47989

Fura 2-AM

BioReagent, suitable for fluorescence, ≥95.0% (HPLC)

• Synonym(s): Fura-2 pentakis(acetoxymethyl) ester
• Empirical Formula (Hill Notation): C₄₄H₄₇N₃O₂₄
• CAS Number: 108964-32-5
• Molecular Weight: 1001.85
• UNSPSC Code: 12171500
• NACRES: NA.32
• PubChem Substance ID: 57651141
• MDL number: MFCD00036976
• Beilstein/REAXYS Number: 8183748

Properties

• product line: BioReagent
• Quality Segment: 100
• assay: ≥95.0% (HPLC)
• form: solid
• solubility: DMSO: soluble
• fluorescence: λ_ex 355 nm; λ_em 495 nm in 0.1 M Tris pH 8.0, esterase; 10 mM Ca²⁺
• suitability: suitable for fluorescence
• storage temp.: −20°C
• SMILES string: CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccc(C)cc1OCCOc2cc3cc(oc3cc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O)-c4ncc(o4)C(=O)OCOC(C)=O
• InChI: 1S/C44H47N3O24/c1-25-7-8-32(46(16-39(53)65-20-60-26(2)48)17-40(54)66-21-61-27(3)49)35(11-25)58-9-10-59-36-12-31-13-37(43-45-15-38(71-43)44(57)69-24-64-30(6)52)70-34(31)14-33(36)47(18-41(55)67-22-62-28(4)50)19-42(56)68-23-63-29(5)51/h7-8,11-15H,9-10,16-24H2,1-6H3
• InChI key: VPSRLGDRGCKUTK-UHFFFAOYSA-N

Description

General description

Fura 2-AM (Fura 2), also known as acetoxy-methyl-ester, is a calcium-specific ratio-metric fluorescent dye. In response to calcium ions, ratio metric dyes like Fura 2 changes their respective excitation or emission spectra. The intracellular calcium concentration is determined by the fluorescence emission ratio or excitation at distinct wavelengths. Fura 2 has an emission peak at 505nm, and the excitation peak ranges between 340-380nm and is the preferred calcium indicator.

Application

Fura 2-AM is a popular probe used to determine dynamic changes in cytosolic free calcium in intact living cells.[1]

Features and Benefits

The major benefits of using the ester form of Fura 2 as Fura 2-AM are:[2]

• It is cell-permeable.
• It can be loaded into cells easily.

Other advantages of using Fura 2-AM over single wavelength dyes is that the ratio signal is independent of :

• The dye concentration.
• Illumination intensity, and
• Optical path length.

Other Notes

Membrane-permeable derivative of Fura-2. Used to load the chelator into cells. Hydrolysed enzymatically in the cell to yield Fura-2 which remains within the cell[3][4][5][6]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable