Chandran Sunil S, Dickson Kimberly A, Raines Ronald T
Departments of Biochemistry and Chemistry, University of Wisconsin, Madison, WI 53706, USA.
J Am Chem Soc. 2005 Feb 16;127(6):1652-3. doi: 10.1021/ja043736v.
Fluorescent molecules are essential for basic research in the biological sciences and have numerous practical applications. Herein is described the synthesis and use of a new class of latent fluorophores based on a novel design element, the trimethyl lock, that confers distinct advantages over extant fluorophores and pro-fluorophores. A diacetyl version of the latent fluorophore is stable in a biological environment, but rapidly yields rhodamine 110 upon acetyl-group hydrolysis by pig liver esterase or endogenous esterases in the cytosol and lysosomes of human cells. This design element is general and, hence, provides access to an ensemble of useful latent fluorophores.
荧光分子对于生物科学的基础研究至关重要,并且有众多实际应用。本文描述了一类基于新型设计元素——三甲基锁的新型潜在荧光团的合成与应用,该设计元素赋予了其相对于现有荧光团和前体荧光团的明显优势。潜在荧光团的二乙酰基形式在生物环境中稳定,但在猪肝酯酶或人细胞胞质溶胶和溶酶体中的内源性酯酶作用下进行乙酰基水解后,会迅速产生罗丹明110。这种设计元素具有通用性,因此能够获得一系列有用的潜在荧光团。