NIR-H2O2 [1392488-04-8]

NIR-H2O2 is a cell-permeable near-infrared (NIR) fluorescent turn-on sensor. NIR-H2O2 has both absorption and emission in the NIR region. NIR-H2O2 responds to H₂O₂ with a large turn-on NIR fluorescence signal upon excitation in the NIR region. NIR-H2O2 is capable of imaging endogenously produced H₂O₂ in living cells and mice^[1].

NIR-H2O2 is highly selective to H₂O₂ over other typical ROS and biorelevant species^[1].
HeLa cells incubated with NIR-H2O2 (5 μM) for 30 min at 37 °C provide almost no fluorescence. However, when the living HeLa cells loaded with NIR-H2O2 are further treated with H₂O₂, they give strong fluorescence. NIR-H₂O₂ is cell membrane permeable and responsive to H₂O₂ in the living cells. When stimulated by phorbol myristate acetate (PMA), macrophage cells may produce endogenous H₂O₂. The living RAW264.7 macrophage cells loaded with only the NIR sensor NIR-H2O2 (1 μM) display almost no fluorescence. However, the macrophage cells coincubated with PMA (3.0 μg/mL) and the sensor NIR-H2O2 (1 μM) exhibit a dramatic enhancement in the red emission. NIR-H2O2 is capable of fluorescent imaging of endogenously produced H₂O₂ in the living RAW264.7 macrophage cells. The mitochondria staining experiments suggest that the sensor mainly associates with the mitochondria of RAW264.7 macrophage cells^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

The H₂O₂ production in vivo was generated by activated macrophages and neutrophils in a lipopolysaccharide (LPS) model of acute inflammation. The mice treated with both LPS and NIR-H2O2 exhibit a significantly higher fluorescence readout than the mice untreated or treated with only NIR-H2O2. The mice loaded with LPS and NIR-H2O2 have approximately 10- and 20-fold higher fluorescence intensity than the mice loaded with saline and the sensor and the mice loaded with saline, respectively^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

565.89

C₃₄H₃₃BClNO₄

1392488-04-8

712

688

ClC1=CC2=C(OC3=C(CCCC3=C2)/C=C/C4=[N+](C5=C(C4(C)C)C=CC=C5)CC)C=C1OCC6=CC=C(C=C6)B([O-])O

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Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Yuan L, et al. A unique approach to development of near-infrared fluorescent sensors for in vivo imaging. J Am Chem Soc. 2012 Aug 15;134(32):13510-23.  [Content Brief]