. Effects of crystallinity on enzymatic hydrolysis of poly(L-lactide) without free amorphous region. Polym. Degrad. Stab. 71: 415–424.
Tsuji H, Nakahara K (2002) Poly(L-lactide). IX. Hydrolysis in acid media. J. Appl. Polym. Sci. 86: 186–194.
Vainionpaa S, Rokkanen P, Tormall P (1989) Surgical application of biodegradable polymers in human-tissues. Prog. Polym. Sci. 14: 679–716.
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Tokiwa, Y., Jarerat, A. Biodegradation of poly(l-lactide). Biotechnology Letters 26, 771–777 (2004). https://doi.org/10.1023/B:BILE.0000025927.31028.e3
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DOI: https://doi.org/10.1023/B:BILE.0000025927.31028.e3