BAPTA-AM
BAPTA-AM is a selective calcium chelator [1].
Ca2+ is one of the most ubiquitous and versatile intracellular signaling molecules that control numerous cellular processes such as neurotransmitter release, contraction of all muscle cell types and fertilization [4].
BAPTA-AM is a selective and membrane permeable calcium chelator. In the human leukemia cell lines HL-60 and U937, BAPTA/AM (10 μM) induced internucleosomal DNA cleavage and classic apoptotic morphology. Also, BAPTA/AM increased Ca2+ in intracellular and downregulated c-jun [1]. In bovine chromaffin cells, APTA-AM (50 μM) rapidly and reversibly inhibited Ca2+-activated K+ (I(KCa)) and voltage-gated K+ (I(K)) by 50% [2]. In HEK 293 cells, BAPTA-AM inhibited hERG (Kv11.1), hKv1.3 and hKv1.5 channels with IC50 values of 1.3, 1.45 and 1.23 μM respectively in a concentration dependent way, which was dependent on channel opening [3].
In swiss mice, BAPTA-AM inhibited locomotor stimulation produced by ethanol and reversed ethanol-induced hypnotic effects. In male C57BL/6J mice, BAPTA-AM reduced ethanol consumption in a dose-dependent way [4].
References:
[1]. Grant S, Freemerman AJ, Gregory PC, et al. Induction of apoptotic DNA fragmentation and c-jun downregulation in human myeloid leukemia cells by the permeant Ca2+ chelator BAPTA/AM. Oncol Res, 1995, 7(7-8): 381-392.
[2]. Urbano FJ, Buño W. BAPTA-AM blocks both voltage-gated and Ca2+-activated K+ currents in cultured bovine chromaffin cells. Neuroreport, 1998, 9(15): 3403-3407.
[3]. Tang Q, Jin MW, Xiang JZ, et al. The membrane permeable calcium chelator BAPTA-AM directly blocks human ether a-go-go-related gene potassium channels stably expressed in HEK 293 cells. Biochem Pharmacol, 2007, 74(11): 1596-1607.
[4]. Baliño P, Monferrer L, Pastor R, et al. Intracellular calcium chelation with BAPTA-AM modulates ethanol-induced behavioral effects in mice. Exp Neurol, 2012, 234(2): 446-453.
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- 2. Hailin Liu, Lian Zhou, et al. "Dexamethasone upregulates macrophage PIEZO1 via SGK1, suppressing inflammation and increasing ROS and apoptosis." Biochem Pharmacol. 2024 Apr:222:116050. PMID: 38354960
- 3. Weiqi Zeng, Zhizhao Deng, et al. "Downregulation of connexin 43-based gap junctions underlies propofol-induced excessive relaxation in hypertensive vascular smooth muscle cells." Cell Commun Signal. 2023 Jun 28;21(1):163. PMID: 37381027
- 4. Guoheng Zhong, Shuwen Su, et al. "Activation of Piezo1 promotes osteogenic differentiation of aortic valve interstitial cell through YAP-dependent glutaminolysis." Sci Adv. 2023 Jun 2;9(22):eadg0478. PMID: 37267365
- 5. Lei Qiao, Min Gao, et al. "Biomimetic gene editing system for precise tumor cell reprogramming and augmented tumor therapy." J Control Release. 2023 Apr:356:663-677. PMID: 36924897
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- 7. Li S, Lu D, et al. "Electrical Stimulation Activates Fibroblasts through the Elevation of Intracellular Free Ca(2+): Potential Mechanism of Pelvic Electrical Stimulation Therapy." Biomed Res Int. 2019 Apr 21;2019:7387803. PMID:31139648
- 8. Wang J, Yang C, et al. "T-2 Toxin Exposure Induces Apoptosis in TM3 Cells by Inhibiting Mammalian Target of Rapamycin/Serine/Threonine Protein Kinase(mTORC2/AKT) to Promote Ca(2+)Production." Int J Mol Sci. 2018 Oct 27;19(11). pii: E3360. PMID:30373220
- 9. Wang Y, Lu S, et al. "Sonic hedgehog induces GLT-1 degradation via PKC delta to suppress its transporter activities." Neuroscience. 2017 Oct 6;365:217-225. PMID:28993237
| Storage | Desiccate at -20°C |
| M.Wt | 764.68 |
| Cas No. | 126150-97-8 |
| Formula | C34H40N2O18 |
| Solubility | insoluble in H2O; insoluble in EtOH; ≥16.3 mg/mL in DMSO with gentle warming |
| SDF | Download SDF |
| Canonical SMILES | O=C(CN(CC(OCOC(C)=O)=O)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(OCOC(C)=O)=O)CC(OCOC(C)=O)=O)OCOC(C)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1, 2]: | |
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Cell lines |
Human leukemia cell lines HL-60 and U937, Bovine chromaffin cells |
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Preparation method |
The solubility of this compound in DMSO is >16.3mg/mL. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
10 μM, 50 μM; 6 h; |
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Applications |
In human leukemia cell lines HL-60 and U937, BAPTA/AM (10 μM) exhibited classic apoptotic morphology, and BAPTA/AM (50 μM) induced atypical features (e.g., cell swelling, chromatin clumping).Superfusion with BAPTA-AM (50 μM) induced a rapid (< 60 s) and reversible block of both IKCa and IK (~50%). Preincubation with BAPTAAM (50 μM, 30 min) or cell loading with the non-permeable active form of BAPTA (10 mM in the pipette solution) permanently blocked IKCa. BAPTA-AM superfusion (50 μM) blocked IK (~53%) after BAPTA-loading or BAPTA-AM preincubation. |
| Animal experiment [3]: | |
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Animal models |
Swiss (RjOrl) mice, Male C57BL/6J mice |
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Dosage form |
0–10 mg/kg, 30 min |
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Application |
In Swiss (RjOrl) mice, pretreatment with BAPTA-AM (0–10 mg/kg, 30 min) prevented locomotor stimulation produced by ethanol without altering basal locomotion. BAPTA-AM reversed ethanol-induced hypnotic effects. Following a drinking-in-the-dark methodology, male C57BL/6J mice were offered 20% v/v ethanol, tap water, or 0.1% sweetened water. BAPTA-AM pretreatment (0–5 mg/kg) dose-dependently reduced ethanol consumption while leaving water and sweetened water intake unaffected. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Grant S, Freemerman AJ, Gregory PC, et al. Induction of apoptotic DNA fragmentation and c-jun downregulation in human myeloid leukemia cells by the permeant Ca2+ chelator BAPTA/AM. Oncol Res, 1995, 7(7-8): 381-392. [2]. Urbano FJ, Buo W. BAPTA-AM blocks both voltage-gated and Ca2+-activated K+ currents in cultured bovine chromaffin cells. Neuroreport, 1998, 9(15): 3403-3407. [3] Balio P, Monferrer L, Pastor R, et al. Intracellular calcium chelation with BAPTA-AM modulates ethanol-induced behavioral effects in mice. Exp Neurol, 2012, 234(2): 446-453. | |
| Description | BAPTA-AM is a selective, membrane-permeable calcium chelator. | |||||
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| IC50 | ||||||
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