BAPTA-AM

Names

[ Name ]:
BAPTA-AM

[Synonym ]:
tetraacetoxymethyl ester
Tetrakis(acetoxymethyl) 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate
1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic Acid Tetrakis(acetoxymethyl) Ester
MFCD00036696
Tetrakis(acetoxymethyl) 2,2',2'',2'''-[1,2-ethanediylbis(oxy-2,1-phenylenenitrilo)]tetraacetate
Tetrakis(acetoxymethyl) 2,2',2'',2'''-[ethane-1,2-diylbis(oxy-2,1-phenylenenitrilo)]tetraacetate
BAPTA-acetoxymethylester
BAPTA-AM

Biological Activity

[Description]:

BAPTA-AM is an intracellular calcium chelator.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Biochemical Assay Reagents

[Target]

calcium chelator[1]

[In Vitro]

The permeable calcium chelator BAPTA/AM is known to prevent free radical-mediated toxicity promote apoptosis in non-neuronal cells and produce a beneficial effect in neuronal cells by protecting neurons from ischemic damage. In addition, it has been suggested that BAPTA/AM induces a late, but not early, increase of intracellular calcium in I-IL-60 neoplastic cells. Mixed cortical cell cultures (DIV 13-16) exposed to 10μM BAPTA/AM for 24- or 48-hr show moderate (45-70%) neuronal injury as evaluated by increased LDH release into the bathing medium after 24-48-hr. Exposure of cortical cultures to 3-10 μM BAPTA/AM for 48-hr evoke dose-dependent neuronal damage[1].

[Cell Assay]

Neuronal injury is quantitatively estimated by measuring lactate dehydrogenase (LDH) released from damaged cells into the bathing medium 24- or 48-hr after the 10 μM BAPTA/AM treatment. The morphological findings are confirmed by staining with neuron-specific enolase (NSE) antibody and tryphan blue[1].

[References]

[1]. Wie MB, et al. BAPTA/AM, an intracellular calcium chelator, induces delayed necrosis by lipoxygenase-mediated free radicals in mouse cortical cultures. Prog Neuropsychopharmacol Biol Psychiatry. 2001 Nov;25(8):1641-59.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
796.1±60.0 °C at 760 mmHg

[ Melting Point ]:
86-90°C

[ Molecular Formula ]:
C₃₄H₄₀N₂O₁₈

[ Molecular Weight ]:
764.684

[ Flash Point ]:
435.3±32.9 °C

[ Exact Mass ]:
764.227600

[ PSA ]:
235.34000

[ LogP ]:
2.28

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.551

[ Storage condition ]:
−20°C

[ Stability ]:
Light Sensitive

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 ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Caspase-dependent cell death-associated release of nucleosome and damage-associated molecular patterns.

Cell Death Dis. 5 , e1494, (2014)

Apoptosis, which is anti-inflammatory, and necrosis, which is pro-inflammatory, represent the extremes of the cell death spectrum. Cell death is complex and both apoptosis and necrosis can be observed...

Kinetics of human sperm acrosomal exocytosis.

Mol. Hum. Reprod. 21(3) , 244-54, (2015)

The acrosome reaction is a unique event in the lifespan of sperm characterized by the exocytosis of the acrosomal content and the release of hybrid vesicles formed by patches of the outer acrosomal me...

Mechanosensitive store-operated calcium entry regulates the formation of cell polarity.

J. Cell Physiol. 230 , 2086-97, (2015)

Ca(2+) -mediated formation of cell polarity is essential for directional migration which plays an important role in physiological and pathological processes in organisms. To examine the critical role ...