56289-64-6

Usage

Uses

Used in Fluorescence Imaging:
1,1',3,3,3',3'-HEXAMETHYL-4,5,4',5'-DIBENZOINDO-DICARBOCYANINE is used as a fluorescent probe for fluorescence imaging due to its strong absorption in the near-infrared region and high photostability, allowing for clear visualization of biological processes and structures with minimal photobleaching.
Used in Optical Sensors:
In the field of optical sensing, 1,1',3,3,3',3'-HEXAMETHYL-4,5,4',5'-DIBENZOINDO-DICARBOCYANINE serves as a sensitive and stable optical sensor, leveraging its optical properties to detect and measure various analytes with high precision.
Used in Biomedical Applications:
1,1',3,3,3',3'-HEXAMETHYL-4,5,4',5'-DIBENZOINDO-DICARBOCYANINE is utilized as a contrast agent in biomedical imaging because of its low toxicity and favorable optical characteristics, enhancing the imaging of tissues and organs for diagnostic and therapeutic purposes.
Used in Scientific Research:
In scientific research, 1,1',3,3,3',3'-HEXAMETHYL-4,5,4',5'-DIBENZOINDO-DICARBOCYANINE is employed as a tool for studying molecular interactions and biological processes, taking advantage of its unique chemical structure and optical properties to gain insights into complex systems.
Used in Technological Applications:
Across various technological fields, 1,1',3,3,3',3'-HEXAMETHYL-4,5,4',5'-DIBENZOINDO-DICARBOCYANINE is applied in the development of advanced materials and devices, such as solar cells and optoelectronic devices, due to its strong light absorption and stability.

InChI:InChI=1/C35H35N2.HI/c1-34(2)30(36(5)28-22-20-24-14-10-12-16-26(24)32(28)34)18-8-7-9-19-31-35(3,4)33-27-17-13-11-15-25(27)21-23-29(33)37(31)6;/h7-23H,1-6H3;1H/q+1;/p-1

Upstream product

• 58467-94-0 N-((1E,3E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride 
• 58464-25-8 1,1,2,3-tetramethyl-1H-benz[e]indol-3-ium iodide 
• 41532-84-7 2,3,3-trimethylbenzo[e]indole 
• 23769-16-6 phenyl[3-phenylaminoprop-2-en-1-ylidene]ammonium chloride 

Downstream Products

• 1132970-46-7 C₃₅H₃₆N₂ 

Relevant academic research and scientific papers

Correlating molecular character of NIR imaging agents with tissue-specific uptake

Near-infrared (NIR) fluorescent contrast agents are emerging in optical imaging as sensitive, cost-effective, and nonharmful alternatives to current agents that emit harmful ionizing radiation. Developing spectrally distinct NIR fluorophores to visualize sensitive vital tissues to selectively avoid them during surgical resection of diseased tissue is of great significance. Herein, we report the synthetic variation of pentamethine cyanine fluorophores with modifications of physicochemical properties toward prompting tissue-specific uptake into sensitive tissues (i.e., endocrine glands). Tissue-specific targeting and biodistribution studies revealed localization of contrast agents in the adrenal and pituitary glands, pancreas, and lymph nodes with dependence on molecular characteristics. Incorporation of hydrophobic heterocyclic rings, alkyl groups, and halogens allowed a fine-tuning capability to the hydrophobic character and dipole moment for observing perturbation in biological activity in response to minor structural alterations. These NIR contrast agents have potential for clinical translation for intraoperative imaging in the delineation of delicate glands.

Oxidative cleavage of DNA by pentamethine carbocyanine dyes irradiated with long-wavelength visible light

Here we report the synthesis of seven symmetrical carbocyanine dyes in which two nitrogen-substituted benz[e]indolium rings are joined by a pentamethine bridge that is meso-substituted with chlorine or bromine versus hydrogen. The heteroatom of benz[e]indolium is modified with a phenylpropyl, methyl, or cationic quaternary ammonium group. In reactions containing micro molar concentrations of halogenated dye, irradiation at 575, 588, 623, or 700 nm produces good photocleavage of plasmid DNA. UV-visible spectra show that the carbocyanines are in their H-aggregated and monomeric forms. Scavenger experiments point to the involvement of singlet oxygen and hydroxyl radicals in DNA photocleavage.