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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

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Liu, Yichen ; Kim, Gaeun ; Zhu, Runyao ; Jeon, Hyunsu ; Wang, Yichun ;

Abstract: Tumor hypoxia and poor penetration of therapeutics across tumor-microenvironment barriers remain major obstacles to effective cancer therapy, including photodynamic therapy (PDT). Here we introduce a nanochirality-programmed assembly (L-Chi-GAIN) in which nanochirality drives site-selective assembly that activates oxygen-independent Type-I reactive oxygen species (ROS) generation and reduces hyaluronan-mediated matrix adhesion, thereby permitting deep intratumoral therapy. Glycosylation imparts structural chirality to graphene quantum dots (GQDs), directing site-selective assembly of indocyanine green (ICG) that turns on photoinduced electron transfer (PET), producing a 64-fold increase in ROS relative to free ICG. Nanochirality also modulates assembly–extracellular matrix (ECM) interactions. L-GQDs show a less favorable hyaluronan binding free energy (ΔGbind), thus accelerating interstitial transport and resulting in ∼21-fold deeper tumor penetration by L-Chi-GAIN than conventional nanocarriers. Under near-infrared irradiation, L-Chi-GAIN elicits strong oxidative stress and triggers Gasdermin-D (GSDMD)-dependent pyroptosis, leading to significant suppression of tumor growth. This work offers a nanochirality-guided design strategy for PDT in deep tumors by coupling site-selective assembly with stereoselective navigation of the ECM.

Keywords: Graphene quantum dot ; Solid tumor ; Type-I reactive oxygen species ; Chirality ; Extracellular matrix

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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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