Department of Nanobiosystem Technology, Institute of Chemistry and Biotechnology, Technical University Ilmenau, Prof-Schmidt-Straße 26, 98693 Ilmenau, Germany.
Research Group Bioorganic Chemistry of Bioactive Surfaces, Institute of Chemistry and Biotechnology, Prof-Schmidt-Straße 26, 98693 Ilmenau, Germany.
Molecules. 2023 Sep 14;28(18):6627. doi: 10.3390/molecules28186627.
Bioactive amines are highly relevant for clinical and industrial application to ensure the metabolic status of a biological process. Apart from this, generally, amine identification is a key step in various bioorganic processes ranging from protein chemistry to biomaterial fabrication. However, many amines have a negative impact on the environment and the excess intake of amines can have tremendous adverse health effects. Thus, easy, fast, sensitive, and reliable sensing methods for amine identification are strongly searched for. In the past few years, Meldrum's acid furfural conjugate (MAFC) has been extensively explored as a starting material for the synthesis of photoswitchable donor-acceptor Stenhouse adducts (DASA). DASA formation hereby results from the rapid reaction of MAFC with primary and secondary amines, which has so far been demonstrated through numerous publications for different applications. The linear form of the MAFC-based DASA exhibits intense pink coloration due to its linear conjugated triene-2-ol conformation, which has inspired researchers to use this easy synthesizable molecule as an optical sensor for primary, secondary, and biogenic amines. Due to its new entry into amine identification, a collection of the literature exclusively on MAFC is demanded. In this mini review, we intend to present the state-of-the-art of MAFC as an optical molecular sensor in hopes to motivate researchers to find even more applications of MAFC-based sensors and methods that pave the way to their usage in medicinal applications.
生物活性胺在确保生物过程的代谢状态方面具有重要的临床和工业应用价值。除此之外,胺的鉴定通常是从蛋白质化学到生物材料制造等各种生物有机过程中的关键步骤。然而,许多胺类物质对环境有负面影响,过量摄入胺类物质会对健康产生巨大的不利影响。因此,人们强烈寻求易于使用、快速、灵敏和可靠的胺识别传感方法。在过去的几年中,Meldrum 酸糠醛缩合物(MAFC)已被广泛探索作为合成光致变色供体-受体 Stenhouse 加合物(DASA)的起始原料。DASA 的形成是通过 MAFC 与伯胺和仲胺的快速反应产生的,这一点已经通过许多出版物得到了证明,用于不同的应用。基于 MAFC 的 DASA 的线性形式由于其线性共轭三烯-2-醇构象而呈现出强烈的粉红色,这激发了研究人员将这种易于合成的分子用作光学传感器,用于检测伯胺、仲胺和生物胺。由于它是一种新的胺识别方法,因此需要专门收集有关 MAFC 的文献。在这篇小型综述中,我们旨在介绍 MAFC 作为光学分子传感器的最新研究进展,希望能激励研究人员发现更多基于 MAFC 的传感器和方法的应用,为其在药物应用中的使用铺平道路。