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Merck
CN

A1076

Sigma-Aldrich

BAPTA-AM

≥95% (HPLC), powder, intracellular Ca²⁺ store chelator

别名:

1,2-双(2-氨基苯氧基)-乙烷-N,N,N′,N′-四乙酸

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About This Item

经验公式(希尔记法):
C34H40N2O18
分子量:
764.68
Beilstein:
7458534
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

product name

BAPTA-AM, ≥95% (HPLC)

质量水平

检测方案

≥95% (HPLC)

形式

powder

储存温度

−20°C

SMILES字符串

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccccc1OCCOc2ccccc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O

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

InChI key

YJIYWYAMZFVECX-UHFFFAOYSA-N

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一般描述

BAPTA-AM抑制自由基介导的毒性,增强非神经细胞中细胞凋亡,保护神经细胞免受缺血性损伤。它调节离子通道,阻止神经Ca2+-激活K+通道电流。BAPTA-AM维持细胞内Ca2+动态平衡。

应用

BAPTA-AM用于:
  • 降低剪切后半胱氨酸蛋白酶-3升高水平
  • 阻止细胞死亡,抑制ROS(活性氧化簇)产物,抑制半胱氨酸蛋白酶-8活性。
  • 排除细胞内Ca2+ ([Ca2+]i) 浓度变化对癫痫诱导影响
  • 消除6-羟多巴胺(6-OHDA)诱导的[Ca2+]i增量水平

生化/生理作用

细胞内Ca2+储存选择性螯合剂。

联系

BAPTA膜透过形式。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is BAPTA-AM, Product A1076, and  how is it used?

    BAPTA-AM is a cell-permeant acetoxymethyl ester derivative of BAPTA (Product No. A4926), which is used as a chelator of intracellular Ca2+ stores. The acetoxymethyl ester derivative, which is an ester of the carboxylic acid groups in BAPTA, results in an uncharged molecule which allows it to penetrate cell membranes. Inside the cell, these groups are cleaved by nonspecific esterase activity resulting in the free acid form.

  4. In what solvents is BAPTA-AM, Product A1076, soluble?

    BAPTA-AM is soluble in dimethyl sulfoxide (DMSO) at 25 mg/mL.  It is also soluble in acetonitrile at 0.5 mg/mL.  It is best to use anhydrous DMSO, since it is known that moisture uptake by the DMSO can adversely affect the quality of the BAPTA-AM.  

  5. How would you recommend that I store my BAPTA-AM, Product A1076, solution?

    Stock solutions of 1-10 mM can be prepared in anhydrous DMSO, divided into single-use aliquots, and stored desiccated and frozen at -20°C.

  6. What are the shipping and storage temperatures for BAPTA-AM, Product A1076?

    BAPTA-AM is shipped at ambient temperature.  The recommended storage temperature, once received, is -20 °C.

  7. What is the typical working concentration for BAPTA-AM, Product A1076?

    The typical final working concentrations for cell loading is in the range of 1 to 10 micromolar. It is best to find literature references dealing with your application for more information on the amounts to use.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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Wan L, et al.
Frontiers in Molecular Neuroscience, 11, 287-287 (2018)
Hyperactivation of the mammalian degenerin MDEG promotes caspase-8 activation and apoptosis
Pan JA, et al.
The Journal of Biological Chemistry, 288(5), 2952-2963 (2013)
The membrane permeable calcium chelator BAPTA-AM directly blocks human ether a-go-go-related gene potassium channels stably expressed in HEK 293 cells
Tang Q, et al.
Biochemical Pharmacology, 74(11), 1596-1607 (2007)
Blockade of RyRs in the ER Attenuates 6-OHDA-induced calcium overload, cellular hypo-excitability and apoptosis in dopaminergic neurons
Huang L, et al.
Frontiers in Cellular Neuroscience, 11, 52-52 (2017)
Glycolysis is essential for chemoresistance induced by transient receptor potential channel C5 in colorectal cancer
Wang T, et al.
BMC Cancer, 18(1), 207-207 (2018)

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