43. Okuda T, Ishimoto K, Ohara H, Kobayashi S (2012) Renewable biobased polymeric materials:
facile synthesis of itaconic anhydride-based copolymers with poly(L-lactic acid) grafts.
Macromolecules 45:4166–4174
44. Morita K, Yamashita H, Yabuuchi N, Hayata Y, Ishii M, Ishimoto K, Ohara H, Kobayashi S
(2011) Application of star-shaped poly(lactic acid)s to two component and UV-curable
coatings. J Network Polym Jpn 32:192–196
45. Morita K, Yamashita H, Yabuuchi N, Hayata Y, Ishii M, Ishimoto K, Ohara H, Kobayashi S
(2011) Synthesis of star-shaped oligomeric lactic acids with reactive double bonds and their
application to UV curable coatings. In: Proceedings of RadTech Asia 2011. RadTech Japan,
Tokyo, pp 126–129
46. Palmans ARA, Heise A (eds) (2011) Enzymatic polymerisation. Adv Polym Sci 237
47. Uyama H, Kobayashi S (1993) Enzymatic ring-opening polymerization of lactones catalyzed
by lipase. Chem Lett 1149–1150
48. Uyama H, Takeya K, Kobayashi S (1993) Synthesis of polyesters by enzymatic ring-opening
copolymerization using lipase catalyst. Proc Jpn Acad B 69:203–207
49. Knani D, Gutman AL, Kohn DH (1993) Enzymatic polyesterification in organic media –
enzyme-catalyzed synthesis of linear polyesters. 1. Condensation polymerization of linear
hydroxyesters. 2. Ring-opening polymerization of ε-caprolactone. J Polym Sci A Polym Chem
31:1221–1232
50. Yamaguchi S, Tanha M, Hult A, Okuda T, Ohara H, Kobayashi S (2013) Green polymer
chemistry: lipase-catalyzed synthesis of bio-based reactive polyesters employing itaconic
anhydride as renewable monomer. Polym J doi:10.1038/pj.2013.62
51. Kobayashi S, Uyama H (1993) Enzymatic polymerization of cyclic acid anhydrides and
glycols by a lipase catalyst. Macromol Chem Rapid Commun 14:841–844
52. Bonduelle C, Martin-Vaca B, Bourissou D (2009) Lipase-catalyzed ring-opening polymerization of the O-carboxylic anhydride derived from lactic acid. Biomacromolecules
10:3069–3073
53. Ohara H, Onogi A, Yamamoto M, Kobayashi S (2010) Lipase-catalyzed oligomerization and
hydrolysis of alkyl lactates: direct evidence in the catalysis mechanism that enantioselection is
governed by a deacylation step. Biomacromolecules 11:2008–2015
54. Ohara H, Nishioka E, Yamaguchi S, Kawai F, Kobayashi S (2011) Protease-catalyzed oligomerization and hydrolysis of alkyl lactates involving L-enantioselective deacylation step.
Biomacromolecules 12:3833–3837
55. Hans M, Keul H, Moeller M (2009) Ring-opening polymerization of DD-lactide catalyzed by
Novozyme 435. Macromol Biosci 9:239–247
56. Ohara H, Yamamoto M, Onogi A, Hirao K, Kobayashi S (2011) Optical resolution of n-butyl
D- and L-lactates using immobilized lipase catalyst. J Biosci Bioeng 111:19–21
57. Hedstrom L (2002) Serine protease mechanism and specificity. Chem Rev 102:4501–4524
58. Kawai F, Nakadai K, Nishioka E, Nakajima H, Ohara H, Masaki K, Iefuji H (2011) Different
enantioselectivity of two types of poly(lactic acid) depolymerases toward poly(L-lactic acid)
and poly(D-lactic acid). Polym Deg Stab 96:1342–1348
59. Wilmouth RC, Clifton IJ, Robinson CV, Roach PL, Alpin RT, Westwood NJ, Hajdu J,
Schofield CJ (1997) Structure of a specific acyl-enzyme complex formed between
β-casomorphin-7 and porcine pancreatic elastase. Nat Struc Biol 4:456–462
60. Ollis DL, Cheah E, Cygler M, Dijkstra B, Frolow F, Franken SM, Harel M, Remington SJ,
Silman I, Schrag J, Sussman JL, Vershueren KHG, Goldman A (1992) The α/β hydrolase fold.
Protein Eng 5:197–211
61. Bore ´n L, Martı ´n-Matute B, Xu Y, Co ´rdova A, Ba ¨eckvall J-E (2006) (S)-selective kinetic
resolution and chemoenzymatic dynamic resolution of secondary alcohols. Chem Eur J
12:225–232
62. Ebata H, Toshima K, Matsumura S (2000) Lipase-catalyzed transformation of
poly(ε-caprolactone) into cyclic dicaprolactone. Biomacromolecules 1:511–551
Green Polymer Chemistry: Recent Developments
165
facile synthesis of itaconic anhydride-based copolymers with poly(L-lactic acid) grafts.
Macromolecules 45:4166–4174
44. Morita K, Yamashita H, Yabuuchi N, Hayata Y, Ishii M, Ishimoto K, Ohara H, Kobayashi S
(2011) Application of star-shaped poly(lactic acid)s to two component and UV-curable
coatings. J Network Polym Jpn 32:192–196
45. Morita K, Yamashita H, Yabuuchi N, Hayata Y, Ishii M, Ishimoto K, Ohara H, Kobayashi S
(2011) Synthesis of star-shaped oligomeric lactic acids with reactive double bonds and their
application to UV curable coatings. In: Proceedings of RadTech Asia 2011. RadTech Japan,
Tokyo, pp 126–129
46. Palmans ARA, Heise A (eds) (2011) Enzymatic polymerisation. Adv Polym Sci 237
47. Uyama H, Kobayashi S (1993) Enzymatic ring-opening polymerization of lactones catalyzed
by lipase. Chem Lett 1149–1150
48. Uyama H, Takeya K, Kobayashi S (1993) Synthesis of polyesters by enzymatic ring-opening
copolymerization using lipase catalyst. Proc Jpn Acad B 69:203–207
49. Knani D, Gutman AL, Kohn DH (1993) Enzymatic polyesterification in organic media –
enzyme-catalyzed synthesis of linear polyesters. 1. Condensation polymerization of linear
hydroxyesters. 2. Ring-opening polymerization of ε-caprolactone. J Polym Sci A Polym Chem
31:1221–1232
50. Yamaguchi S, Tanha M, Hult A, Okuda T, Ohara H, Kobayashi S (2013) Green polymer
chemistry: lipase-catalyzed synthesis of bio-based reactive polyesters employing itaconic
anhydride as renewable monomer. Polym J doi:10.1038/pj.2013.62
51. Kobayashi S, Uyama H (1993) Enzymatic polymerization of cyclic acid anhydrides and
glycols by a lipase catalyst. Macromol Chem Rapid Commun 14:841–844
52. Bonduelle C, Martin-Vaca B, Bourissou D (2009) Lipase-catalyzed ring-opening polymerization of the O-carboxylic anhydride derived from lactic acid. Biomacromolecules
10:3069–3073
53. Ohara H, Onogi A, Yamamoto M, Kobayashi S (2010) Lipase-catalyzed oligomerization and
hydrolysis of alkyl lactates: direct evidence in the catalysis mechanism that enantioselection is
governed by a deacylation step. Biomacromolecules 11:2008–2015
54. Ohara H, Nishioka E, Yamaguchi S, Kawai F, Kobayashi S (2011) Protease-catalyzed oligomerization and hydrolysis of alkyl lactates involving L-enantioselective deacylation step.
Biomacromolecules 12:3833–3837
55. Hans M, Keul H, Moeller M (2009) Ring-opening polymerization of DD-lactide catalyzed by
Novozyme 435. Macromol Biosci 9:239–247
56. Ohara H, Yamamoto M, Onogi A, Hirao K, Kobayashi S (2011) Optical resolution of n-butyl
D- and L-lactates using immobilized lipase catalyst. J Biosci Bioeng 111:19–21
57. Hedstrom L (2002) Serine protease mechanism and specificity. Chem Rev 102:4501–4524
58. Kawai F, Nakadai K, Nishioka E, Nakajima H, Ohara H, Masaki K, Iefuji H (2011) Different
enantioselectivity of two types of poly(lactic acid) depolymerases toward poly(L-lactic acid)
and poly(D-lactic acid). Polym Deg Stab 96:1342–1348
59. Wilmouth RC, Clifton IJ, Robinson CV, Roach PL, Alpin RT, Westwood NJ, Hajdu J,
Schofield CJ (1997) Structure of a specific acyl-enzyme complex formed between
β-casomorphin-7 and porcine pancreatic elastase. Nat Struc Biol 4:456–462
60. Ollis DL, Cheah E, Cygler M, Dijkstra B, Frolow F, Franken SM, Harel M, Remington SJ,
Silman I, Schrag J, Sussman JL, Vershueren KHG, Goldman A (1992) The α/β hydrolase fold.
Protein Eng 5:197–211
61. Bore ´n L, Martı ´n-Matute B, Xu Y, Co ´rdova A, Ba ¨eckvall J-E (2006) (S)-selective kinetic
resolution and chemoenzymatic dynamic resolution of secondary alcohols. Chem Eur J
12:225–232
62. Ebata H, Toshima K, Matsumura S (2000) Lipase-catalyzed transformation of
poly(ε-caprolactone) into cyclic dicaprolactone. Biomacromolecules 1:511–551
Green Polymer Chemistry: Recent Developments
165