4.5 Article

Near-Infrared Fluorescent 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene Probes for One- and Two-Photon Fluorescence Bioimaging

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2015, 期 25, 页码 5563-5571

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500664

关键词

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

资金

  1. National Science Foundation [CBET-1517273, CBET-1403535, CHE-0832622]
  2. U.S. National Academy of Sciences [PGA-P210877]
  3. National Cancer Institute/NIH [2R01CA125255]
  4. Directorate For Engineering
  5. Div Of Chem, Bioeng, Env, & Transp Sys [1517273] Funding Source: National Science Foundation
  6. Directorate For Engineering
  7. Div Of Chem, Bioeng, Env, & Transp Sys [1403535] Funding Source: National Science Foundation

向作者/读者索取更多资源

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 (V3) integrin. The nanoprobe exhibited good biocompatibility and highly selective uptake in (V3) integrin-overexpressing cancers.

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