BAPTA
Synonym(s):2,2′-(Ethylenedioxy)dianiline-N,N,N′,N′-tetraacetic acid;BAPTA;Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid;Ethylenedioxybis(o-phenylenenitrilo)tetraacetic acid
- CAS NO.:85233-19-8
- Empirical Formula: C22H24N2O10
- Molecular Weight: 476.43
- MDL number: MFCD00036255
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-30 15:45:59
What is BAPTA?
Description
BAPTA free acid (85233-19-8) is a selective extracellular Ca2+ chelator. It is a widely used calcium sponge for chelating Ca2+?outside of intact cells.1 It’s a useful tool to probe the involvement of extracellular Ca2+ in cellular signaling.2,3 Non-cell-permeable.
Chemical properties
White Solid
The Uses of BAPTA
BAPTA is a highly selective calcium chelating reagent. Lipophilic diesters of the chelating agent 1,2-Bis(2 aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (BAPTA) are used for inhibition of proteolytic activities of certain metalloproteinases, calpain and TACE.
The Uses of BAPTA
Highly selective calcium chelating reagent. Suitable for the spectrophotometric monitoring of Ca2+ levels.
The Uses of BAPTA
As calcium chelator; 19F labelled forms for measurement of intracellular calcium.
What are the applications of Application
BAPTA, Free Acid is a selective calcium chelator with 105-fold greater affinity for Ca2+ than Mg2+
Definition
ChEBI: A polyamino carboxylic acid in which bis(carboxymethyl)nitrilo groups are bonded to C-2 and C-2' of 1,1'-[ethane-1,2-diylbis(oxy)]dibenzene.
General Description
In nature 1,2-Bis(2-Aminophenoxy)ethane-N,N,N′,N′-tetra acetic acid (BAPTA) is a main metabolic product of BAPTA -AM (BAPTA-tetra(actoxymethyl ester), a neuro protective agent in cerebral ischemia, in rats.BAPTA is an intercellular Ca2+ chelator.
Biological Activity
Selective calcium chelator.
storage
Store at +4°C
References
1) Munoz et al. (2015), Different Stress-Induced Calcium Signatures Are Reported by Aequorin-Mediated Calcium Measurements in Living Cells of Aspergillus fumigatus; PLoS One, 10(9) e0138008 2) Wozniak et al. (2017), Extracellular Ca2+ is Required for Fertilization in the African Clawed Frog, Xenopus laevis; PLoS One, 12(1) e0170405 3) Didiasova et al. (2015), STIM1/ORAI1-mediated Ca2+ Influx Regulates Enolase-1 Exteriorization; J. Biol. Chem., 290 11983
Properties of BAPTA
Melting point: | 177-179 °C |
Boiling point: | 575.89°C (rough estimate) |
Density | 1.4482 (rough estimate) |
RTECS | MC0423000 |
refractive index | 1.6500 (estimate) |
storage temp. | 2-8°C |
solubility | Soluble in dimethyl sulfoxide |
pka | 1.40±0.10(Predicted) |
form | Powder |
color | White to off-white |
Water Solubility | Soluble in water and sodium bicarbonate. |
λmax | 209 nm, 254 nm, 203 nm, 274 nm |
Merck | 14,957 |
BRN | 5192406 |
Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
Biological Applications | Calcium indicators; zinc indicators; treating acute cell death,cerebral infarction,myocardial infarction,hepatonecrosis,kidney ischemic necrosis,necrotizing pancreatitis,amyloidosis,atherosclerosis,diseases characteriz |
CAS DataBase Reference | 85233-19-8(CAS DataBase Reference) |
Safety information for BAPTA
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for BAPTA
InChIKey | FTEDXVNDVHYDQW-UHFFFAOYSA-N |
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