ZnAF-2F

SKU: Z0010

Category: Fluorescent Detection

Synonyms: 6-{2-[Bis(2-pyridylmethyl)amino]ethylamino}-2',7'-difluorofluorescein; 443302-09-8
CAS-Number: C₃₄H₂₆F₂N₄O₅
Molecular Formula: 608.59
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (HPCE)
Identity: 1H-NMR
Appearance: light orange powder

Properties

Fluorescence: λex 492 nm, λem 517 nm in PBS, Zn2+
Solvents: DMSO

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 around 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 around 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.

SKU: Z0010 Category: Fluorescent Detection

Additional information

Additional information

Synonyms	6-{2-[Bis(2-pyridylmethyl)amino]ethylamino}-2',7'-difluorofluorescein
Purity	≥95% (HPCE)
Appearance	light orange powder
CAS-Number	443302-09-8
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