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Merck
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주요 문서

A1076

Sigma-Aldrich

BAPTA-AM

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

동의어(들):

1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl ester)

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크기 선택

25 MG
₩591,542

₩591,542


출고 가능일2025년 4월 10일세부사항


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크기 선택

보기 변경
25 MG
₩591,542

About This Item

실험식(Hill 표기법):
C34H40N2O18
CAS Number:
Molecular Weight:
764.68
Beilstein:
7458534
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

₩591,542


출고 가능일2025년 4월 10일세부사항


벌크 견적 요청

제품명

BAPTA-AM, ≥95% (HPLC)

분석

≥95% (HPLC)

양식

powder

저장 온도

−20°C

SMILES string

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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일반 설명

BAPTA-AM inhibits free radical-mediated toxicity, enhances apoptosis in non-neuronal cells and protects neurons from ischemic damage.[1] It regulates ion channels and blocks neuronal Ca2+-activated K+ channel currents. BAPTA-AM maintains intracellular Ca2+ homeostasis.[2]

애플리케이션

BAPTA-AM has been used :
  • to reduce the elevation of cleaved caspase-3[3]
  • to block cell death, inhibit ROS (reactive oxygen species) production and inhibit caspase-8 activation[4]
  • to exclude the effect of changes in intracellular Ca2+ ([Ca2+]i) concentration during seizure induction[5]
  • to eliminate the increase of [Ca2+]i induced by 6-hydroxydopamine (6-OHDA)[6]

생화학적/생리학적 작용

Selective chelator of intracellular Ca2+ stores.

결합

Membrane-permeable form of BAPTA.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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시험 성적서(COA)

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문서 라이브러리 방문

BAPTA/AM, an intracellular calcium chelator, induces delayed necrosis by lipoxygenase-mediated free radicals in mouse cortical cultures
Wie MB, et al.
Progress in Neuro-Psychopharmacology & Biological Psychiatry, 25(8), 1641-1659 (2001)
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)
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)
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)

문서

Sigma-Aldrich presents a Biofiles on Detect, Visualize and Quantify Single Post-Translational Modifications

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

질문

1–6 / 6 질문  
  1. What is the typical working concentration for BAPTA-AM, Product A1076?

    1 답변
    1. 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.

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

    1 답변
    1. 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.

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

    1 답변
    1. 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.

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

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

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

    1 답변
    1. 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.

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

    1 답변
    1. 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.

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