61010-04-6Relevant articles and documents
Monitoring pancreatic carcinogenesis by the molecular imaging of Cathepsin E in vivo using confocal laser endomicroscopy
Li, Hui,Li, Yongdong,Cui, Lei,Wang, Biyuan,Cui, Wenli,Li, Minghua,Cheng, Yingsheng
, (2014)
The monitoring of pancreatic ductal adenocarcinoma (PDAC) in high-risk populations is essential. Cathepsin E (CTSE) is specifically and highly expressed in PDAC and pancreatic intraepithelial neoplasias (PanINs), and its expression gradually increases alo
Dual Channel Activatable Cyanine Dye for Mitochondrial Imaging and Mitochondria-Targeted Cancer Theranostics
Pan, Guang-Yu,Jia, Hao-Ran,Zhu, Ya-Xuan,Wang, Ruo-Han,Wu, Fu-Gen,Chen, Zhan
, p. 3596 - 3606 (2017)
Because mitochondria are the key regulators for many cellular behaviors and are susceptible to hyperthermia and reactive oxygen species, mitochondria-specific reagents for simultaneous targeting, imaging, and treatment are highly desirable in cancer theranostics. Herein, we developed a mitochondria-targeted cyanine dye IR825-Cl, which possesses two separated excitation wavelength channels for both red fluorescence imaging and near-infrared (NIR) photothermal therapy (PTT). For imaging, IR825-Cl rapidly entered cells and selectively targeted mitochondria. Although IR825-Cl was completely quenched in water, interestingly, this dye had a turn-on response of red fluorescence (610 nm) in mitochondria under 552 nm excitation due to its polarity-responsive fluorescence emission. More interestingly, IR825-Cl realized the selective mitochondrial staining of cancer cells over normal cells and thus served as an ideal fluorescent probe for identifying cancer cells in normal tissues, which is extremely beneficial for cancer theranostics. For PTT, we demonstrated that under 808 nm NIR laser irradiation, this dye efficiently converted optical energy into heat, realizing mitochondria-targeted photothermal cancer therapy. Collectively, this molecule realized both high fluorescence emission (quantum yield > 43%) and effective light-to-heat conversion (17.4%), enabling its applications for wash-free fluorescence imaging for mitochondria and highly efficient fluorescence imaging-guided PTT.
A hemicyanine derivative for near-infrared imaging of β-amyloid plaques in Alzheimer's disease
Yang, Hua-Li,Fang, Si-Qiang,Tang, Yan-Wei,Wang,Luo, Heng,Qu, Lai-Liang,Zhao, Jin-Hua,Shi, Cun-Jian,Yin, Fu-Cheng,Wang, Xiao-Bing,Kong, Ling-Yi
, p. 736 - 743 (2019)
The formation of amyloid-β (Aβ) plaques in the brain is one of the main pathological features of Alzheimer's disease (AD). The imaging probes, capable of detecting Aβ deposition, are important tools for early diagnosis of AD. In this article, we designed, synthesized and evaluated a cyanine-based near-infrared fluorescence (NIRF) probe ZT-1 for the detection of Aβ deposits in the brain. The probe had excellent fluorescent properties with an emission maximum above 720 nm upon binding to Aβ aggregates with affinity of 445.0 nM (Kd). Furthermore, ZT-1 exhibited good biostability, photostability, and binding selectivity toward Aβ1-42 aggregates by in vitro fluorescence staining experiments. In vivo NIRF imaging result also revealed that our probe could efficiently differentiate transgenic and wild-type mice. All these studies indicated that ZT-1 is a promising fluorescent probe for Aβ plaques in the AD brains.
Intratumorally Injected Photothermal Agent-Loaded Photodynamic Nanocarriers for Ablation of Orthotopic Melanoma and Breast Cancer
Sun, Xiaodong,Zhuang, Bo,Zhang, Mengmeng,Jiang, Heliu,Jin, Yiguang
, p. 724 - 739 (2019)
Traditional chemotherapy of cancers may lead to serious adverse reactions due to little drug distribution in tumors. Here, a combination of photothermal therapy (PTT) and photodynamic therapy (PDT) was used for local treatment of orthotopic melanoma and breast cancer via intratumoral (i.t.) injection of photothermal agent-loaded photodynamic nanocarriers. A hydrophobic derivative of indocyanine green, DCC, was synthesized and entrapped into a pH-sensitive photosensitizer-core copolymer, PDCZP, to form DCC@PDCZP. The nanocarriers showed remarkable fluorescence, high singlet oxygen quantum yields, and a strong photothermal effect. Flow cytometry suggested that the nanocarriers were efficiently internalized by cancer cells. Near infrared thermal imaging and fluorescence self-imaging showed that the i.t. injected DCC@PDCZP mainly remained in the tumors, but the intravenous (i.v.) nanocarriers were distributed a little. One i.t. injection of DCC@PDCZP was enough to ablate the orthotopic B16-F10 and 4T1 mouse tumors under 830 and 660 nm irradiation at 4 h postinjection. More importantly, no local recurrences were found, though swabs were formed at 9 days post-treatment. The major anticancer mechanisms included improvement of cancer cell necrosis due to hyperthermia, inhibition of neovascularization, and enhancement of cell apoptosis. The i.t. injection of PTT/PDT nanoformulations is thus a promising local treatment of superficial tumors.
A lysosome-Targeting dual-functional fluorescent probe for imaging intracellular viscosity and beta-Amyloid
Tan, Hui-Ya,Qiu, Yu-Tai,Sun, Han,Yan, Jin-Wu,Zhang, Lei
, p. 2688 - 2691 (2019)
A lysosome-Targeting dual-functional fluorescent probe was rationally designed and developed for imaging intracellular lysosomal viscosity and beta-Amyloid. More importantly, the real-Time tracking of the dynamic movement of lysosomes, as vesicle structures, has been achieved using Lyso-MC.
Cancer-mitochondria-targeted photodynamic therapy with supramolecular assembly of HA and a water soluble NIR cyanine dye
Thomas, Ajesh P.,Palanikumar,Jeena,Kim, Kibeom,Ryu, Ja-Hyoung
, p. 8351 - 8356 (2017)
Mitochondria-targeted cancer therapies have proven to be more effective than other similar non-targeting techniques, especially in photodynamic therapy (PDT). Indocyanine dye derivatives, particularly IR-780, are widely known for their PDT utility. However, poor water solubility, dark toxicity, and photobleaching are limiting factors for these dyes, which otherwise show promise based on their good absorption in the near-infrared (NIR) region and mitochondria targeting ability. Herein, we introduce an indocyanine derivative (IR-Pyr) that is highly water soluble, exhibiting higher mitochondrial targetability and better photostability than IR-780. Furthermore, electrostatic interactions between the positively charged IR-Pyr and negatively charged hyaluronic acid (HA) were utilized to construct a micellar aggregate that is selective towards cancer cells. The cancer mitochondria-targeted strategy confirms high PDT efficacy as proved by in vitro and in vivo experiments.
Activity-based near-infrared fluorogenic probe for enabling in vitro and in vivo profiling of neutrophil elastase
Liu, Shi-Yu,Xiong, Hao,Li, Rong-Rong,Yang, Wen-Chao,Yang, Guang-Fu
, p. 3877 - 3884 (2019)
Neutrophil elastase (NE), a typical hematopoietic serine protease, has significant roles in inflammatory and immune responses, and thus is highly associated with various diseases such as acute lung injury (ALI) and lung cancer. Rapid and accurate measurement of NE activity in biological systems is particularly important for understanding the role of NE in inflammatory diseases, as well as clinical diagnosis. However, the specific detection and noninvasive imaging of NE in vivo remains a challenge. To address this issue, a small-molecule substrate based near-infrared fluorogenic probe (NEP) for NE was constructed via incorporating pentafluoroethyl as the recognition group with a hemicyanine dye-based fluorophore. This initially quenched probe possesses more than 25-fold red fluorescence enhancement upon the catalysis of human NE, and the detection limit is about 29.6 ng/mL. In addition, the high specificity and the long emission wavelength (?"emmax = 700 nm) of NEP allowed the direct monitoring of NE-trafficking, exogenous NE uptake, and endogenous NE upregulation at the cellular level. Moreover, the successful spatiotemporal imaging of NE in ALI model mice also made it a promising new tool in clinical diagnosis for ALI and other lung diseases.
Cyanine-modified near-infrared upconversion nanoprobe for ratiometric sensing of N2H4 in living cells
Li, Chuan-Jian,Su, Pei-Pei,Yao, Cheng,Ye, Min-An,Zhou, Yi
, (2021)
Although being as an important chemical material in industry, hydrazine (N2H4) is highly toxic to the humans and animals. The development of sensitive methods for the detection of hydrazine is meaningful. Herein, we develop a new organic-inorganic hybrid nanoprobe for the detection of N2H4 based on luminescent resonance energy transfer (LRET) process. The nanoprobe contains N2H4-responsive NIR cyanine dye (CQM1) and α-cyclodextrin (CD) anchored on the surface of lanthanide-doped upconversion nanophosphors (UCNPs). In the presence of hydrazine, the hybrid materials (CQM1-UCNPs) showed the a large ratiometric luminescent signal change with high sensitivity and selectivity. More importantly, by taking advantage of ratiometric Upconversion luminescent (UCL) signal and the features of NIR emission/excitation, the nanoprobe was successfully applied for visualization of hydrazine in living cells for the first time.
Light-Triggered Transformable Ferrous Ion Delivery System for Photothermal Primed Chemodynamic Therapy
He, Ting,Yuan, Yanyan,Jiang, Chao,Blum, Nicholas Thomas,He, Jin,Huang, Peng,Lin, Jing
, p. 6047 - 6054 (2021)
Chemodynamic therapy (CDT) involves the catalytic generation of highly toxic hydroxyl radicals (.OH) from hydrogen peroxide (H2O2) through metal-ion-mediated Fenton or Fenton-like reactions. Fe2+ is a classical catalyst ion, however, it suffers easy oxidation and systemic side-effects. Therefore, the development of a controllable Fe2+ delivery system is a challenge to maintain its valence state, reduce toxicity, and improve therapeutic efficacy. Reported here is a near-infrared (NIR) light-triggered Fe2+ delivery agent (LET-6) for fluorescence (FL) and photoacoustic (PA) dual-modality imaging guided, photothermal primed CDT. Thermal expansion caused by 808 nm laser irradiation triggers the transformation of LET-6 to expose Fe2+ from its hydrophobic layer, which primes the catalytic breakdown of endogenous H2O2 within the tumor microenvironment, thus generating .OH for enhanced CDT. LET-6 shows remarkable therapeutic effects, both in vitro and in vivo, achieving 100 % tumor elimination after just one treatment. This high-performance Fe2+ delivery system provides a sound basis for future synergistic metal-ion-mediated cancer therapy.
Detection of hypochlorous acid fluctuation via a selective near-infrared fluorescent probe in living cells and in vivo under hypoxic stress
Huang, Yan,He, Na,Wang, Yude,Zhang, Liangwei,Kang, Qi,Wang, Yunqing,Shen, Dazhong,Choo, Jaebum,Chen, Lingxin
, p. 2557 - 2564 (2019)
Hypoxic stress is a common concern in medicine and biology, which can induce the cellular injury and death by excess production of reactive oxygen species (ROS). Hypochlorous acid (HOCl), one of the ROS, plays a crucial role in the oxidative damage to tissue proteins in the pathogenesis of various diseases. Therefore, excess production of HOCl might be an important factor for the damage caused by hypoxic stress. However, most of the present methods cannot meet the demand of real-time detection on account of the labile and reactive chemical properties of HOCl. Herein, we designed a near-infrared fluorescent probe, Cy-HOCl, for the selective imaging of HOCl in cells and in vivo. Cy-HOCl includes two moieties: a 4-amino-3-nitrophenol group as the response unit and a near-infrared heptamethine cyanine fluorophore as the fluorescent modulator. Cy-HOCl exhibits excellent selectivity and sensitivity towards the detection of HOCl. The hypoxic response behavior of Cy-HOCl is evaluated in cells to clarify the relationship between HOCl and hypoxia. The probe is also applied to measure HOCl in ex vivo-dissected organs of an acute ischemia mouse model as well as for real-time monitoring the changes of HOCl in the hypoxic zebrafish model.
A ratiometric fluorescence mitochondrial-targeted probe for imaging HOCl in vitro and in vivo
He, Qiong,Jiang, Chen,Li, Yingxue,Yan, Lingjuan,Yao, Cheng,Ye, Aiying
, (2021/12/07)
HOCl, as one of reactive oxygen species, could cause tissue damage and induce various disease when it is at abnormal level or improper location. To monitor HOCl, we developed a near infrared ratiometric fluorescence probe C3H, which is capable to detect HOCl in real time. This probe gives two emission signals with no cross-talk in the process of monitoring HOCl, accompanied by a considerable variation (up to 348-fold) in its fluorescence intensity ratio (F480 nm/F750 nm). Additionally, probe C3H exhibited excellent properties such as fast response (? in vivo.
Towards new NIR dyes for free radical photopolymerization processes
Dumur, Frédéric,Gigmes, Didier,Lalevée, Jacques,Mokbel, Haifaa,Noirbent, Guillaume
supporting information, p. 2067 - 2076 (2021/08/23)
The use of cheap and safe near-infrared (NIR) light is still the subject of intense research efforts but remains a huge challenge due to the associated low photon energy (wavelength from 0.78 to 2.5 μm). In this study, a series of 17 NIR dyes mainly based on a well-established cyanine scaffold is proposed. Remarkably, 11 of them were never synthesized before. Markedly, noncharged structures, negatively charged cyanine bearing Na+ as counter cation, and positively charged cyanines bearing (B(Ph)4?) or (I?) as counter anions were examined as promising NIR light photoinitiating systems. Excellent photoinitiating abilities were found for some reported dyes when used in combination with iodonium salt and amine. Markedly, photothermal effects with a huge heater behavior were also observed for different NIR dye structures. Interestingly, the synthesis of interpenetrating polymer networks (IPNs, e.g., for the polymerization of acrylate/epoxy monomer blends) can also be carried out upon NIR light with the proposed systems.
Fluorescent probe for gastric acid monitoring, and preparation method and application thereof
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Paragraph 0059; 0065-0068, (2021/10/05)
The invention provides a fluorescent probe for gastric acid monitoring and a preparation method and application thereof. The molecular formula of the fluorescent probe is C. 34 H42 N3+ The preparation method of the fluorescent probe comprises the following steps: 2, 3, 3 - trimethyl - 3H - indole are reacted under the action of methyl iodide and ethanol, and the compound 1 is generated. A dichloromethane solution of cyclohexanone was added dropwise to N, N -dimethylformamide and dichloromethane solution of phosphorus oxychloride, and the reflux reaction was heated to give compound 2. Compound 1, Compound 2 and sodium acetate were reacted in acetic anhydride to give compound 3. The compound 3 and dimethylamine were reacted in ethanol to give a fluorescent probe. The fluorescent probe has good water solubility, and the fluorescence signal changes obviously along pH value in an aqueous solution, so that the fluorescence probe responds to pH value, can specifically detect the change of pH value, is not influenced by other molecules, and can be used for monitoring gastric acid in near-infrared fluorescence technology.
