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

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

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...
Xiao-Ting Huang et al.
Endocrinology, 158(11), 3900-3913 (2017-09-25)
Type 2 diabetes, which features β-cell failure, is caused by the decrease of β-cell mass and insulin secretory function. Current treatments fail to halt the decrease of functional β-cell mass. Strategies to prevent β-cell apoptosis and dysfunction are highly desirable....
C H J Albers-Wolthers et al.
PloS one, 12(6), e0179156-e0179156 (2017-06-27)
Kisspeptins (KPs) and their receptor (GPR54 or KiSS1R) play a key-role in regulation of the hypothalamic-pituitary-gonadal axis and are therefore interesting targets for therapeutic interventions in the field of reproductive endocrinology. As dogs show a rapid and robust LH response...
Xinjing Guo et al.
Food & function, 10(8), 4661-4673 (2019-07-12)
Hydroxysafflor yellow A (HSYA) is the main active ingredient of edible plant safflower. HSYA has demonstrated anti-inflammatory effects. The inflammatory response is the key mechanism responsible for asthma, and the pro-inflammatory platelet-activating factor (PAF) is known to play a role...
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...

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