BAPTA

Names

[ Name ]:
BAPTA

[Synonym ]:
2,2',2'',2'''-[ethane-1,2-diylbis(oxybenzene-2,1-diylnitrilo)]tetraacetic acid
N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-(carboxymethyl)glycine]
1,2-Bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid
1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid
MFCD00036255
Bapeta
2-[2-[2-[2-[bis(carboxymethyl)amino]phenoxy]ethoxy]-N-(carboxymethyl)anilino]acetic acid
1,2-bis-(2-amino-phenoxy)ethane N,N,N',N'-tetraacetic acid
5F-Bapta
2,2',2'',2'''-[1,2-Ethanediylbis(oxy-2,1-phenylenenitrilo)]tetraacetic acid
2,2',2'',2'''-[Ethane-1,2-diylbis(oxy-2,1-phenylenenitrilo)]tetraacetic acid
1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid
BAPTA

Biological Activity

[Description]:

BAPTA is a specific chelator of Ca2+, suppresses intracellular reactive oxygen species (ROS) levels.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Biochemical Assay Reagents

[Target]

Ca2+ chelator[1]

[In Vitro]

Regarding ROS generation, a Ca2+ specific chelator, BAPTA, suppresses ROS generation of Sodium lauryl sulfate (SLS)-exposed HaCaT keratinocytes[1]. Depolarization does not increase the resting open probability of the mechanoelectrical transducer (MET) current of Tmc1Bth/Bth OHCs, whereas raising the intracellular concentration of the Ca2+ chelator BAPTA causes smaller increases in resting open probability in Bthmutant outer hair cells (OHCs) than in wild-type control cells. In the presence of 0.1 mM BAPTA, nonsaturating bundle displacements causes the MET current to adapt in both genotypes, exactly as seen when 1 mM EGTA is used in the intracellular solution. In the presence of 10 mM intracellular BAPTA, the time-dependent MET current decline is abolished and the resting Popen increased to near 50% of the maximal MET current in OHCs from both Tmc1+/+ and Tmc1Bth/Bth mice. The relation between the MET current and bundle displacement shows that increasing the intracellular BAPTA concentration from 0.1 to 10 mM significantly increased (p<0.0001) the resting Popen of the MET current in both Tmc1+/+ (0.1 mM, 8±1.6%, n=4; 10 mM, 39.6±2.7%, n=5) and Tmc1Bth/Bth (0.1 mM, 10.4±2.2%, n=3; 10 mM, 46.5±9.9%, n=6). No significant differences are seen between the two genotypes for both BAPTA concentrations. However, 3 and 5 mM BAPTA are less effective in shifting the MET current-bundle displacement curves in Tmc1Bth/Bth than in Tmc1+/+ OHCs. In Tmc1+/+, increasing the BAPTA concentration from 0.1 mM to either 3 or 5 mM produces a highly significant increase in Popen (post hoc test from one-way ANOVA, p<0.01 and p<0.001, respectively); in Tmc1Bth/Bth, the same comparison produced no or a much reduced increase in Popen (n.s. and p<0.05, respectively)[2].

[References]

[1]. Mizutani T, et al. Sodium Lauryl Sulfate Stimulates the Generation of Reactive Oxygen Species through Interactions with Cell Membranes. J Oleo Sci. 2016 Dec 1;65(12):993-1001.

[2]. Corns LF, et al. Tmc1 Point Mutation Affects Ca2+ Sensitivity and Block by Dihydrostreptomycin of the Mechanoelectrical Transducer Current of Mouse Outer Hair Cells. J Neurosci. 2016 Jan 13;36(2):336-49.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
766.6±60.0 °C at 760 mmHg

[ Melting Point ]:
177-179 °C

[ Molecular Formula ]:
C₂₂H₂₄N₂O₁₀

[ Molecular Weight ]:
476.433

[ Flash Point ]:
417.4±32.9 °C

[ Exact Mass ]:
476.143097

[ PSA ]:
174.14000

[ LogP ]:
0.13

[ Vapour Pressure ]:
0.0±2.7 mmHg at 25°C

[ Index of Refraction ]:
1.657

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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