Department of Bioorganic Chemistry, Faculty of Chemistry, Wroclaw University of Technology, Wyb. Wyspianskiego 27, 50-370 Wroclaw, Poland.
NCI-designated Cancer Center, Sanford-Burnham Prebys Medical Discovery Institute, La Jolla, CA 92037, USA.
Sci Rep. 2017 Feb 23;7:43135. doi: 10.1038/srep43135.
Internally quenched fluorescent (IQF) peptide substrates originating from FRET (Förster Resonance Energy Transfer) are powerful tool for examining the activity and specificity of proteases, and a variety of donor/acceptor pairs are extensively used to design individual substrates and combinatorial libraries. We developed a highly sensitive and adaptable donor/acceptor pair that can be used to investigate the substrate specificity of cysteine proteases, serine proteases and metalloproteinases. This novel pair comprises 7-amino-4-carbamoylmethylcoumarin (ACC) as the fluorophore and 2,4-dinitrophenyl-lysine (Lys(DNP)) as the quencher. Using caspase-3, caspase-7, caspase-8, neutrophil elastase, legumain, and two matrix metalloproteinases (MMP2 and MMP9), we demonstrated that substrates containing ACC/Lys(DNP) exhibit 7 to 10 times higher sensitivity than conventional 7-methoxy-coumarin-4-yl acetic acid (MCA)/Lys(DNP) substrates; thus, substantially lower amounts of substrate and enzyme can be used for each assay. We therefore propose that the ACC/Lys(DNP) pair can be considered a novel and sensitive scaffold for designing substrates for any group of endopeptidases. We further demonstrate that IQF substrates containing unnatural amino acids can be used to investigate protease activities/specificities for peptides containing post-translationally modified amino acids. Finally, we used IQF substrates to re-investigate the P1-Asp characteristic of caspases, thus demonstrating that some human caspases can also hydrolyze substrates after glutamic acid.
内消旋荧光 (IQF) 肽底物来源于荧光共振能量转移 (Förster Resonance Energy Transfer, FRET),是研究蛋白酶活性和特异性的有力工具,广泛使用各种供体/受体对来设计单个底物和组合文库。我们开发了一种高度敏感和适应性强的供体/受体对,可以用于研究半胱氨酸蛋白酶、丝氨酸蛋白酶和金属蛋白酶的底物特异性。该新型对由 7-氨基-4-羧甲基香豆素 (ACC) 作为荧光团和 2,4-二硝基苯-L-赖氨酸 (Lys(DNP)) 作为猝灭剂组成。使用 caspase-3、caspase-7、caspase-8、中性粒细胞弹性蛋白酶、组织蛋白酶 L 和两种基质金属蛋白酶 (MMP2 和 MMP9),我们证明含有 ACC/Lys(DNP) 的底物比传统的 7-甲氧基香豆素-4-基乙酸 (MCA)/Lys(DNP) 底物灵敏 7 到 10 倍;因此,每个测定所需的底物和酶的量都可以大大减少。因此,我们提出 ACC/Lys(DNP) 对可以被认为是设计任何内肽酶组底物的新型和灵敏支架。我们进一步证明,含有非天然氨基酸的 IQF 底物可用于研究含有翻译后修饰氨基酸的肽的蛋白酶活性/特异性。最后,我们使用 IQF 底物重新研究了半胱天冬酶的 P1-Asp 特征,从而证明某些人类半胱天冬酶也可以水解谷氨酸后的底物。