Polymers derived from the amino acid L-tyrosine: polycarbonates, polyarylates and copolymers with poly(ethylene glycol)

被引:164
作者
Bourke, SL [1 ]
Kohn, J [1 ]
机构
[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
关键词
tyrosine-derived polymers; desaminotyrosyl-tyrosine alkyl esters; biodegradable polymers; polycarbonate; polyarylate; cell-material interactions; sterilization techniques; surface characterization; drug delivery; polymer processing;
D O I
10.1016/S0169-409X(03)00038-3
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
The natural amino acid L-tyrosine is a major nutrient having a phenolic hydroxyl group. This feature makes it possible to use derivatives of tyrosine dipeptide as a motif to generate diphenolic monomers, which are important building blocks for the design of biodegradable polymers. Particularly useful monomers are desaminotyrosyl-tyrosine alkyl esters (abbreviated as DTR, where R stands for the specific alkyl ester used). Using this approach, a wide variety of polymers have been synthesized. Here, tyrosine-derived polycarbonates, polyarylates, and polyethers are reviewed with special emphasis on recent developments relating to cellular and in vivo responses, sterilization techniques, surface characterization, drug delivery, and processing and fabrication techniques. The commercial development of tyrosine-derived polycarbonates is most advanced, with one polymer, poly(DTE carbonate) (E = ethyl), being under review by the USA Federal Drug Administration. (C) 2003 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:447 / 466
页数:20
相关论文
共 106 条
[1]   POLY[(AMINO-ACID-ESTER)PHOSPHAZENES] - SYNTHESIS, CRYSTALLINITY, AND HYDROLYTIC SENSITIVITY IN SOLUTION AND THE SOLID-STATE [J].
ALLCOCK, HR ;
PUCHER, SR ;
SCOPELIANOS, AG .
MACROMOLECULES, 1994, 27 (05) :1071-1075
[2]  
Anderson JM, 1985, BIOCOMPATIBILITY TIS, V1, P67
[3]  
[Anonymous], 1984, POLYM MAT SCI ENG
[4]   SYNTHESIS AND RGD PEPTIDE MODIFICATION OF A NEW BIODEGRADABLE COPOLYMER - POLY(LACTIC ACID-CO-LYSINE) [J].
BARRERA, DA ;
ZYLSTRA, E ;
LANSBURY, PT ;
LANGER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :11010-11011
[5]   COPOLYMERIZATION AND DEGRADATION OF POLY(LACTIC ACID CO-LYSINE) [J].
BARRERA, DA ;
ZYLSTRA, E ;
LANSBURY, PT ;
LANGER, R .
MACROMOLECULES, 1995, 28 (02) :425-432
[6]  
Belu AM, 2000, RAPID COMMUN MASS SP, V14, P564, DOI 10.1002/(SICI)1097-0231(20000415)14:7<564::AID-RCM910>3.0.CO
[7]  
2-0
[8]   Drug-Coupled Poly(Amino Acids) as Polymeric Prodrugs [J].
Bennett, D. B. ;
Adams, N. W. ;
Li, X. ;
Feijen, J. ;
Kim, S. W. .
JOURNAL OF BIOACTIVE AND COMPATIBLE POLYMERS, 1988, 3 (01) :44-52
[9]   EFFECT OF AN APPLIED ELECTRIC-FIELD ON LIQUID-CRYSTALLINE MEMBRANES - CONTROL OF PERMEABILITY [J].
BHASKAR, RK ;
SPARER, RV ;
HIMMELSTEIN, KJ .
JOURNAL OF MEMBRANE SCIENCE, 1985, 24 (01) :83-96
[10]  
BOUEVICH F, 2000, MICROSCOPY MICROANAL