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08520

Sigma-Aldrich

Quin-2

suitable for fluorescence, ≥95% (HPLC)

Synonym(s):

2-[(2-Amino-5-methylphenoxy)methyl]-6-methoxy-8-aminoquinoline-N,N,N′,N′-tetraacetic acid tetrapotassium salt, 2-{[2-Bis-(carboxymethyl)amino-5-methylphenoxy]-methyl}-6-methoxy-8-bis-(carboxymethyl)aminoquinoline tetrapotassium salt, Glycine,N-[2-[[8-[bis(carboxymethyl)amino]-6-methoxy-2-quinolinyl]methoxy]-4-methylphenyl]-N-(carboxymethyl)-,potassium salt (1:4), Quin 2, Tetrapotassium Salt, tetrapotassium 2-[[2-[[2-[bis(2-oxido-2-oxoethyl)amino]-5-methylphenoxy]methyl]-6-methoxyquinolin-8-yl]-(2-oxido-2-oxoethyl)amino]acetate

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About This Item

Empirical Formula (Hill Notation):
C26H23K4N3O10
CAS Number:
73630-23-6
Molecular Weight:
693.87
Beilstein:
5374262
MDL number:
MFCD00065487
UNSPSC Code:
12352106
PubChem Substance ID:
329748596
NACRES:
NA.32

Assay

≥95% (HPLC)

solubility

H2O: 10 mg/mL

fluorescence

λex 332 nm; λem 493 nm in 0.1 M Tris pH 8.0, 10 mM Ca2+

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

[K+].[K+].[K+].[K+].COc1cc(N(CC([O-])=O)CC([O-])=O)c2nc(COc3cc(C)ccc3N(CC([O-])=O)CC([O-])=O)ccc2c1

InChI

1S/C26H27N3O10.4K/c1-15-3-6-19(28(10-22(30)31)11-23(32)33)21(7-15)39-14-17-5-4-16-8-18(38-2)9-20(26(16)27-17)29(12-24(34)35)13-25(36)37;;;;/h3-9H,10-14H2,1-2H3,(H,30,31)(H,32,33)(H,34,35)(H,36,37);;;;/q;4*+1/p-4

InChI key

XAGUNWDMROKIFJ-UHFFFAOYSA-J

Application

Quin-2 has been demonstrated to be an indicator of Zn2+-protein complexes .

Other Notes

A fluorescent highly selective Ca++ indicator exhibiting fast uptake and release of Ca++; Calibration substance in the measurement of cytoplasmic free calcium

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)

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R Y Tsien
Biochemistry, 19(11), 2396-2404 (1980-05-27)
A new family of high-affinity buffers and optical indicators for Ca2+ is rationally designed and synthesized. The parent compound is 1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA), a relative of the well-known chelator EGTA [ethylene glycol bis(beta-aminoethyl ether)-N,N,N',N'-tetraacetic acid] in which methylene links between
Deepani D Fernando et al.
PLoS neglected tropical diseases, 15(1), e0008997-e0008997 (2021-01-07)
Scabies, a highly contagious skin disease affecting more than 200 million people worldwide at any time, is caused by the parasitic mite Sarcoptes scabiei. In the absence of molecular markers, diagnosis requires experience making surveillance and control challenging. Superficial microthrombi
R Y Tsien et al.
The Journal of cell biology, 94(2), 325-334 (1982-08-01)
A new, fluorescent, highly selective Ca2+ indicator , "quin2", has been trapped inside intact mouse and pig lymphocytes, to measure and manipulate cytoplasmic free Ca2+ concentrations, [Ca2+]i. Quin2 is a tetracarboxylic acid which binds Ca2+ with 1:1 stoichiometry and an
Shiwanthi L Ranasinghe et al.
Parasitology, 142(14), 1663-1672 (2015-10-16)
Little is known about the molecular mechanisms whereby the human blood fluke Schistosoma japonicum is able to survive in the host venous blood system. Protease inhibitors are likely released by the parasite enabling it to avoid attack by host proteolytic

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