Synthesis and conformational analysis of optically active poly(β-peptides)

被引：32

作者：

Cheng, JJ

Deming, TJ ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA

[2] Univ Calif Santa Barbara, Dept Chem, Santa Barbara, CA 93106 USA

来源：

MACROMOLECULES | 2001年 / 34卷 / 15期

关键词：

D O I：

10.1021/ma010386d

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Optically active poly(beta -peptides) with proteinogenic side chains were synthesized via the polymerization of beta -amino acid-N-carboxyanhydrides (beta -NCAs) initiated using either NaOtBu or a nickel amido amidate complex. Although most of these low molecular weight poly(beta -peptides) have poor solubility in common organic solvents, those that were soluble were found to adopt stable chiral conformations in solution. Poly(N-xi-carbobenzyloxy-beta -L-homolysine) (2f) was observed to adopt a helical conformation in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), which could be disrupted by addition of methanesulfonic acid (MSA), a strong denaturing agent. The side-chain deprotected polymers, poly(beta -L-homolysine) (3) and poly(beta -L-homoglutamate) (4), were found to display pH-dependent conformation transitions in aqueous solution.

引用

页码：5169 / 5174

页数：6

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