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46393

Sigma-Aldrich

Fluo-3

suitable for fluorescence, ~70%

Synonym(s):

4-(2,7-Dichloro-6-hydroxy-3-oxo-9-xanthenyl)-4′-methyl-2,2′-(ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid

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About This Item

Empirical Formula (Hill Notation):
C36H30Cl2N2O13
CAS Number:
123632-39-3
Molecular Weight:
769.54
MDL number:
MFCD00083337
UNSPSC Code:
12352106
PubChem Substance ID:
329757162
NACRES:
NA.32

Assay

~70%

form

solid

solubility

H2O: soluble

fluorescence

λex 506 nm; λem 526 nm in 0.1 M Tris pH 8.0, esterase 30 mM Ca2+

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

Cc1ccc(N(CC(O)=O)CC(O)=O)c(OCCOc2cc(ccc2N(CC(O)=O)CC(O)=O)C3=C4C=C(Cl)C(=O)C=C4Oc5cc(O)c(Cl)cc35)c1

InChI

1S/C36H30Cl2N2O13/c1-18-2-4-24(39(14-32(43)44)15-33(45)46)30(8-18)51-6-7-52-31-9-19(3-5-25(31)40(16-34(47)48)17-35(49)50)36-20-10-22(37)26(41)12-28(20)53-29-13-27(42)23(38)11-21(29)36/h2-5,8-13,41H,6-7,14-17H2,1H3,(H,43,44)(H,45,46)(H,47,48)(H,49,50)

InChI key

OZLGRUXZXMRXGP-UHFFFAOYSA-N

Application

Fluo-3 and related molecule Fluo3/AM are used as a fluorescence indicator of intracellular calcium (Ca2+). Fluo-3 may be use for flow cytometry and confocal laser scanning microscopy using visible light excitation (compatible with argon laser sources operating at 488 nm). Fluorescence intensity increases about 40-fold after calcium binding.

Other Notes

Fluorescent indicator for calcium used in flow cytometry. Fluorescence intensity increases about 40-fold after calcium binding

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P A Vandenberghe et al.
Journal of immunological methods, 127(2), 197-205 (1990-03-09)
Cytoplasmic free calcium [( Ca2+]i) is a key intracellular messenger in many cell types. We have used fluo-3, a recently developed calcium probe, to study [Ca2+]i in resting and stimulated human peripheral blood T lymphocytes. The spectral properties of fluo-3
Yi Zheng et al.
Contact dermatitis, 81(3), 184-193 (2019-04-23)
Retinoic acid (RA)-induced dermatitis is the most frequent side-effect limiting its widespread use. However, the exact mechanisms triggering dermatitis are not fully understood, including the role of skin mast cells. The newly discovered Mas-related G-protein-coupled receptor-X2 (MRGPRX2) in mast cells
Qijin Zhao et al.
Cell death and differentiation, 26(9), 1600-1614 (2018-11-06)
Mitochondrial superoxide dismutase 2 (SOD2) is a major antioxidant defense enzyme. Here we provide evidence that SOD2 plays critical roles in maintaining calcium homeostasis in newly generated embryonic cerebral cortical neurons, which is essential for normal mitochondrial function and subcellular
Li-Yan Zhao et al.
Acta pharmacologica Sinica, 39(5), 875-884 (2018-03-30)
Xyloketal B (Xyl-B) is a novel marine compound isolated from mangrove fungus Xylaria sp. (No 2508). We previously showed that Xyl-B promoted endothelial NO release and protected against atherosclerosis through the Akt/eNOS pathway. Vascular NO production regulates vasoconstriction in central
A Minta et al.
The Journal of biological chemistry, 264(14), 8171-8178 (1989-05-15)
A new group of fluorescent indicators with visible excitation and emission wavelengths has been synthesized for measurements of cytosolic free Ca2+. The five compounds, "rhod-1," "rhod-2," "fluo-1," "fluo-2," and "fluo-3" (Figs. 2 and 3), combine the 8-coordinate tetracarboxylate chelating site
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