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47989

Sigma-Aldrich

Fura 2-AM

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

Synonyme(s) :

Fura-2 pentakis(acetoxymethyl) ester

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About This Item

Formule empirique (notation de Hill):
C44H47N3O24
Numéro CAS:
108964-32-5
Poids moléculaire :
1001.85
Numéro Beilstein :
8183748
Numéro MDL:
MFCD00036976
Code UNSPSC :
12171500
ID de substance PubChem :
57651141
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Pureté

≥95.0% (HPLC)

Forme

solid

Solubilité

DMSO: soluble

Fluorescence

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

Adéquation

suitable for fluorescence

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

VPSRLGDRGCKUTK-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Caractéristiques et avantages

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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)
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)
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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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