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

被引:13
作者
Kim, Bosung [1 ]
Yue, Xiling [1 ]
Sui, Binglin [1 ]
Zhang, Xinfu [2 ]
Xiao, Yi [2 ]
Bondar, Mykhailo V. [3 ]
Sawada, Junko [4 ]
Komatsu, Masanobu [4 ]
Belfield, Kevin D. [1 ,5 ,6 ]
机构
[1] Univ Cent Florida, Dept Chem, Orlando, FL 32816 USA
[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
[3] Natl Acad Sci, Inst Phys, UA-03028 Kiev, Ukraine
[4] Sanford Burnham Med Res Inst Lake Nona, Orlando, FL 32827 USA
[5] New Jersey Inst Technol, Coll Sci & Liberal Arts, Newark, NJ 07102 USA
[6] Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710062, Peoples R China
基金
美国国家科学基金会;
关键词
Fluorescent probes; Fluorescence spectroscopy; Click chemistry; 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene; Fluorescent bioimaging; MODIFIED SILICA NANOPARTICLES; IN-VIVO; PHOTODYNAMIC THERAPY; SQUARAINE DYES; BODIPY DYES; ONE-PHOTON; DERIVATIVES; INTEGRINS; RECEPTOR; VITRO;
D O I
10.1002/ejoc.201500664
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:5563 / 5571
页数:9
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