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| CAS No.: | 117464-70-7 | ||||||
|---|---|---|---|---|---|---|---|
| Name: | BCECF-AM | ||||||
| Molecular Structure: | |||||||
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| Formula: | C40H36 O19 | ||||||
| Molecular Weight: | 880.75 | ||||||
| Synonyms: | Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-dipropanoicacid, 3',6'-bis(acetyloxy)-5(or 6)-[[(acetyloxy)methoxy]carbonyl]-3-oxo-,bis[(acetyloxy)methyl] ester (9CI); BCECF-AM | ||||||
| Density: | 1.2837 (rough estimate) | ||||||
| Boiling Point: | 692.41°C (rough estimate) | ||||||
| Flash Point: | 85 °C | ||||||
| Hazard Symbols: |
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| Risk Codes: | 36/37/38 | ||||||
| Safety: |
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| PSA: | 264.39000 | ||||||
| LogP: | 3.72360 | ||||||
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Chemistry
Molecular Structure:
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Molecular Formula: C42H40O21
Molecular Weight: 880.75
Product Name: 2',7'-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester
Synonyms of 2',7'-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (CAS NO.117464-70-7): 2',7'-Ccae ; Bcecf-AM ; Bis(carboxyethyl)carboxyfluorescein acetoxymethyl ester ; Spiro(isobenzofuran-1(3H),6'-(2H,6H)pyrano(3,2-b)xanthene)-8'-propanoic acid, 9'-(acetyloxy)-ar-(((acetyloxy)methoxy)carbonyl)-3',4'-dihydro-2',3-dioxo-, (acetyloxy)methyl ester
CAS NO: 117464-70-7
Safety Profile
Hazard Codes of 2',7'-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (CAS NO.117464-70-7): 
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-36
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
Specification
2',7'-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein (BCECF) is a fluorescent probe used to examine multidrug resistance-associated protein (MRP) transporter activity in cells. BCECF is introduced into the cell as the nonfluorescent membrane permeable acetoxymethyl ester, BCECF-AM, where it is hydrolyzed to the membrane impermeable BCECF. The lipophilic nature of BCECF-AM suggests it may be a substrate for other drug efflux transporters such as P-glycoprotein (P-gp) and the breast cancer resistance protein (BCRP). To assess the drug efflux transporter interactions of of 2',7'-Bis(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester (CAS NO.117464-70-7) (BCECF-AM) and BCECF, accumulation studies were examined in various drug efflux-expressing cells. Inhibition of P-gp, BCRP, and/or MRP produced distinct changes in the time-dependent accumulation of BCECF in the cells. Treatment with GF120918 produced an immediate and sustained effect throughout the entire time course examined. Fumitremorgin C only affected BCECF accumulation at the early time points, whereas the impact of indomethacin on BCECF accumulation was observed only at the latter time points. Permeability studies in bovine brain microvessel endothelial cells indicated an increased basolateral-to-apical transport of BCECF, which could be reduced in the presence of either indomethacin or GF120918. These results indicate that the intracellular accumulation and transcellular permeability of BCECF are sensitive to a variety of drug efflux interactionsThese results likely reflect an interaction of the ester form with P-gp and BCRP during the initial accumulation process, and an interaction of the free acid form with MRP after hydrolysis in the cell. Copyright 2004 Wiley-Liss, Inc. and the American Pharmacists Association.