BAPTA-AM

1,2-Bis(2-aminophenoxy)ethane-N.N,N',N'-tetraacetic acid AM ester; 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrakis(acetoxymethyl ester); BAPTA Acetoxymethyl ester

White to off-white powder.

126150-97-8

32160000

liquid

Protect from light and moisture.

InChI=1S/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

YJIYWYAMZFVECX-UHFFFAOYSA-N

Chemical. CAS: 126150-97-8. Formula: C34H40N2O18. MW: 764.68. BAPTA is a membrane-impermeable highly selective calcium chelator and is useful for manipulating extracellular Ca2+ levels, with 105-fold greater affinity for Ca2+ than for Mg2+. The presence of four carboxylic acid functional groups allows for the binding of two calcium ions. BAPTA and its derivatives can 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). Key advantages of BAPTA include relative insensitivity toward intracellular pH change and fast release of calcium. This product is a high quality and sensitive compound for calcium signaling studies, investigation of signal transduction, apoptotic cascades and neuroscience research. BAPTA AM is a membrane permeable analog of BAPTA that binds calcium only after the acetoxymethyl group is removed by cytoplasmic esterases. BAPTA AM ester itself does not bind calcium, but once inside the cell is converted into BAPTA by cytoplasmic esterases. BAPTA-AM is useful for controlling the intracellular calcium concentration and it is commonly used at 10-100 µM for this purpose. 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). 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.

MFCD00036696

C34H40N2O18

764.68

Vial

BAPTA is a membrane-impermeable highly selective calcium chelator and is useful for manipulating extracellular Ca2+ levels, with 105-fold greater affinity for Ca2+ than for Mg2+. The presence of four carboxylic acid functional groups allows for the binding of two calcium ions. BAPTA and its derivatives can 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). Key advantages of BAPTA include relative insensitivity toward intracellular pH change and fast release of calcium. This product is a high quality and sensitive compound for calcium signaling studies, investigation of signal transduction, apoptotic cascades and neuroscience research. BAPTA AM is a membrane permeable analog of BAPTA that binds calcium only after the acetoxymethyl group is removed by cytoplasmic esterases. BAPTA AM ester itself does not bind calcium, but once inside the cell is converted into BAPTA by cytoplasmic esterases. BAPTA-AM is useful for controlling the intracellular calcium concentration and it is commonly used at 10-100 µM for this purpose. 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). 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.

>95% (HPLC)

O=C(OCOC(C)=O)CN(CC(OCOC(C)=O)=O)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O

Soluble in DMSO (20mg/ml) or DMF (20mg/ml).

Synthetic

Non-hazardous

Fluorescent Reagents

41105331

Stable for at least 2 years after receipt when stored at -20°C.