| Identification | Back Directory | [Name]
CAY10733 | [CAS]
1043865-37-7 | [Synonyms]
CAY10733
2',7'-Dichlorofluorescein diallyl ether ester
2',7'-dichloro-3',6'-bis(2-propen-1-yloxy)-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-bis(2-propen-1-yloxy)- | [Molecular Formula]
C26H18Cl2O5 | [MOL File]
1043865-37-7.mol | [Molecular Weight]
481.32 |
| Chemical Properties | Back Directory | [Boiling point ]
653.9±55.0 °C(Predicted) | [density ]
1.44±0.1 g/cm3(Predicted) | [solubility ]
DMF: 14 mg/ml; DMSO: 3 mg/ml | [form ]
A crystalline solid | [color ]
Light yellow to yellow | [InChI]
InChI=1S/C26H18Cl2O5/c1-3-9-30-23-13-21-17(11-19(23)27)26(16-8-6-5-7-15(16)25(29)33-26)18-12-20(28)24(31-10-4-2)14-22(18)32-21/h3-8,11-14H,1-2,9-10H2 | [InChIKey]
UMDPDHOQNTZXTC-UHFFFAOYSA-N | [SMILES]
C12(C3=C(C=C(OCC=C)C(Cl)=C3)OC3=C1C=C(Cl)C(OCC=C)=C3)C1=C(C=CC=C1)C(=O)O2 |
| Hazard Information | Back Directory | [Description]
CAY10733 is a fluorescent probe for the detection of carbon monoxide. In the presence of palladium (Pd) and carbon monoxide, CAY10733 undergoes the Pd0-mediated Tsuji-Trost reaction to release 2,7-dichlorofluorescein, and its fluorescence can be used to detect carbon monoxide production in vitro and in live cells. 2,7-Dichlorofluorescein displays excitation/emission maxima of 493/527 nm, respectively. | [Uses]
CO probe 1 (probe 2) is a highly efficient fluorescent CO probe (Ex=493 nm) with an allyl ether reaction site. In the presence of PdCl?, CO reduces Pd2+ to Pd0, triggering a Tsuji-Trost reaction that removes the allyl protecting group, releases fluorescein, and generates a significant fluorescence signal. CO probe 1 has high selectivity, rapid response (fluorescence enhancement of 150 times within 20 minutes), and low cytotoxicity, and can be used for real-time imaging of CO in living cells. CO probe 1 may be used to study pathological mechanisms involving CO signaling regulation, such as inflammation, vascular disease, or cancer[1]. | [References]
[1] Feng S, et al. Allyl Fluorescein Ethers as Promising Fluorescent Probes for Carbon Monoxide Imaging in Living Cells. Anal Chem. 2017 Mar 21;89(6):3754-3760. DOI:10.1021/acs.analchem.7b00135 |
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