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
Empirical Formula (Hill Notation):
C36H30Cl2N2O13
CAS Number:
Molecular Weight:
769.54
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

~70%

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Haili Wu et al.
Journal of agricultural and food chemistry, 64(49), 9356-9367 (2016-12-15)
Resveratrol (Res), a natural phytoalexin found in a variety of plants, has significant antitumor activity. Pyruvate kinase M2 (PKM2) has abnormally high expression in various tumor cells, and it has been implicated in the survival of tumors. However, whether and...
Guang Zhang et al.
The international journal of biochemistry & cell biology, 113, 48-57 (2019-05-28)
Treatment outcomes for hepatocellular carcinoma (HCC) remain unsatisfactory, and effective new therapeutic methods are urgently needed. Gossypol has been shown to have an anti-HCC effect, but the underlying mechanism requires further study. In this study, we found gossypol inhibited HCC...
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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