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BAPTA

Katalog-Nr.GC17574 Copy One-Click Copy Product Info

BAPTA ist ein selektiver Chelatbildner fÜr Calcium.

Products are for research use only. Not for human use. We do not sell to patients.

BAPTA Chemische Struktur

Cas No.: 85233-19-8

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10mM (in 1mL DMSO)
38,00 $
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100mg
35,00 $
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200mg
50,00 $
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500mg
98,00 $
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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 1 publications

Description of BAPTA

BAPTA is a highly Ca2+-selective chelator used to dissect the roles of calcium in diverse cellular functions[1-2]. The affinity of BAPTA for Ca2+ can be strengthened or weakened by electron-donating or -withdrawing substituents on the aromatic rings, respectively. The Ca2+ binding to BAPTA is independent of pH within cells[3]. In addition, BAPTA can directly inhibited purified human 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (PFKFB3) activity[4].

In vitro, treatment of mechanically injured neurons with BAPTA at 10, 20, or 40μM resulted in a dose-dependent reduction in terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL)-positive cells, with maximal protection observed at 40μM[5]. Treatment of HEK293T cells with increasing concentrations of BAPTA (0.1, 1, and 10mM) progressively elevated the open-channel probability of the endogenous calcium-activated chloride channel ANO6 (TMEM16F)[6]. BAPTA (0-10mM) inhibits phospholipase C (PLC) activity in a dose-dependent manner independently of Ca2+[7].

In vivo, following complete transection spinal cord injury, topical application of 10mM BAPTA to the lesion site in female BALB/c mice resulted in significantly higher body weight and Modified Basso Beattie Bresnahan (mBBB) scores than in vehicle-treated controls[4]. Iontophoresis of 150mM BAPTA into the endolymph of the bobtail skink in vivo caused a downward shift in the frequency of individual spontaneous otoacoustic emission (SOAE) peaks, with recovery requiring more than one hour[8].

References:
[1] Saoudi Y, Rousseau B, Doussière J, et al. Calcium-independent cytoskeleton disassembly induced by BAPTA. Eur J Biochem. 2004;271(15):3255-3264.
[2] Tsien RY. New calcium indicators and buffers with high selectivity against magnesium and protons: design, synthesis, and properties of prototype structures. Biochemistry. 1980;19(11):2396-2404.
[3] Sneyers F, Speelman-Rooms F, Verhelst SHL, Bootman MD, Bultynck G. Cellular effects of BAPTA: Are they only about Ca2+ chelation?. Biochim Biophys Acta Mol Cell Res. 2024;1871(2):119589.
[4] Sneyers F, Kerkhofs M, Speelman-Rooms F, et al. Intracellular BAPTA directly inhibits PFKFB3, thereby impeding mTORC1-driven Mcl-1 translation and killing MCL-1-addicted cancer cells. Cell Death Dis. 2023;14(9):600.
[5] Kang KR, Kim J, Ryu B, et al. BAPTA, a calcium chelator, neuroprotects injured neurons in vitro and promotes motor recovery after spinal cord transection in vivo. CNS Neurosci Ther. 2021;27(8):919-929.
[6] Kolesnikov DO, Nomerovskaya MA, Grigorieva ER, et al. Calcium chelation independent effects of BAPTA on endogenous ANO6 channels in HEK293T cells. Biochem Biophys Res Commun. 2024;693:149378.
[7] Hardie RC. Inhibition of phospholipase C activity in Drosophila photoreceptors by 1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid (BAPTA) and di-bromo BAPTA. Cell Calcium. 2005;38(6):547-556.
[8] Manley GA, Kirk DL. BAPTA induces frequency shifts in vivo of spontaneous otoacoustic emissions of the bobtail lizard. Audiol Neurootol. 2005;10(5):248-257.

Protocol of BAPTA

Kinase experiment [1]:

Preparation Method

Measured the kinase activity of the recombinant, purified human 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (PFKFB3) enzyme using a cell-free biochemical assay based on measuring the production of ADP in the presence of different concentrations of BAPTA (ranging from 1µM to 1mM).

Reaction Conditions

1µM-1mM

Applications

BAPTA directly inhibited PFKFB3 activity.
Cell experiment [2]:

Cell lines

Neurons

Preparation Method

For physically damaging neurons, 100mg of glass beads were mixed with differentiated neurons sunk with DPBS. The plates were gently rocked three times to let the beads roll over the cells. DPBS and the glass beads were removed by suction. Before the experiment, BAPTA was prepared by diluting in DMEM/F12 at final concentrations of 10μM, 20μM, and 40μM. Each of the prepared BAPTA (BAPTA group) or DPBS (vehicle control group) was gently treated on the cell. Then, the plate was incubated at 37°C for 30 minutes so that BAPTA could protect the damaged cells. During this process, the sham group was not damaged, and no specific substances were treated. Cells were detached by treatment with TrypLE and incubating the plate at 37°C for 5 minutes. Finally, the cells were collected in DMEM/F12.

Reaction Conditions

10, 20, and 40μM; 30min

Applications

In the BAPTA-treated group, 5.3% of the cells had detached from the plate, versus 14.5% in the vehicle control group. Under SEM, neurons in the vehicle control group displayed apoptotic traits. The number of Terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL)-positive cells was significantly decreased in a dose-dependent manner, and at 40μM, BAPTA was maximally effective.
Animal experiment [2]:

Animal models

BALB/c female mice

Preparation Method

Six-week-old BALB/c female mice were anesthetized using Zoletil (1:1 composite of tiletamine and zolazepam) and xylazine (3:1 ratio, 1mL/kg). Spinal laminectomy was performed at the T9 level. For treatment, 20μL of 10mM BAPTA diluted in DPBS and DPBS were prepared. The BAPTA or DPBS was treated in drops on the full-transection spot with a pipette and was arranged into the BAPTA group and vehicle control group, respectively. The muscle and fascia were sutured, and the skin was closed. Following the surgery, additional water and crushed food were provided for the first 14 days after Spinal cord injury (SCI). Mice had their bladders expressed manually three times a day. Animals in a sham group were subjected to the same surgical procedures except that spinal cords were not injured.

Dosage form

20μL, 10mM; topical application

Applications

The Modified Basso Beattie Bresnahan (mBBB) scores in the BAPTA group were significantly higher than the scores of the vehicle control from the 3rd day following SCI. The bodyweight of the BAPTA group was significantly higher than that of the vehicle control from the 23th day following SCI.

References:
[1] Sneyers F, Kerkhofs M, Speelman-Rooms F, et al. Intracellular BAPTA directly inhibits PFKFB3, thereby impeding mTORC1-driven Mcl-1 translation and killing MCL-1-addicted cancer cells. Cell Death Dis. 2023;14(9):600.
[2] Kang KR, Kim J, Ryu B, et al. BAPTA, a calcium chelator, neuroprotects injured neurons in vitro and promotes motor recovery after spinal cord transection in vivo. CNS Neurosci Ther. 2021;27(8):919-929.

Chemical Properties of BAPTA

Cas No. 85233-19-8 SDF
Chemical Name 2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetic acid
Canonical SMILES OC(CN(CC(O)=O)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(O)=O)CC(O)=O)=O
Formula C22H24N2O10 M.Wt 476.23
Löslichkeit DMF: 20 mg/ml,DMSO: 20 mg/ml,DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of BAPTA

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.0998 mL 10.4991 mL 20.9983 mL
5 mM 420 μL 2.0998 mL 4.1997 mL
10 mM 210 μL 1.0499 mL 2.0998 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 17 reference(s) in Google Scholar.)

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