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通过乙酰缬氨酸实现对水凝胶形成的简单pH触发控制。

Simple pH-Triggered Control over Hydrogel Formation by Acetyl Valine.

作者信息

Stile Roberta, Montroni Devis, Giuri Demetra, Tomasini Claudia

机构信息

Dipartimento di Chimica Giacomo Ciamician, Università di Bologna, Via Piero Gobetti, 85, 40129 Bologna, Italy.

出版信息

Molecules. 2025 Aug 11;30(16):3345. doi: 10.3390/molecules30163345.

Abstract

This paper reports on the use of acetyl-L-valine (Ac-Val) as an effective and precise pH modifier for inducing hydrogel formation. Ac-Val offers several advantages: it is fully water-soluble, overcoming dissolution issues, and allows for stock solution preparation to fine-tune trigger volume and final material pH. As a weaker carboxylic acid compared to inorganic acids, Ac-Val enables more controlled pH variation. For comparison, a commercial lactic acid (LA) solution was also evaluated. The reliability of Ac-Val as a pH modifier was tested on three amino acid derivatives-Boc-Dopa(Bn)-OH, Lau-Dopa(Bn)-OH, and Pal-Phe-OH, all known to be efficient gelators. These molecules, sharing common structural features, form gels varying in transparency, robustness, and elasticity. Notably, Pal-Phe-OH is a supergelator. A key benefit of Ac-Val lies in its ability to cause an instantaneous pH modification, allowing for precise pH adjustment before the gel network forms. This pH-change approach with Ac-Val demonstrates broad applicability, enabling the creation of gels with tailored pH values for various acidic molecules, which is particularly valuable for applications like drug delivery where specific pH environments are crucial.

摘要

本文报道了使用乙酰 - L - 缬氨酸(Ac - Val)作为诱导水凝胶形成的有效且精确的pH调节剂。Ac - Val具有多个优点:它完全可溶于水,克服了溶解问题,并允许制备储备溶液以微调触发体积和最终材料的pH值。与无机酸相比,作为较弱的羧酸,Ac - Val能实现更可控的pH变化。为作比较,还评估了一种市售乳酸(LA)溶液。在三种已知为高效凝胶剂的氨基酸衍生物——Boc - Dopa(Bn) - OH、Lau - Dopa(Bn) - OH和Pal - Phe - OH上测试了Ac - Val作为pH调节剂的可靠性。这些分子具有共同的结构特征,形成的凝胶在透明度、坚固性和弹性方面各不相同。值得注意的是,Pal - Phe - OH是一种超级凝胶剂。Ac - Val的一个关键优势在于其能够引起瞬时pH变化,从而在凝胶网络形成之前实现精确的pH调节。这种使用Ac - Val的pH变化方法显示出广泛的适用性,能够为各种酸性分子创建具有定制pH值的凝胶,这对于药物递送等特定pH环境至关重要的应用尤其有价值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10f0/12388472/8947819918f3/molecules-30-03345-g001.jpg

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