Near-Infrared Fluorescent 4,4-Difluoro-4-Bora-3A,4A-Diaza-S-Indacene Probes For One- And Two-Photon Fluorescence Bioimaging

Keywords

4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene; Click chemistry; Fluorescence spectroscopy; Fluorescent bioimaging; Fluorescent probes

Abstract

Two new two-photon absorbing near-infrared (NIR) emitting 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives, DDC and SDC, were designed for one- and two-photon fluorescence microscopy imaging. Linear and nonlinear photophysical properties, including UV/Vis absorption, fluorescence, excitation anisotropy, photostability, and two-photon absorption cross sections, of the dyes were investigated to assess the potential of using the new probes as bioimaging agents. Cell viability and colocalization studies of DDC with Lysotracker Red, in COS 7 and HCT 116 cells demonstrated not only low toxicity but also selective targeting of lysosomes. SDC was encapsulated in silica-based nanoparticles for in vitro and ex vivo fluorescence bioimaging. The nanoparticles were modified with an RGD peptide to target αVβ3 integrin. The nanoprobe exhibited good biocompatibility and highly selective uptake in αVβ3 integrin-overexpressing cancers.

Publication Date

9-1-2015

Publication Title

European Journal of Organic Chemistry

Volume

2015

Issue

25

Number of Pages

5563-5571

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1002/ejoc.201500664

Socpus ID

84939652952 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/84939652952

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