DI-O-ACETYLFLUORESCEIN
Fluorescein diacetate
CAS: 596-09-8
Molecular Formula: C24H16O7
DI-O-ACETYLFLUORESCEIN - Names and Identifiers
| Name | Fluorescein diacetate |
| Synonyms | FDA Diacetylfluorescein DIACETYLFLUORESCEIN Fluorescein Diacetat Fluorescein diacetate FLUORESCEIN DIACETATE DI-O-ACETYLFLUORESCEIN FLUORESCEIN DI-O-ACETATE 3',6'-diacetylfluorescein FDA [FLUORESCEIN DIACETATE] 3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-3',6'-diyl diacetate 3-Oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl diacetate |
| CAS | 596-09-8 |
| EINECS | 209-877-6 |
| InChI | InChI=1/C24H16O7/c1-13(25)28-15-7-9-19-21(11-15)30-22-12-16(29-14(2)26)8-10-20(22)24(19)18-6-4-3-5-17(18)23(27)31-24/h3-12H,1-2H3 |
DI-O-ACETYLFLUORESCEIN - Physico-chemical Properties
| Molecular Formula | C24H16O7 |
| Molar Mass | 416.38 |
| Density | 1.2738 (rough estimate) |
| Melting Point | 200-203°C(lit.) |
| Boling Point | 494.73°C (rough estimate) |
| Flash Point | 264°C |
| Water Solubility | Soluble in chloroform, DMSO, ethanol, and water. |
| Solubility | Soluble in chloroform, DMSO |
| Vapor Presure | 1.42E-14mmHg at 25°C |
| Appearance | Crystalline Powder |
| Color | Light yellow |
| Maximum wavelength(λmax) | ['490nm'] |
| BRN | 62575 |
| pKa | 6.4(at 25℃) |
| Storage Condition | −20°C |
| Sensitive | Sensitive to light |
| Refractive Index | 1.6810 (estimate) |
| MDL | MFCD00005062 |
| Use | Esterase substrate. |
| In vitro study | Fluorescein diacetate (FDA) is an acetylated derivative of the green fluorescent dye fluorescein. Fluorescein diacetate (FDA), a fluorescent probe used for vital staining, is a fluorescently activated by esterolytic activity of human Pi-class glutathione S-transferase (hGSTP1) selectively among various cytosolic GSTs. Fluorescence activation of Fluorescein diacetate susceptible to GST inhibitors is observed in MCF7 cells exogenously overexpressing hGSTP1, but not in cells overexpressing hGSTA1 or hGSTM1. Fluorescein diacetate can be used as a fluorogenic substrate for hGSTP1-1. To investigate whether the fluorescence activation is due to hGSTP1 activity, Fluorescein diacetate is incubated with recombinant hGSTP1-1 and GSH in vitro. Remarkable fluorescence activation is observed in the presence of both hGSTP1-1 and GSH, whereas only slight activation is observed in the absence of either of them or when the enzyme is heat inactivated. This suggests that the fluorescence activation of Fluorescein diacetate depends on hGSTP1-1 activity. From the linear relationship between the rate of increase in fluorescence and the hGSTP1-1 concentration, the specific activity of the enzyme for 1 μM Fluorescein diacetate is determined to be 79±15 nmol/min/mg protein. Fluorescein diacetate is applicable as a fluorogenic substrate for evaluating inhibitors of GSTP1-1 in vitro. For Fluorescein diacetate as a substrate, both Ethacrynic acid (EA) and NBDHEX suppress the hGSTP1-1-dependent fluorescent increase in a concentration-dependent manner, with IC 50 s of 3.3±0.5 μM and 0.61±0.04 μM, respectively. |
DI-O-ACETYLFLUORESCEIN - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 32129000 |
DI-O-ACETYLFLUORESCEIN - Reference
| Reference Show more | 1. [IF=2.406] Wu Yi et al."Characteristics of intestinal microbiota and enzyme activities in mice fed with lily bulb."3 Biotech. 2021 Jan;11(1):1-8 2. [IF=3.411] Guo KangXiao et al."Study on Baohe Pills Regulating Intestinal Microecology and Treating Diarrhea of High-Fat and High-Protein Diet Mice."Biomed Research International. 2022;2022:6891179 |
DI-O-ACETYLFLUORESCEIN - Introduction
FDA can penetrate cell membranes and accumulate as fluorescein in living cells. Because fluorescein is less hydrophilic than BCECF or Calcein, the amount of fluorescein leaking from cells is also high. FDA can also be used for flow cytometry. The excitation and emission wavelengths of fluorescein are 488nm and 530nm respectively.
Last Update：2022-10-16 17:26:48
DI-O-ACETYLFLUORESCEIN - Reference Information
| pH range of acid-base indicator discoloration | Weak green uoresence (6.0) to strong green uoresence (7.2) |
| Main applications | LED devices, petroleum markers, identifying cancer cells, detecting bacteria, virus, target molels, living cells, viable Giardia cysts in water samples, apotosis, evaluating live/dead state of algae, measurement of total activity in soil, treating ischemistry |
| Biological applications | Assessing component integrity/permeability;43-50 detecting/counting organizations; measuring micro activity;as a substrate for measuring acynas activity,amidases activity,aminopeptidases activity,arylsulfatases activity,chymotrypsin activity,esterases activity; cell viabilityassay; Cytotoxity assay; Plant medical devices; as temperature sensor; Treatingischemical disease |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| biological activity | Fluorescein diacetate is a cell-permeable esterase substrate. Fluorescein diacetate can be used as a fluorescent substrate for human glutathione S-transferase Pi (hGSTP1-1). |
| Use | , also known as FDA, can permeate cell membranes and accumulate as fluorescein in living cells. Since fluorescein is less hydrophilic than BCECF or calcein, the amount of fluorescein leaking from the cells is also high. The FDA is also used in flow cytometry. The excitation and emission wavelengths of fluorescein were 488nm and 530nm, respectively. esterase substrate. FDA can penetrate cell membranes and accumulate as fluorescein in living cells. Since fluorescein is less hydrophilic than BCECF or Calcein, the amount of fluorescein leaking from the cells is also high. The FDA may also be used for flow cytometry. The excitation and emission wavelengths of fluorescein were 488 nm and 530 nm, respectively. |
Last Update：2024-04-09 02:00:09
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