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CAS 126150-97-8

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BAPTA-AM

Description:
BAPTA-AM, or bis-(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid acetoxymethyl ester, is a cell-permeable calcium chelator widely used in biochemical research. It is characterized by its ability to bind calcium ions with high affinity, effectively modulating intracellular calcium levels. The acetoxymethyl (AM) ester groups enhance its membrane permeability, allowing it to enter cells where it is then hydrolyzed by intracellular esterases to release the active BAPTA form. This compound is particularly valuable in studies involving calcium signaling, as it can help elucidate the role of calcium in various cellular processes, including muscle contraction, neurotransmitter release, and cell proliferation. BAPTA-AM is often utilized in experiments to investigate the effects of calcium on cellular functions and to explore potential therapeutic applications in conditions related to calcium dysregulation. Its specificity for calcium over other divalent cations, such as magnesium, further underscores its utility in research settings. However, careful consideration of its concentration and application is essential to avoid unintended effects on cellular physiology.
Formula:C34H40N2O18
InChI:InChI=1/C34H40N2O18/c1-23(37)47-19-51-31(41)15-35(16-32(42)52-20-48-24(2)38)27-9-5-7-11-29(27)45-13-14-46-30-12-8-6-10-28(30)36(17-33(43)53-21-49-25(3)39)18-34(44)54-22-50-26(4)40/h5-12H,13-22H2,1-4H3
SMILES:CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)C1=CC=CC=C1OCCOC1=CC=CC=C1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
Synonyms:
  • 1,2-Bis(2-Aminophenoxy)Ethane-N,N,N,N-Tetraacetic Acid Acetoxymethyl Ester
  • 1,2-Bis (2-Aminophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid, Tetraacetoxymethyl Ester
  • 1,2-Bis(2-Aminophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid Tetrakis(Acetoxy-Methyl) Ester
  • 1,2-Bis(O-Aminophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid Tetra(Acetoxymethyl) Ester
  • O,O'-Bis(2-Aminophenyl)Ethyleneglycol-N,N,N',N'-Tetraaceticacid,Tetraacetoxymethylester
  • 1,2-Bis(2-Aminophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid Tetrakis(Acetoxymethyl Ester)
  • Tetrakis[(Acetyloxy)Methyl] 2,2',2'',2'''-[Ethane-1,2-Diylbis(Oxybenzene-2,1-Diylnitrilo)]Tetraacetate
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