Synthesis of a Water-Soluble BODIPY for Targeting and Assessing the Function of Endoplasmic Reticulum.

IF 3.5 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

ACS Bio & Med Chem Au Pub Date : 2025-08-04 eCollection Date: 2025-10-15 DOI:10.1021/acsbiomedchemau.5c00142

Jacopo Tricomi, Giacomo Biagiotti, Tommy Chastel, Serena Filiberti, Hana Kokot, Francesca Mancusi, Maja Žežlina, Layal Rajeh, Iztok Urbančič, Stéphane Bodin, Ernesto G Occhiato, Andrei Turtoi, Stefano Cicchi, Barbara Richichi

引用次数: 0

Abstract

We report here on a straightforward methodology to synthesize a new water-soluble fluorescent probe Tris-BODIPY-OH 1 that contains three pH-independent hydrophilic arms. This probe has been prepared by exploiting a synthetic strategy that includes as a key step the combination of a Cu-(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and a Sonogashira cross-coupling in a sequential one-pot approach. Tris-BODIPY-OH 1 provides a significant advancement in the field by expanding the BODIPY toolbox with a biocompatible water-soluble probe, which can be used to specifically label and assess the function of the endoplasmic reticulum.

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一种靶向内质网并评价其功能的水溶性体的合成。

我们在这里报告了一种简单的方法来合成一种新的水溶性荧光探针Tris-BODIPY-OH 1，它包含三个不依赖ph的亲水臂。该探针是通过利用一种合成策略制备的，其关键步骤包括Cu-(I)催化叠氮化物-炔环加成（CuAAC）和Sonogashira交叉偶联在顺序单锅方法中的组合。Tris-BODIPY-OH 1通过使用生物相容性水溶性探针扩展了BODIPY工具箱，可用于特异性标记和评估内质网的功能，在该领域提供了重大进展。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ACS Bio & Med Chem Au 药物、生物、化学-

CiteScore

4.10

自引率

0.00%

发文量

期刊介绍： ACS Bio & Med Chem Au is a broad scope open access journal which publishes short letters comprehensive articles reviews and perspectives in all aspects of biological and medicinal chemistry. Studies providing fundamental insights or describing novel syntheses as well as clinical or other applications-based work are welcomed.This broad scope includes experimental and theoretical studies on the chemical physical mechanistic and/or structural basis of biological or cell function in all domains of life. It encompasses the fields of chemical biology synthetic biology disease biology cell biology agriculture and food natural products research nucleic acid biology neuroscience structural biology and biophysics.The journal publishes studies that pertain to a broad range of medicinal chemistry including compound design and optimization biological evaluation molecular mechanistic understanding of drug delivery and drug delivery systems imaging agents and pharmacology and translational science of both small and large bioactive molecules. Novel computational cheminformatics and structural studies for the identification (or structure-activity relationship analysis) of bioactive molecules ligands and their targets are also welcome. The journal will consider computational studies applying established computational methods but only in combination with novel and original experimental data (e.g. in cases where new compounds have been designed and tested).Also included in the scope of the journal are articles relating to infectious diseases research on pathogens host-pathogen interactions therapeutics diagnostics vaccines drug-delivery systems and other biomedical technology development pertaining to infectious diseases.