赖氨酸环二肽有机凝胶因子的合成及其选择性凝胶化与染料吸附

doi:10.11944/j.issn.1000-0518.2015.08.140423

摘要/Abstract

摘要：

在利用半胱氨酸修饰赖氨酸环二肽制备对称性四肽的过程中, 通过两种脱除Trt(三苯甲基)的方法分别得到含有Fmoc(芴甲氧羰基)的非环与大环四肽产物, 其结构得到了核磁、质谱、红外、元素分析等证实。它们能使多种有机溶剂凝胶化, 且具有热可逆性, 由扫描电子显微镜(SEM)可观察到凝胶内部均为三维网络结构。在体积分数低至0.1%的含氯有机溶剂/水两相体系中, 它们依然可以进行选择性凝胶化。此外, 该有机凝胶干胶由于内部微纳米网络结构以及Fmoc基团的存在, 可以直接从水溶液中吸收多种染料分子, 且吸附能力随温度的升高而提高。

关键词: 环二肽, 有机凝胶, 选择性胶凝, 染料吸附

Abstract:

One linear and one macrocyclic tetrapepitides(4 and 5) with Fmoc were synthesized by two ways of Trt protection group cleavage in the preparation of symmetrical tetrapepitides using cysteine-modified cyclo(L-Lys-L-Lys) diketopi-perazines. Both tetrapepitides show excellent capability to gelate a number of organic solvents to give thermo-reversible organogels. The self-assembled fibrillar networks in the organogels were distinctly observed by SEM. Interestingly, two organogelators could selectively gelate common chlorinated organic solvents from their mixture with water, even at a concentration as low as 0.1%(volume fraction). Moreover, the xerogel obtained from the organogel of compound 4 in chloroform can high efficiently adsorb various tested dyes from aqueous solutions due to the larger specific surface area of 3D xerogel network showing a micro- and nano-sized structure and the π-π interaction between dye molecules and Fmoc protection groups. The absorption capacity of the xerogel for those dyes increases with the temperature.

Key words: cyclic dipeptide, organogel, phase-selective gelation, dye adsorption

中图分类号:

耿慧敏, 宗倩颖, 尤劼, 叶霖, 张爱英, 冯增国. 赖氨酸环二肽有机凝胶因子的合成及其选择性凝胶化与染料吸附[J]. 应用化学, 2015, 32(8): 900-908.

GENG Huimin, ZONG Qianying, YOU Jie, YE Lin, ZHANG Aiying, FENG Zengguo. Synthesis of Cyclo(L-Lys-L-Lys)-Based Organogelators and Their Applications for Phase-Selective Gelation and Dye Adsorption[J]. Chinese Journal of Applied Chemistry, 2015, 32(8): 900-908.

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