Enzymatic hydrolysis of lysine diisocyanate based polyurethanes and segmented polyurethane ureas by various proteases

被引：47

作者：

Yamamoto, Noboru ^{[1
]}

Nakayama, Atsuyoshi ^{[1
]}

Oshima, Maki ^{[1
]}

Kawasaki, Norioki ^{[1
]}

Aiba, Sei-ichi ^{[1
]}

机构：

[1] Natl Inst Adv Ind Sci & Technol, Res Inst Innovat Sustainable Chem, Osaka 5638577, Japan

来源：

REACTIVE & FUNCTIONAL POLYMERS | 2007年 / 67卷 / 11期

关键词：

polyurethane; biodegradation; enzymatic hydrolysis; protease; lysine diisocyanate;

D O I：

10.1016/j.reactfunctpolym.2007.08.011

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

This work studies the enzymatic degradation of polyurethanes (PUs) and segmented polyurethane ureas (SPUUs) derived from lysine diisocyanate (LDI) by various proteases. Thiol proteases, such as papain, bromelain, and ficin, showed high activity on PUs. Protease K and chymotrypsin also hydrolyzed the PUs. For almost all SPUUs, papain showed high activity. For example, LDI/poly(caprolactone) diol (M-w = 1250)/ethylene diamine (2/1/1) was hydrolyzed to 43% under the same conditions. The water-soluble degradation products of a polyurethane, LDI/BD (1/1), and two model compounds treated with papain were studied with NMR and GPC analysis. From the results, it was evident that the pendant methyl ester group in LDI was rapidly hydrolyzed, followed by slow hydrolysis of urethane bonds in the backbone chain. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：1338 / 1345

页数：8

共 32 条

[1] BRUIN P, 1988, MAKROMOL CHEM-RAPID, V9, P589
[2] Segmented polyurethanes for medical applications:: Synthesis, characterization and in vitro enzymatic degradation studies
Ciardelli, G
Rechichi, A
Cerrai, P
Tricoli, M
Barbani, N
Giusti, P
[J]. MACROMOLECULAR SYMPOSIA, 2004, 218 : 261 - 271
[3] Designing biodegradable multiblock PCL/PLA thermoplastic elastomers
Cohn, D
Salomon, AF
[J]. BIOMATERIALS, 2005, 26 (15) : 2297 - 2305
[4] Identification of biodegradation products formed by L-phenylalanine based segmented polyurethaneureas
Elliott, S
Fromstein, JD
Santerre, JP
Woodhouse, KA
[J]. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 2002, 13 (06) : 691 - 711
[5] HUANG SJ, 1979, J APPL POLYM SCI, V23, P429, DOI 10.1002/app.1979.070230212
[6] Effect of chemical structure on the biodegradation of polyurethanes under composting conditions
Kim, YD
Kim, SC
[J]. POLYMER DEGRADATION AND STABILITY, 1998, 62 (02) : 343 - 352
[7] The effect of oxidation on the enzyme-catalyzed hydrolytic biodegradation of poly(urethane)s
Labow, RS
Tang, YW
McCloskey, CB
Santerre, JP
[J]. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 2002, 13 (06) : 651 - 665
[8] DEGRADATION OF A POLY(ETHER URETHANE UREA) ELASTOMER - INFRARED AND XPS STUDIES
MARCHANT, RE
ZHAO, Q
ANDERSON, JM
HILTNER, A
[J]. POLYMER, 1987, 28 (12) : 2032 - 2039
[9] SYNTHESIS AND DEGRADABILITY OF A NOVEL ALIPHATIC POLYESTER - POLY(BETA-METHYL-DELTA-VALEROLACTONE-CO-L-LACTIDE)
NAKAYAMA, A
KAWASAKI, N
ARVANITOYANNIS, I
IYODA, J
YAMAMOTO, N
[J]. POLYMER, 1995, 36 (06) : 1295 - 1301
[10] Degradation of polylactide by commercial proteases
Oda, Y
Yonetsu, A
Urakami, T
Tonomura, K
[J]. JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2000, 8 (01) : 29 - 32

← 1 2 3 4 →