脂滴多光子显微镜用红发BODIPY染料的合成、表征及应用

IF 4.2 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-07-16 DOI:10.1016/j.dyepig.2025.113045

Paolo J. Mastroeni , Connor B. Armstrong , Dominic J. Black , Atticus Strickland , Michael Hall , Toby Blundell , Natalie E. Pridmore , Robert Pal , Patrycja Stachelek

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引用次数: 0

摘要

本研究介绍了两种新型的红发射BODIPY染料，每一种染料在3位和5位上都有甲氧基苯基官能团，以进行色移光谱带。通过简单的合成途径获得，染料可以用红色单光子或近红外双光子激发。后者至关重要，长波长激发对活细胞显微镜有利，因为它提供了增加的组织穿透，减少散射和最小的自身荧光。全面的结构，计算和光物理特性突出了这两种染料在小鼠胚胎成纤维细胞（NIH-3T3）细胞的活细胞激光扫描共聚焦显微镜（LSCM）中的适用性。该材料具有高亮度、高摩尔吸收系数和光致发光量子产率的特点。此外，在840 nm处分别测量了723 GM和502 GM （1 GM = 10-50 cm4 s光子−1）的双光子吸收截面，使染料适合多光子显微镜应用。为单光子和多光子LSCM制定了给药方案，并共同染色证实了脂滴（ld）内的强定位。ld是研究糖尿病和癌症等疾病的重要细胞器，也是监测亲脂性细胞内物质分布的重要细胞器。在浓度范围（500 nM - 5 μM）下长达24小时的细胞毒性试验表明，这两种染料都可以用于长时间的活细胞显微镜，而不会显著改变细胞活力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis, characterisation and application of red-emitting BODIPY dyes for multiphoton microscopy of lipid droplets

查看原文本刊更多论文

Synthesis, characterisation and application of red-emitting BODIPY dyes for multiphoton microscopy of lipid droplets

This study introduces two novel red-emissive BODIPY dyes, each functionalized with methoxystyryl groups at the 3- and 5-positions to bathochromically shift spectral bands. Obtained via facile synthetic pathways, the dyes can be excited using red single-photon or near-infrared two-photon excitation. The latter is of key importance, with long-wavelength excitation being advantageous for live-cell microscopy as it offers increased tissue penetration, reduced scattering, and minimal autofluorescence.

Comprehensive structural, computational, and photophysical characterisation highlight the suitability of both dyes for use in live-cell laser scanning confocal microscopy (LSCM) of mouse embryonic fibroblast (NIH-3T3) cells. The materials are characterised by high brightness with high molar absorption coefficients and photoluminescence quantum yields. Additionally, two-photon absorption cross-sections were measured as 723 GM and 502 GM (1 GM = 10^–50 cm⁴ s photon⁻¹) at 840 nm, respectively, making the dyes suitable for multiphoton microscopy applications.

Dosing protocols were developed for single-photon and multiphoton LSCM, and co-staining confirmed strong localisation within lipid droplets (LDs). LDs are an important organelle to study regarding manifestation of diseases such as diabetes and cancer, as well as monitoring of distribution of lipophilic intracellular material. Cytotoxicity assays at a range of concentrations (500 nM – 5 μM) for up to 24 h revealed both dyes can be used for prolonged live-cell microscopy without significant alterations to cellular viability.

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.