Glutathione-responsive biodegradable poly(urea-urethane)s containing L-cystine-based chain extender

Reference

• Kohn , J , Abramson , S and Langer , R . 2004 . “ Biomaterials science: an introduction to materials in medicine ” . In 2nd ed , Edited by: Ratner , BD , Hoffman , AS , Schoen , FJ and Lemons , JE . 115 – 127 . San Diego , CA : Elsevier Academic Press .
   Google Scholar
• Maki , DG . 1989 . “ Pathogenesis, prevention and management of infections due to intravascular devices used for infusion therapy ” . In Infections associated with indwelling devices , Edited by: Bisno , AL and Waldvogel , FA . 161 – 177 . Washington , DC : ASM .
   Google Scholar
• Zhou , LJ , Yu , LQ , Ding , MM , Li , JH , Tan , H , Wang , ZG and Fu , Q . 2011 . Synthesis and characterization of pH-sensitive biodegradable polyurethane for potential drug delivery applications . Macromolecules , 44 : 857 – 864 .
   Web of Science ®Google Scholar
• Chen , Y , Wang , R , Zhou , J , Fan , H and Shi , B . 2011 . On-demand drug delivery from temperature-responsive polyurethane membrane . Reactive & Functional Polymers , 71 : 525 – 535 .
   Web of Science ®Google Scholar
• Krawiec , JT and Vorp , DA . 2012 . Adult stem cell-based tissue engineered blood vessels: a review . Biomaterials , 33 : 3388 – 3400 .
   PubMed Web of Science ®Google Scholar
• Meyer , EP , Beer , GM , Lang , A , Manestar , M , Krucker , T , Meier , S , Mihic-Probst , D and Groscurth , P . 2007 . Polyurethane elastomer: a new material for the visualization of cadaveric blood vessels . Clinical Anatomy , 20 : 448 – 454 .
   Google Scholar
• Alferiev , I , Stachelek , SJ , Lu , ZB , Fu , AL , Sellaro , TL , Connolly , JM , Bianco , RW , Sacks , MS and Levy , RJ . 2003 . Prevention of polyurethane valve cusp calcification with covalently attached bisphosphonate diethylamino moieties . Journal of Biomedical Materials Research: Part A , 66A : 385 – 395 .
   Google Scholar
• Ghanbari , H , Viatge , H , Kidane , AG , Burriesci , G , Tavakoli , M and Seifalian , AM . 2009 . Polymeric heart valves: new materials, emerging hopes . Trends in Biotechnology , 27 : 359 – 367 .
   PubMed Web of Science ®Google Scholar
• Han , DK , Park , K , Park , KD , Ahn , KD and Kim , YH . 2006 . In vivo biocompatibility of sulfonated PEO-grafted polyurethanes for polymer heart valve and vascular graft . Artificial Organs , 30 : 955 – 959 .
   Google Scholar
• Tsantrizos , A , Ordway , NR , Myint , K , Martz , E and Yuan , H . 2008 . Mechanical and biomechanical characterization of a polyurethane nucleus replacement device injected and cured in situ within a balloon . SAS Journal , 2 : 28 – 39 .
   Google Scholar
• Bao , QB , McCullen , GM , Higham , PA , Dumbleton , JH and Yuan , HA . 1996 . The artificial disc: theory, design and materials . Biomaterials , 17 : 1157 – 1167 .
   PubMed Web of Science ®Google Scholar
• Hofmann , A , Ritz , U , Verrier , S , Eglin , D , Alini , M , Fuchs , S , Kirkpatrick , CJ and Rommens , PM . 2008 . The effect of human osteoblasts on proliferation and neo-vessel formation of human umbilical vein endothelial cells in a long-term 3D co-culture on polyurethane scaffolds . Biomaterials , 29 : 4217 – 4226 .
   PubMed Web of Science ®Google Scholar
• Sharifpoor , S , Labow , RS and Santerre , JP . 2009 . Synthesis and characterization of degradable polar hydrophobic ionic polyurethane scaffolds for vascular tissue engineering applications . Biomacromolecules , 10 : 2729 – 2739 .
   Google Scholar
• Wang , Z , Wan , P , Ding , M , Yi , X , Li , J , Fu , Q and Tan , H . 2011 . Synthesis and micellization of new biodegradable phosphorylcholine-capped polyurethane . Journal of Polymer Science Part A: Polymer Chemistry , 49 : 2033 – 2042 .
   Web of Science ®Google Scholar
• Knight , P , Kirk , JT , Anderson , JM , Mather , PT and Biom , J . 2010 . In vivo kinetic degradation analysis and biocompatibility of aliphatic polyester polyurethanes . Journal of Biomedical Materials Research: Part A , 94A : 333 – 343 .
   Web of Science ®Google Scholar
• Zachinyaev , YV , Miroshnichenko , II and Zachinyaeva , AV . 2011 . Microbial degradation of polyurethane . Russian Journal of Applied Chemistry , 82 : 1321 – 1323 .
   Google Scholar
• Yamamoto , N , Nakayama , A , Oshima , M , Kawasaki , N and Aiba , S . 2007 . Synthesis and evaluation of biodegradable copolyesters of octadecane-1,18-dicarboxylic acid and poly(ϵ-caprolactone) diol . Reactive & Functional Polymers , 67 : 1338 – 1345 .
   Google Scholar
• Sarkar , D , Yang , JC , Gupta , AS and Lopina , ST . 2009 . Synthesis and characterization of L-tyrosine based polyurethanes for biomaterial applications . Journal of Biomedical Materials Research: Part A , 90A : 263 – 271 .
   Web of Science ®Google Scholar
• Storey , RF , Wiggins , JS and Puckett , AD . 1994 . Hydrolyzable poly (ester-urethane) networks from L-lysine diisocyanate and D,L-lactide/ -caprolactone homo-and copolyester triols . Journal of Polymer Science Part A: Polymer Chemistry , 32 : 2345 – 2363 .
   Web of Science ®Google Scholar
• Rechichi , A , Ciardelli , G , Acunto , MD , Vozzi , G and Giusti , P . 2008 . Degradable block polyurethanes from nontoxic building blocks as scaffold materials to support cell growth and proliferation . Journal of Biomedical Materials Research, Part A , 84A : 847 – 855 .
   Google Scholar
• Hatakeyama , H and Izuta , Y . 1998 . Synthesis and physical properties of polyurethanes from saccharide-based polycaprolactones . Macromolecular Symposium , 130 : 127 – 138 .
   Google Scholar
• De Paz , MV , Marin , R , Zamora , F , Hakkou , K , Alla , A , Galbis , JA and Munoz-Guerra , S . 2007 . Linear polyurethanes derived from alditols and diisocyanates . Journal of Polymer Science Part A: Polymer Chemistry , 45 : 4109 – 4117 .
   Web of Science ®Google Scholar
• De Paz , MV , Zamora , F , Begines , B , Ferris , C and Galbis , JA . 2010 . Glutathione-mediated biodegradable polyurethanes derived from L-arabinitol . Biomacromolecules , 11 : 269 – 276 .
   Google Scholar
• Lu , H , Sun , P , Zheng , Z , Yao , X and Wang , X . 2012 . Reduction-sensitive rapid degradable poly (urethane-urea)s based on cystine . Polymer Degradation and Stability , 97 : 661 – 669 .
   Web of Science ®Google Scholar
• Keire , DA , Strauss , E , Guo , W , Noszal , B and Rabenstein , DL . 1992 . Kinetics and equilibria of thiol/disulfide interchange reactions of selected biological thiols and related molecules with oxidized glutathione . Journal of Organic Chemistry , 57 : 123 – 127 .
   Google Scholar
• Rothwarf , DM and Scheraga , HA . 1992 . Equilibrium and kinetic constants for the thiol-disulfide interchange reaction between glutathione and dithiothreitol . Proceedings of the National Academy of Science , 89 : 7944 – 7948 .
   PubMed Web of Science ®Google Scholar
• Atamna , H and Ginsburg , H . 1995 . Heme degradation in the presence of glutathione . Journal of Biological Chemistry , 270 : 24876 – 24883 .
   PubMed Web of Science ®Google Scholar
• Wu , G , Fang , YZ , Yang , S , Lupton , JR and Turner , ND . 2004 . Glutathione metabolism and its implications for health . Journal of Nutrition , 134 : 489 – 492 .
   PubMed Web of Science ®Google Scholar
• Gilbert , HF . 1995 . Thiol/disulfide exchange equilibria and disulfidebond stability . Methods in Enzymology , 251 : 8 – 28 .
   PubMed Web of Science ®Google Scholar
• Raina , S and Missiakas , D . 1997 . Making and breaking disulfide bonds . Annual Review of Microbiology , 51 : 179 – 202 .
   PubMed Web of Science ®Google Scholar
• Worle-Knirsch , JM , Pulskamp , K and Krug , HF . 2006 . Oops they did it again! Carbon nanotubes hoax scientists in viability assays . Nano Letters , 6 : 1261 – 1268 .
   PubMed Web of Science ®Google Scholar
• Marcos-Fernandez , A , Abraham , GA , Valentin , JL and San Roman , J . 2006 . Synthesis and characterization of biodegradable non-toxic poly (ester-urethane-urea)s based on poly (ϵ-caprolactone) and amino acid derivatives . Polymer , 47 : 785 – 798 .
   Web of Science ®Google Scholar
• Petrovic , ZS , Zavargo , Z , Flyn , JH and Macknight , WJ . 1994 . Thermal degradation of segmented polyurethanes . Journal of Applied Polymer Science , 51 : 1087 – 1095 .
   Web of Science ®Google Scholar
• Chen , J , Lee , JW , Hernandez de Gatica , NL , Burkhardt , CA , Hercules , DM and Gardella , JA . 2000 . Time-of-flight secondary ion mass spectrometry studies of hydrolytic degradation kinetics at the surface of poly (glycolic acid) . Macromolecules , 33 : 4726 – 4732 .
   Google Scholar
• Keire , DA , Strauss , E , Guo , W , Noxzal , B and Rabenstein , DL . 1992 . Kinetics and equilibria of thiol/disulfide interchange reactions of selected biological thiols and related molecules with oxidized glutathione . Journal of Organic Chemistry , 57 : 123 – 127 .
   Google Scholar