基于 l-赖氨酸的交替 α,ε-肽的合成：一种具有核酸结合能力的新型线性聚阳离子。

Synthesis of a l-lysine-based alternate alpha,epsilon-peptide: a novel linear polycation with nucleic acids-binding ability.

机构信息

Istituto di Biostrutture e Bioimmagini - CNR, via Mezzocannone 16, I-80134 Napoli, Italy.

出版信息

Int J Pharm. 2010 Sep 15;397(1-2):179-83. doi: 10.1016/j.ijpharm.2010.06.044. Epub 2010 Jul 3.

DOI:10.1016/j.ijpharm.2010.06.044

PMID:20599488

Abstract

A novel nucleic acid compaction device based on a positively-charged alpha,epsilon-poly-l-lysine was realized for the first time. The polycationic peptide was obtained by assembling Fmoc and Boc orthogonally protected l-lysine monomers by solid phase synthesis. The route to the novel polycation is very fast and convenient because it allows for the obtainment of the desired product in few synthetic steps exclusively employing Fmoc chemistry. The purification of the poly-amino acid was performed easily by RP-HPLC on C18 stationary phase while ESI-MS analysis confirmed the identity of the novel basic molecule. The structural characteristics of the novel water-soluble peptide, as well as the interaction with deoxyribonucleic acid (DNA) and ribonucleic acid (RNA) have been investigated by circular dichroism (CD) and ultraviolet (UV) spectroscopy.

摘要

首次实现了基于带正电荷的α，ε-聚-L-赖氨酸的新型核酸紧缩装置。该聚阳离子肽通过固相合成，由 Fmoc 和 Boc 正交保护的 l-赖氨酸单体组装而成。这种新型聚阳离子的路线非常快速便捷，因为它仅通过 Fmoc 化学就可以在少数几个合成步骤中获得所需的产物。通过 C18 固定相的反相高效液相色谱（RP-HPLC）很容易对聚氨基酸进行纯化，而电喷雾质谱（ESI-MS）分析则证实了新型碱性分子的身份。新型水溶性肽的结构特征以及与脱氧核糖核酸（DNA）和核糖核酸（RNA）的相互作用已通过圆二色性（CD）和紫外（UV）光谱进行了研究。