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F0888

Sigma-Aldrich

Fura 2-AM

≥95% (HPLC)

Synonym(s):

Fura-2 pentakis(acetoxymethyl) ester

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About This Item

Empirical Formula (Hill Notation):
C44H47N3O24
CAS Number:
108964-32-5
Molecular Weight:
1001.85
Beilstein/REAXYS Number:
8183748
MDL number:
MFCD00036976
UNSPSC Code:
12171500
PubChem Substance ID:
24894734
NACRES:
NA.47

Quality Level

100

assay

≥95% (HPLC)

form

powder

solubility

acetone: 10 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

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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General description

Fura 2-AM (Fura 2) is a calcium-specific ratio-metric fluorescent dye. It is also known as acetoxy-methyl-ester. 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. Another advantage 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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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J L Donato et al.
British journal of pharmacology, 119(7), 1447-1453 (1996-12-01)
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Assessment of intracellular Ca2+, cAMP and 1,2-diacylglycerol in cryopreserved buffalo (Bubalus bubalis) spermatozoa on supplementation of taurine and trehalose in the extender.
Singh VK
Reproduction in domestic animals = Zuchthygiene, 47, 584-584 (2012)
B T Kinsella et al.
The Journal of pharmacology and experimental therapeutics, 281(2), 957-964 (1997-05-01)
To establish whether the thromboxane A2 (TXA2) receptor (TP) functionally couples to the Gq family of heterotrimeric G proteins in vivo, we have coexpressed the cDNAs coding for the human platelet/placental TP alpha isoform (TP alpha) and the alpha subunits
Assessment of Fura-2 for measurements of cytosolic free calcium.
Roe MW
Cell Calcium, 11, 63-63 (1990)
Effects of Taurine or Trehalose supplementation on functional competence of cryopreserved Karan Fries semen.
Chhillar S
Animal Reproduction, 135, 1-1 (2012)
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