Specifications
- Purity
- ≥90% (HPCE)
- Identity
- 1H-NMR
- Appearance
- Solid
Properties
- Fluorescence
- λex 492 nm, λem 517 nm in PBS, Zn2+
- Solvents
- DMSO
Available from stock
ZnAF-1F
- SKU
- Z0009
Category: Fluorescent Detection
- Synonyms
- 5-{2-[Bis(2-pyridylmethyl)amino]ethylamino}-2',7'-difluorofluorescein
- 443302-08-7
- CAS-Number
- C34H26F2N4O5
- Molecular Formula
- 608.59
- Molecular Weight
- Short Term Storage
- +4°C
- Use / Stability
- Stable for at least 2 years after receipt when stored at -20°C.
- Handling Advice
- Protect from light and moisture.
- Long Term Storage
- -20°C
- Shipping
- AMBIENT
- Transportation
- Not dangerous goods
- Description
- ZnAF-1F and ZnAF-2F do not fluoresce in the presence of other biologically important cations such as Ca2+ and Mg2+, and are insensitive to change of pH. The complexes with Zn2+ of previously developed ZnAFs, ZnAF-1, and ZnAF-2 decrease in fluorescence intensity below pH 7.0 owing to protonation of the phenolic hydroxyl group of fluorescein, whose pKa value is 6.2. On the other hand, the Zn2+ complexes of ZnAF-1F and ZnAF-2F emit stable fluorescence under neutral and slightly acidic conditions because the pKa values are shifted to 4.9 by substitution of electron-withdrawing fluorine at the ortho position of the phenolic hydroxyl group.
- InChi
- InChI=1S/C34H26F2N4O5/c35-27-14-25-31(16-29(27)41)44-32-17-30(42)28(36)15-26(32)34(25)24-8-7-20(13-23(24)33(43)45-34)39-11-12-40(18-21-5-1-3-9-37-21)19-22-6-2-4-10-38-22/h1-10,13-17,39,41-42H,11-12,18-19H2
- References
- (1) T. Hirano et al. J. Am. Chem. Soc. 124(23), 6555 (2002)
- InChi Key
- VRUAOMSCYBFMTB-UHFFFAOYSA-N
- Smiles
- OC1=CC2=C(C=C1F)C1(OC(=O)C3=C1C=CC(NCCN(CC1=CC=CC=N1)CC1=NC=CC=C1)=C3)C1=CC(F)=C(O)C=C1O2
ZnAF-1F and ZnAF-2F do not fluoresce in the presence of other biologically important cations such as Ca2+ and Mg2+, and are insensitive to change of pH. The complexes with Zn2+ of previously developed ZnAFs, ZnAF-1, and ZnAF-2 decrease in fluorescence intensity below pH 7.0 owing to protonation of the phenolic hydroxyl group of fluorescein, whose pKa value is 6.2. On the other hand, the Zn2+ complexes of ZnAF-1F and ZnAF-2F emit stable fluorescence under neutral and slightly acidic conditions because the pKa values are shifted to 4.9 by substitution of electron-withdrawing fluorine at the ortho position of the phenolic hydroxyl group.
Additional information
| Synonyms | 5-{2-[Bis(2-pyridylmethyl)amino]ethylamino}-2',7'-difluorofluorescein |
|---|---|
| Purity | ≥90% (HPCE) |
| Appearance | Solid |
| CAS-Number | 443302-08-7 |
| Molecular Formula | C34H26F2N4O5 |
| Molecular Weight | 608.59 |
| Identity | 1H-NMR |
| Solvents | DMSO |
| Fluorescence | λex 492 nm, λem 517 nm in PBS, Zn2+ |
| Smiles | OC1=CC2=C(C=C1F)C1(OC(=O)C3=C1C=CC(NCCN(CC1=CC=CC=N1)CC1=NC=CC=C1)=C3)C1=CC(F)=C(O)C=C1O2 |
| InChi Key | VRUAOMSCYBFMTB-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| References | (1) T. Hirano et al. J. Am. Chem. Soc. 124(23), 6555 (2002) |
| InChi | InChI=1S/C34H26F2N4O5/c35-27-14-25-31(16-29(27)41)44-32-17-30(42)28(36)15-26(32)34(25)24-8-7-20(13-23(24)33(43)45-34)39-11-12-40(18-21-5-1-3-9-37-21)19-22-6-2-4-10-38-22/h1-10,13-17,39,41-42H,11-12,18-19H2 |
| Quantity | 1 mg, 5 mg, 25 mg, Bulk |
