Singh Pallavi, Choi Jae-Yeon, Wang Weiwei, T Lam Tukiet, Lechner Philip, Vanderwal Christopher D, Pou Sovitj, Nilsen Aaron, Ben Mamoun Choukri
Department of Internal Medicine, Section of Infectious Diseases, Yale School of Medicine, New Haven, Connecticut, USA.
Keck MS & Proteomics Resource, Yale School of Medicine, New Haven, Connecticut, USA.
J Biol Chem. 2024 Nov;300(11):107832. doi: 10.1016/j.jbc.2024.107832. Epub 2024 Sep 27.
Polyamines are polycationic molecules that are crucial in a wide array of cellular functions. Their biosynthesis is mediated by aminopropyl transferases (APTs), which are promising targets for antimicrobial, antineoplastic, and antineurodegenerative therapies. A major limitation in studying APT enzymes, however, is the lack of high-throughput assays to measure their activity. We have developed the first fluorescence-based assay, diacetyl benzene (DAB)-APT, for the measurement of APT activity using 1,2-DAB, which forms fluorescent conjugates with putrescine, spermidine, and spermine, with fluorescence intensity increasing with the carbon chain length. The assay has been validated using APT enzymes from Saccharomyces cerevisiae and Plasmodium falciparum, and the data further validated by mass spectrometry and TLC. Using mass spectrometry analysis, the structures of the fluorescent putrescine, spermidine, and spermine 1,2-DAB adducts were determined to be substituted 1,3-dimethyl isoindoles. The DAB-APT assay is optimized for high-throughput screening, facilitating the evaluation of large chemical libraries. Given the critical roles of APTs in infectious diseases, oncology, and neurobiology, the DAB-APT assay offers a powerful tool with broad applicability, poised to drive advancements in research and drug discovery.
多胺是多阳离子分子,在广泛的细胞功能中起着关键作用。它们的生物合成由氨丙基转移酶(APTs)介导,氨丙基转移酶是抗微生物、抗肿瘤和抗神经退行性疾病治疗的有前景的靶点。然而,研究APTs酶的一个主要限制是缺乏用于测量其活性的高通量检测方法。我们开发了第一种基于荧光的检测方法——二乙酰苯(DAB)-APT,用于使用1,2-DAB测量APT活性,1,2-DAB与腐胺、亚精胺和精胺形成荧光共轭物,荧光强度随碳链长度增加而增加。该检测方法已使用来自酿酒酵母和恶性疟原虫的APT酶进行了验证,数据进一步通过质谱和薄层色谱法得到验证。通过质谱分析,确定了荧光腐胺、亚精胺和精胺1,2-DAB加合物的结构为取代的1,3-二甲基异吲哚。DAB-APT检测方法针对高通量筛选进行了优化,有助于评估大型化学文库。鉴于APTs在传染病、肿瘤学和神经生物学中的关键作用,DAB-APT检测方法提供了一种具有广泛适用性的强大工具,有望推动研究和药物发现的进展。