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F0888

Sigma-Aldrich

Fura 2-AM

≥95% purity (HPLC), powder

Synonym(s):

Fura-2 pentakis(acetoxymethyl) ester

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About This Item

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

product name

Fura 2-AM, ≥95% (HPLC)

Quality Level

assay

≥95% (HPLC)

form

powder

color

yellow to yellow-green

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)
1. Proteoglycans provide negatively charged sites on the surface of platelets, leukocytes and endothelial cells. Since chondroitin 4-sulphate is the main proteoglycan present on the platelet surface, the role of this molecule in mediating the activation of human platelets by
Effects of Taurine or Trehalose supplementation on functional competence of cryopreserved Karan Fries semen.
Chhillar S
Animal Reproduction, 135, 1-1 (2012)
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
M W Roe et al.
Cell calcium, 11(2-3), 63-73 (1990-02-01)
Fura-2 has become the most popular fluorescent probe with which to monitor dynamic changes in cytosolic free calcium in intact living cells. In this paper, we describe many of the currently recognized limitations to the use of Fura-2 in living

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