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透明质酸与赖氨酸、6-氨基己酸和精氨酸的相互作用及电子结构研究

Study on mutual interactions and electronic structures of hyaluronan with Lysine, 6-Aminocaproic acid and Arginine.

作者信息

Chytil Martin, Trojan Martin, Kovalenko Alexander

机构信息

Brno University of Technology, Faculty of Chemistry, Institute of Physical and Applied Chemistry, Purkyňova 118, Brno 612 00, Czech Republic.

Brno University of Technology, Faculty of Chemistry, Centre for Material Research, Purkyňova 118, Brno 612 00, Czech Republic.

出版信息

Carbohydr Polym. 2016 May 20;142:8-15. doi: 10.1016/j.carbpol.2016.01.035. Epub 2016 Jan 18.

DOI:10.1016/j.carbpol.2016.01.035
PMID:26917367
Abstract

Interactions between polyelectrolytes and oppositely charged surfactants have been in a great interest for several decades, yet the conventional surfactants may cause a problem in medical applications. Interactivity between polysaccharide hyaluronan (HA) and amino acids Lysine, 6-Aminocaproic acid (6-AcA), and Arginine as an alternative system is reported. The interactions were investigated by means of rheology and electric conductance and the electronic structures were explored by the density functional theory (DFT). Lysine exhibits the strongest interaction of all, which was manifested, e.g. by nearly 6-time drop of the initial viscosity comparing with only 1.3-time lower value in the case of 6-AcA. Arginine interaction with HA was surprisingly weaker in terms of viscosity than that of Lysine due to a lower and delocalized charge density on its guanidine group. According to the DFT calculations, the binding of Lysine to HA was found to be more flexible, while Arginine creates more rigid structure with HA.

摘要

几十年来,聚电解质与带相反电荷的表面活性剂之间的相互作用一直备受关注,但传统表面活性剂在医学应用中可能会引发问题。本文报道了多糖透明质酸(HA)与氨基酸赖氨酸、6-氨基己酸(6-AcA)和精氨酸之间的相互作用,作为一种替代体系。通过流变学和电导率研究了这些相互作用,并利用密度泛函理论(DFT)探索了电子结构。赖氨酸表现出最强的相互作用,例如,与6-AcA相比,初始粘度下降了近6倍,而6-AcA仅下降了1.3倍。精氨酸与HA的相互作用在粘度方面出人意料地比赖氨酸弱,这是由于其胍基上的电荷密度较低且分布较分散。根据DFT计算,发现赖氨酸与HA的结合更灵活,而精氨酸与HA形成的结构更刚性。

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