Synthesis, Characterization, and Thermoresponsive Properties of Helical Polypeptides Derivatized from Poly(γ-4-(3-chloropropoxycarbonyl)benzyl-L-glutamate)

被引:15
|
作者
Deng, Yong [1 ]
Wang, Xi [1 ]
Yuan, Qiulin [1 ]
Zhu, Mengxiang [1 ]
Ling, Ying [1 ]
Tang, Haoyu [1 ]
机构
[1] Xiangtan Univ, Key Lab Polymer Mat & Applicat Technol Hunan Prov, Key Lab Adv Funct Polymer Mat Colleges & Univ Hun, Coll Chem, Xiangtan 411105, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
conformational analysis; functionalization of polymers; liquid-crystalline polymers (LCP); ring-opening polymerization; stimuli-sensitive polymers; water-soluble polymers; WALLED CARBON NANOTUBES; CRITICAL SOLUTION TEMPERATURE; CLICK CHEMISTRY; POLYMERIZATION; POLYMERS; GLYCOPOLYPEPTIDES; COPOLYMERS; OXIDATION; PROTEINS; TRIBLOCK;
D O I
10.1002/pola.27708
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A series of side-chain-functionalized alpha-helical polypeptides, i.e., poly(gamma-4-(3-chloropropoxycarbonyl)benzyl-L-glutamate) (6) have been prepared from n-butylamine initiated ring-opening polymerization (ROP) of gamma-4-(3-chloropropoxycarbonyl)benzyl-L-glutamic acid-based N-carboxyanhydride. Polypeptides bearing oligo-ethylene-glycol (OEG) groups or 1-butylimidazolium salts were prepared from 6 via coppermediated [2+3] alkyne-azide 1,3-dipolar cycloaddition or nuleophilic substitution, respectively. CD and FTIR analysis revealed that the polymers adopt alpha-helical conformations both in solution and the solid state. Polymers bearing OEG (m = 3) side-chains showed reversible LCST-type phase transition behaviors in water while polymers bearing 1-butylimidazolium and I- counter-anions exhibited reversible UCST-type transitions in water. Variable-temperature UV-vis analysis revealed that the phase transition temperatures (T(pt)s) were dependent on the main-chain length and polymeric concentration. (C) 2015 Wiley Periodicals, Inc.
引用
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页码:2469 / 2480
页数:12
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