CAS 156027-00-8

5,5'-DIFLUORO BAPTA, AM

Description:

5,5'-Difluoro BAPTA, AM is a cell-permeable calcium chelator that is widely used in biochemical and physiological research. It is a derivative of BAPTA (1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid), modified to enhance its ability to penetrate cell membranes due to the acetoxymethyl (AM) ester groups. The presence of two fluorine atoms at the 5,5' positions of the BAPTA structure increases its specificity and affinity for calcium ions, allowing for precise modulation of intracellular calcium levels. This compound is particularly valuable in studies involving calcium signaling pathways, as it can effectively bind free calcium ions, thereby influencing various cellular processes such as muscle contraction, neurotransmitter release, and cell proliferation. Additionally, 5,5'-Difluoro BAPTA, AM is often utilized in fluorescence microscopy and imaging techniques to visualize calcium dynamics in live cells. Its stability and effectiveness make it a crucial tool in both basic and applied research in cell biology and pharmacology.

Formula: C₃₄H₃₈F₂N₂O₁₈

InChI: InChI=1/C34H38F2N2O18/c1-21(39)49-17-53-31(43)13-37(14-32(44)54-18-50-22(2)40)27-11-25(35)5-7-29(27)47-9-10-48-30-8-6-26(36)12-28(30)38(15-33(45)55-19-51-23(3)41)16-34(46)56-20-52-24(4)42/h5-8,11-12H,9-10,13-20H2,1-4H3

SMILES: CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)c1cc(ccc1OCCOc1ccc(cc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)F)F

Synonyms:

• 1,2-Bis(2-Amino-5-Fluorophenoxy)Ethane-N,N,N',N'-Tetraacetic Acid Tetrakis(Acetoxymethyl) Ester
• Tetrakis[(Acetyloxy)Methyl] 2,2',2'',2'''-{Ethane-1,2-Diylbis[Oxy(5-Fluorobenzene-2,1-Diyl)Nitrilo]}Tetraacetate