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| Product Name: | BAPTA-AM | | Synonyms: | 1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N,N-TETRAACETIC ACID ACETOXYMETHYL ESTER;BAPTA-AM;BAPTA/AM;BAPTAAM;BAPTA AM;BAPTA-AM;CS-968;BAPTA/AM(BAPTA-AM);acetyloxymethyl 2-[N-[2-(acetyloxymethoxy)-2-oxoethyl]-2-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]phenoxy]ethoxy]anilino]acetate;1,2-bis(2-aminophenoxy)ethane-n,n,n0,
n0-tetraacetic Acid Tetrakis(acetoxymethyl Ester);Glycine,
n,n0-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[n-[2-
[(acetyloxy)methoxy]-2-oxoethyl]-, Bis[(acetyloxy)methyl]
ester | | CAS: | 126150-97-8 | | MF: | C34H40N2O18 | | MW: | 764.68 | | EINECS: | 634-129-4 | | Product Categories: | Aromatic;Inhibitors;Chelating Agents & Ligands;Fluorescent Labels & Indicators;Amines;Aromatics | | Mol File: | 126150-97-8.mol |
| BAPTA-AM Chemical Properties |
| Melting point | 86-90°C | | Boiling point | 796.1±60.0 °C(Predicted) | | density | 1.350±0.06 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | Soluble in chloroform, dimethyl sulfoxide | | form | powder | | pka | 1.69±0.50(Predicted) | | color | White | | λmax | 287 nm | | BRN | 7458534 | | Stability: | Light Sensitive | | Biological Applications | Calcium indicators; treating cancer,chronic bacterial infection,glaucoma,ocular hypertension,HIV-associated conditions,infectious diseases,neurodegenerative disorders,neurological conditions,psychiatric conditions | | InChIKey | YJIYWYAMZFVECX-UHFFFAOYSA-N | | CAS DataBase Reference | 126150-97-8(CAS DataBase Reference) |
| BAPTA-AM Usage And Synthesis |
| Description | BAPTA-AM is a selective, membrane-permeable calcium chelator. | | Description | BAPTA-AM (126150-97-8) is a selective cell permeable Ca2+ chelator. It is a widely used intracellular calcium sponge.1,2 Rapidly taken up by cells where it is irreversibly hydrolyzed to BAPTA by intracellular esterases. Pretreatment of cells with BAPTA-AM inhibits thapsigargin-induced responses.3 | | Chemical Properties | Off-White to Light Yellow Solid | | Uses | A cell permeable derivative of BAPTA which is widely used as an intracellular calcium sponge.
Fluorescence: max. Abs. 287nm; e x 10-3: 5.9 | | Uses | BAPTA-AM is a lipophilic diester of BAPTA used for inhibition of proteolytic activities of certain metalloproteinases, calpain and TACE.
Fluorescence: max. Abs. 287nm; e x 10-3: 5.9 | | Uses | A membrane-permeable form of BAPTA;Selective chelator of intracellular Ca2+ stores. | | Uses | BAPTA is membrane-impermeable calcium chelator that binds extracellular calcium ions (Kd = 0.11 μM), with selectivity over magnesium ions or protons. BAPTA and its derivatives can also be used as calcium indicators, since the absorption maximum for BAPTA changes when it is complexed with calcium (absorption maxima free/complexed = 254/274 nm, emission maxima free/complexed = 363/363 nm). BAPTA AM is a cell permeable analog of BAPTA that binds calcium only after the acetoxymethyl group is removed by cytoplasmic esterases. It is commonly used at 10-100 μM to evaluate the role of intracellular calcium in cell signaling. It can also be used in animals. BAPTA AM also inhibits voltage-gated potassium (Kv) channels, including Kv1.3, Kv1.5, and Kv11.1 (Ki = 1.45, 1.23, and 1.30 μM, respectively). | | General Description | BAPTA-AM inhibits free radical-mediated toxicity, enhances apoptosis in non-neuronal cells and protects neurons from ischemic damage. It regulates ion channels and blocks neuronal Ca2+-activated K+?channel currents. BAPTA-AM maintains intracellular Ca2+ homeostasis. | | Biological Activity | Selective calcium chelator that is the cell-permeable analog of BAPTA (Cat No. 2786 ). Blocks hK v 1.5, hERG and hK v 1.3 channels (K i values are 1.23, 1.30 and 1.45 μ M respectively). Displays antithrombotic activity in vitro . | | Biochem/physiol Actions | Selective chelator of intracellular Ca2+ stores. | | References | 1) Smith et al. (1992), Cytosolic calcium as a second messenger for collagen-induced platelet responses; Biochem. J., 288 925
2) Yoshida et al. (1993), Role of calcium ion in induction of apoptosis by etoposide in human leukemia HL-60 cells; Biochem. Biophys. Res. Commun., 196 927
3) Jiang et al. (1994), Intracellular Ca2+ signals activate apoptosis in thymocytes: studies using the Ca(2+)-ATPase inhibitor thapsigargin; Exp. Cell Res., 212 84 |
| BAPTA-AM Preparation Products And Raw materials |
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