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Sigma-Aldrich

1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrasodium salt

≥95% (HPLC)

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Synonym(s):
1,2-Bis (2-aminophenoxy) ethane-N,N,N′,N′-tetraacetic acid tetrasodium salt, BAPTA-Na4, Tetrasodium 1,2-bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetate
Empirical Formula (Hill Notation):
C22H20N2Na4O10
CAS Number:
126824-24-6
Molecular Weight:
564.36
Beilstein:
8818619
MDL number:
MFCD00067691
UNSPSC Code:
12352106
PubChem Substance ID:
57647167
NACRES:
NA.32

Quality Level

200

Assay

≥95% (HPLC)

form

powder

impurities

≤12.5% water

solubility

H2O: 10 mg/mL, clear, faintly yellow

fluorescence

λex 254 nm; λem 363 nm in H2O
λex 274 nm; λem 363 nm (with calcium)

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)c1ccccc1OCCOc2ccccc2N(CC([O-])=O)CC([O-])=O

InChI

1S/C22H24N2O10.4Na/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32;;;;/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32);;;;/q;4*+1/p-4

InChI key

ZWSMLJACYSGFKD-UHFFFAOYSA-J

Application

BAPTA-Na4 is a fluorescent compound utilized to determine free Ca2+ by performing fluorescence emission scans at an excitation wavelength of 299 nm and measuring the emission wavelength at 360 nm .
suitable as Ca2+-indicator (fluorescence suppressed by Ca2+)

Other Notes

Chelator with a greater selectivity for calcium compared with magnesium (spectrophotometric monitoring):

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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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
G Brent Dawe et al.
Neuron, 102(5), 976-992 (2019-05-06)
Neurotransmitter-gated ion channels are allosteric proteins that switch on and off in response to agonist binding. Most studies have focused on the agonist-bound, activated channel while assigning a lesser role to the apo or resting state. Here, we show that nanoscale

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