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Chemical Structure| 3599-32-4 Chemical Structure| 3599-32-4
Chemical Structure| 3599-32-4

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Indocyanine Green is a near-infrared fluorescent dye with excellent imaging properties. Indocyanine Green is primarily used in research on vascular imaging, liver function testing, and tumor imaging.

Synonyms: Foxgreen; IC Green; IR-125

4.5 *For Research Use Only !

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Product Citations

Product Citations

Guo, Lei ; Yang, Meek ; Dong, Bin ; Lewman, Seth ; Van Horn, Alex ; Jia, Shang

Abstract: As a major family of red-shifted fluorophores that operate beyond visible light, polymethine dyes are pivotal in lightbased biological techniques. However, methods for tuning this kind of fluorophores by structural modification remain restricted to bottom-up synthesis and modification using coupling or nucleophilic substitutions. In this study, we introduce a two-step, late-stage functionalization process for heptamethine dyes. This process enables the substitution of the central chlorine atom in the commonly used 4′-chloro heptamethine scaffold with various groups using aryllithium reagents. This method borrows the building block and designs from the xanthene dye community and offers a mild and convenient way for the diversification of heptamethine fluorophores. Notably, this efficient conversion allows for the synthesis of heptamethine-X, the heptamethine scaffold with two ortho-substituents on the 4′-aryl modification, which brings enhanced stability and reduced aggregation to the fluorophore. We showcase the utility of this method by a facile synthesis of a fluorogenic, membrane-localizing fluorophore that outperforms its commercial counterparts with a significantly higher brightness and contrast. Overall, this method establishes the synthetic similarities between polymethine and xanthene fluorophores and provides a versatile and feasible toolbox for future optimizing heptamethine fluorophores for their biological applications.

Keywords: polymethine dye ; ; water solubility ; aggregation ; stability ; fluorescence imaging

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Product Details of Indocyanine Green

CAS No. :3599-32-4
Formula : C43H47N2NaO6S2
M.W : 774.96
SMILES Code : O=S(CCCC[N+]1=C(/C=C/C=C/C=C/C=C2N(CCCCS(=O)([O-])=O)C3=C(C4=CC=CC=C4C=C3)C/2(C)C)C(C)(C)C5=C1C=CC6=CC=CC=C56)([O-])=O.[Na+]
Synonyms :
Foxgreen; IC Green; IR-125
MDL No. :MFCD00013078

Safety of Indocyanine Green

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338
 

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