14513

Sigma-Aldrich

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

≥95% (HPLC)

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:
Molecular Weight:
564.36
Beilstein/REAXYS Number:
8818619
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

≥95% (HPLC)

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):

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
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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