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与释放酶（猪胰脂肪酶，PLE）偶联的 N,N'-二酰基罗丹明荧光探针的选择性激活。

Selective Activation of N,N'-Diacyl Rhodamine Pro-fluorophores Paired with Releasing Enzyme, Porcine Liver Esterase (PLE).

机构信息

School of Graduate Studies and Research, Meharry Medical College, Nashville, Tennessee, 37208, USA.

Department of Chemistry, Vanderbilt University, Vanderbilt Institute of Chemical Biology, Nashville, TN 37232, USA.

出版信息

Chemistry. 2018 Jun 26;24(36):8985-8988. doi: 10.1002/chem.201801409. Epub 2018 May 25.

DOI:10.1002/chem.201801409
PMID:29679472
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6035858/
Abstract

This study reports the synthesis and testing of a family of rhodamine pro-fluorophores and an enzyme capable of converting pro-fluorophores to Rhodamine 110. We prepared a library of simple N,N'-diacyl rhodamines and investigated porcine liver esterase (PLE) as an enzyme to activate rhodamine-based pro-fluorophores. A PLE-expressing cell line generated an increase in fluorescence rapidly upon pro-fluorophore addition demonstrating the rhodamine pro-fluorophores are readily taken up and fluorescent upon PLE-mediated release. Rhodamine pro-fluorophore amides trifluoroacetamide (TFAm) and proponamide (PAm) appeared to be the best substrates using a cell-based assay using PLE expressing HEK293. Our pro-fluorophore series showed diffusion into live cells and resisted endogenous hydrolysis. The use of our engineered cell line containing the exogenous enzyme PLE demonstrated the rigorousness of amide masking when compared to cells not containing PLE. This simple and selective pro-fluorophore rhodamine pair with PLE offers the potential to be used in vitro and in vivo fluorescence based assays.

摘要

本研究报告了一系列罗丹明前荧光团的合成和测试，以及一种能够将前荧光团转化为罗丹明 110 的酶。我们制备了一系列简单的 N,N'-二酰基罗丹明，并研究了猪肝酯酶 (PLE) 作为激活基于罗丹明的前荧光团的酶。表达 PLE 的细胞系在前荧光团加入后迅速增加荧光，表明罗丹明前荧光团很容易被吸收并在 PLE 介导的释放时发出荧光。使用表达 PLE 的 HEK293 的基于细胞的测定，罗丹明前荧光团酰胺三氟乙酰胺 (TFAm) 和丙酰胺 (PAm) 似乎是最好的底物。我们的前荧光团系列显示出能够扩散到活细胞中，并抵抗内源性水解。与不含 PLE 的细胞相比，使用含有外源性酶 PLE 的工程细胞系证明了酰胺掩蔽的严格性。这种简单且选择性的基于 PLE 的前荧光团罗丹明对体外和体内荧光测定具有潜在用途。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/bd0c05660063/nihms-977690-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/e45ab3a3ca8b/nihms-977690-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/e4f1ca56b45a/nihms-977690-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/c8ee4f0d27ab/nihms-977690-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/bd0c05660063/nihms-977690-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/e45ab3a3ca8b/nihms-977690-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/e4f1ca56b45a/nihms-977690-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/c8ee4f0d27ab/nihms-977690-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/caf3/6035858/bd0c05660063/nihms-977690-f0005.jpg

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本文引用的文献

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Highly Sensitive and Multiple Enzyme Activity Assay Using Reagent-release Capillary-Isoelectric Focusing with Rhodamine 110-based Substrates.使用基于罗丹明110的底物通过试剂释放毛细管等电聚焦进行高灵敏度多酶活性测定
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