Monoalkoxy BODIPYs--a fluorophore class for bioimaging.

Monoalkoxy BODIPYs--a fluorophore class for bioimaging.
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DOI:
10.1021/bc400575w
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发表时间:
2014-06-18
影响因子:
4.7
通讯作者:
Mazitschek, Ralph
Mazitschek, Ralph
中科院分区:
化学2区
文献类型:
--
作者:
Courtis, Alexandra M.;Santos, Sofia A.;Guan, Yinghua;Hendricks, J. Adam;Ghosh, Balaram;Szantai-Kis, D. Miklos;Reis, Surya A.;Shah, Jagesh V.;Mazitschek, Ralph

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小分子荧光团是现代生物医学成像技术不可缺少的工具。在这份报告中,我们介绍了一类新的基于烷氧基-氟-硼-二吡咯亚甲基为核的BODIPY染料的开发。这些新型荧光染料,我们称之为MayaFluors,具有良好的水溶解性和良好的体外物理化学性质。MayaFluors从久负盛名的BODIPY染料开始,以一锅两步的方式很容易获得,并允许使用与生物结合化学和生物正交标记相关的官能团进行简单的修饰。活细胞中的生物图谱显示出良好的膜通透性,低的非特异性结合,并且没有细胞毒性。
Small molecule fluorophores are indispensable tools for modern biomedical imaging techniques. In this report, we present the development of a new class of BODIPY dyes based on an alkoxy-fluoro-boron-dipyrromethene core. These novel fluorescent dyes, which we term MayaFluors, are characterized by good aqueous solubility and favorable in vitro physicochemical properties. MayaFluors are readily accessible in good yields in a one-pot, two-step approach starting from well-established BODIPY dyes, and allow for facile modification with functional groups of relevance to bioconjugate chemistry and bioorthogonal labeling. Biological profiling in living cells demonstrates excellent membrane permeability, low nonspecific binding, and lack of cytotoxicity.
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