126150-97-8 Usage
Description
BAPTA-AM, a selective and membrane-permeable calcium chelator, is a cell-permeable derivative of BAPTA that serves as an intracellular calcium sponge. It is rapidly taken up by cells and irreversibly hydrolyzed to BAPTA by intracellular esterases. BAPTA-AM is characterized by its off-white to light yellow solid appearance and has fluorescence properties with a maximum absorption at 287 nm and an extinction coefficient of 5.9 x 10^-3.
Uses
Used in Biological Research:
BAPTA-AM is used as a calcium chelator for maintaining intracellular Ca2+ homeostasis and as a calcium indicator, given that its absorption maximum changes when complexed with calcium (absorption maxima free/complexed = 254/274 nm, emission maxima free/complexed = 363/363 nm).
Used in Cell Signaling Studies:
BAPTA-AM is used as a tool to evaluate the role of intracellular calcium in cell signaling, commonly applied at concentrations of 10-100 μM.
Used in Neuroscience:
BAPTA-AM is used as a neuroprotective agent to protect neurons from ischemic damage and to block neuronal Ca2+-activated K+ channel currents.
Used in Pharmacological Applications:
BAPTA-AM is used as an inhibitor of proteolytic activities of certain metalloproteinases, calpain, and TACE, as well as a blocker of voltage-gated potassium (Kv) channels, including Kv1.3, Kv1.5, and Kv11.1.
Used in Toxicology:
BAPTA-AM is used to inhibit free radical-mediated toxicity and to enhance apoptosis in non-neuronal cells.
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
Check Digit Verification of cas no
The CAS Registry Mumber 126150-97-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,6,1,5 and 0 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 126150-97:
(8*1)+(7*2)+(6*6)+(5*1)+(4*5)+(3*0)+(2*9)+(1*7)=108
108 % 10 = 8
So 126150-97-8 is a valid CAS Registry Number.
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
