Specifications
- Purity
- ≥97% (NMR)
- Appearance
- Off-white to yellow powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO
Available from stock
5-Carboxyfluorescein dipivaloate
- SKU
- C0725
Category: Fluorescent Detection
- Synonyms
- 5-Carboxyfluorescein dipivalate
- 144676-12-0
- CAS-Number
- C31H28O9
- Molecular Formula
- 544.55
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Transportation
- Not dangerous goods
- Description
- 5-Carboxyfluorescein dipivalate is a cell-permeable, non-fluorescent fluorescein derivative that becomes fluorescent inside live cells upon enzymatic cleavage. Once inside the cell, intracellular esterases cleave the pivaloyl groups, releasing fluorescent 5-carboxyfluorescein, which is negatively charged and becomes trapped in the cell. It can be used in viability assays, enzyme activity studies, and cell tracking, especially where selective intracellular fluorescence is required. Spectral data: Ex ~492nm, Em ~517nm (after hydrolysis to 5-carboxyfluorescein). Carboxyfluorescein dipivalates are also useful as synthetic intermediates.
- Smiles
- CC(C)(C)C(=O)OC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)C(=O)O)C(=O)O3)C5=C(O2)C=C(C=C5)OC(=O)C(C)(C)C
- InChi Key
- DDVRCWASBKKOFF-UHFFFAOYSA-N
- References
- (1) F.M. Rossi & J.P.Y. Kao, Bioconj. Chem. 8, 495 (1997) , (2) L. Du, et al., Nat. Commun. 11, 654 (2020)
- InChi
- InChI=1S/C31H28O9/c1-29(2,3)27(35)37-17-8-11-21-23(14-17)39-24-15-18(38-28(36)30(4,5)6)9-12-22(24)31(21)20-10-7-16(25(32)33)13-19(20)26(34)40-31/h7-15H,1-6H3,(H,32,33)
5-Carboxyfluorescein dipivalate is a cell-permeable, non-fluorescent fluorescein derivative that becomes fluorescent inside live cells upon enzymatic cleavage. Once inside the cell, intracellular esterases cleave the pivaloyl groups, releasing fluorescent 5-carboxyfluorescein, which is negatively charged and becomes trapped in the cell. It can be used in viability assays, enzyme activity studies, and cell tracking, especially where selective intracellular fluorescence is required. Spectral data: Ex ~492nm, Em ~517nm (after hydrolysis to 5-carboxyfluorescein). Carboxyfluorescein dipivalates are also useful as synthetic intermediates.
Additional information
| Synonyms | 5-Carboxyfluorescein dipivalate |
|---|---|
| Purity | ≥97% (NMR) |
| Appearance | Off-white to yellow powder |
| CAS-Number | 144676-12-0 |
| Molecular Formula | C31H28O9 |
| Molecular Weight | 544.55 |
| Identity | 1H-NMR |
| Solvents | DMSO |
| Smiles | CC(C)(C)C(=O)OC1=CC2=C(C=C1)C3(C4=C(C=C(C=C4)C(=O)O)C(=O)O3)C5=C(O2)C=C(C=C5)OC(=O)C(C)(C)C |
| InChi Key | DDVRCWASBKKOFF-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Transportation | Not dangerous goods |
| References | (1) F.M. Rossi & J.P.Y. Kao, Bioconj. Chem. 8, 495 (1997), (2) L. Du, et al., Nat. Commun. 11, 654 (2020) |
| InChi | InChI=1S/C31H28O9/c1-29(2,3)27(35)37-17-8-11-21-23(14-17)39-24-15-18(38-28(36)30(4,5)6)9-12-22(24)31(21)20-10-7-16(25(32)33)13-19(20)26(34)40-31/h7-15H,1-6H3,(H,32,33) |
| Quantity | 100 mg, Bulk |
