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47989

Sigma-Aldrich

Fura 2-AM

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

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

product line

BioReagent

assay

≥95.0% (HPLC)

form

solid

solubility

DMSO: soluble

fluorescence

λex 355 nm; λem 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

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This Item
21888F0888344906
vibrant-m

47989

Fura 2-AM

vibrant-m

F0888

Fura 2-AM

vibrant-m

344906

FURA 2/AM in Solution

fluorescence

λex 355 nm; λem 495 nm in 0.1 M Tris pH 8.0, esterase; 10 mM Ca2+

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (esterase)

fluorescence

-

fluorescence

λex 335 nm (high), λex 362 nm (low), λem 505 nm (high), λem 512 nm (low)

assay

≥95.0% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

form

solid

form

solid

form

powder

form

liquid

product line

BioReagent

product line

BioReagent

product line

-

product line

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

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.

Features and Benefits

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

  • 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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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W Almers et al.
FEBS letters, 192(1), 13-18 (1985-11-11)
The Ca concentration ([Ca2+]i) in single rat peritoneal mast cells was measured by means of the new fluorescent Ca-indicator dye fura-2. Dye-loaded cells were made to degranulate with either antigen or compound 48/80. In cells loaded with extracellularly applied, membrane-permeant
The use of microinjection and video microscopy for the study of calmodulin and calcium in living cells.
M Shelanski et al.
Methods in enzymology, 139, 824-834 (1987-01-01)
Robin R Hodges et al.
Experimental eye research, 103, 99-113 (2012-09-15)
The purpose of this study was to identify the signaling pathways that epidermal growth factor (EGF) uses to stimulate mucin secretion from cultured rat conjunctival goblet cells and to compare the pathways used by EGF with those used by the
M Poenie et al.
Nature, 315(6015), 147-149 (1985-05-09)
Although the regulation of events in the cell division cycle by calcium or other cations has been the subject of much interest and speculation, experimental studies have been hampered by the difficulty of measuring submicromolar intracellular free calcium concentrations ([Ca2+]i)
Rubin Gulaboski et al.
Cell calcium, 43(6), 615-621 (2007-11-16)
Fura-2 is one of the most commonly used fluorescent dyes to analyze the cytosolic Ca(2+) concentration ([Ca(2+)](i)) of living cells. Fura-2-dependent measurements of [Ca(2+)](i) are susceptible to changes of pH, reactive oxygen species concentration and membrane potential. Fura-2 is often

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