BAPTA-AM

ChemicalBook > CAS DataBase List > BAPTA-AM

Description

Product Name: BAPTA-AM
CAS No.: 126150-97-8
Chemical Name: BAPTA-AM
Synonyms: CS-968;BAPTA-AM;DAPTA-AM;BAPTA AM, >=98%;BAPTA/AM(BAPTA-AM);BAPTA, AM *CAS 126150-97-8*;BAPTA/AM;BAPTAAM;BAPTA AM;BAPTA-AM;BAPTA, AM *UltraPure Grade* *CAS 126150-97-8*;1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N,N-TETRAACETIC ACID ACETOXYMETHYL ESTER;Tetrakis(acetoxyMethyl) 1,2-Bis(2-aMinophenoxy)ethane-N,N,N',N'-tetraacetate
CBNumber: CB0461324
Molecular Formula: C34H40N2O18
Formula Weight: 764.68
MOL File: 126150-97-8.mol

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BAPTA-AM Property

Melting point:: 86-90°C
Boiling point:: 796.1±60.0 °C(Predicted)
Density: 1.350±0.06 g/cm3(Predicted)
storage temp.: -20°C
solubility: Soluble in chloroform, dimethyl sulfoxide
form: powder
pka: 1.69±0.50(Predicted)
color: White
λmax: 287 nm
BRN: 7458534
Stability:: Light Sensitive
Biological Applications: Calcium indicators; treating cancer,chronic bacterial infection,glaucoma,ocular hypertension,HIV-associated conditions,infectious diseases,neurodegenerative disorders,neurological conditions,psychiatric conditions
InChIKey: YJIYWYAMZFVECX-UHFFFAOYSA-N
CAS DataBase Reference: 126150-97-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 8-10-21
HS Code: 2921490090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A1076
Product name: BAPTA-AM
Purity: ≥95% (HPLC)
Packaging: 25mg
Price: $281
Updated: 2024/03/01

Sigma-Aldrich

Product number: 196419
Product name: BAPTA/AM - CAS 126150-97-8 - Calbiochem
Purity: Membrane-permeable form of BAPTA.
Packaging: 25MG
Price: $258
Updated: 2024/03/01

Sigma-Aldrich

Product number: 196419
Product name: BAPTA/AM - CAS 126150-97-8 - Calbiochem
Purity: Membrane-permeable form of BAPTA.
Packaging: 100mg
Price: $619
Updated: 2022/05/15

TCI Chemical

Product number: T2845
Product name: Tetrakis(acetoxymethyl) 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate
Packaging: 20MG
Price: $117
Updated: 2024/03/01

TCI Chemical

Product number: T2845
Product name: Tetrakis(acetoxymethyl) 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate
Packaging: 200MG
Price: $693
Updated: 2024/03/01

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BAPTA-AM Chemical Properties,Usage,Production

Description

BAPTA-AM is a selective, membrane-permeable calcium chelator.

Description

BAPTA-AM (126150-97-8) is a selective cell permeable Ca2+ chelator. It is a widely used intracellular calcium sponge.1,2 Rapidly taken up by cells where it is irreversibly hydrolyzed to BAPTA by intracellular esterases. Pretreatment of cells with BAPTA-AM inhibits thapsigargin-induced responses.3

Chemical Properties

Off-White to Light Yellow Solid

Uses

A membrane-permeable form of BAPTA;Selective chelator of intracellular Ca2+ stores.

Uses

BAPTA is membrane-impermeable calcium chelator that binds extracellular calcium ions (Kd = 0.11 μM), with selectivity over magnesium ions or protons. BAPTA and its derivatives can also 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). BAPTA AM is a cell permeable analog of BAPTA that binds calcium only after the acetoxymethyl group is removed by cytoplasmic esterases. It is commonly used at 10-100 μM to evaluate the role of intracellular calcium in cell signaling. 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).

Uses

A cell permeable derivative of BAPTA which is widely used as an intracellular calcium sponge. Fluorescence: max. Abs. 287nm; e x 10-3: 5.9

Uses

BAPTA-AM is a lipophilic diester of BAPTA used for inhibition of proteolytic activities of certain metalloproteinases, calpain and TACE. Fluorescence: max. Abs. 287nm; e x 10-3: 5.9

Definition

ChEBI: 2-[N-[2-(acetyloxymethoxy)-2-oxoethyl]-2-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]phenoxy]ethoxy]anilino]acetic acid acetyloxymethyl ester is an alpha-amino acid ester.

General Description

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.

Biological Activity

Selective calcium chelator that is the cell-permeable analog of BAPTA (Cat No. 2786 ). Blocks hK v 1.5, hERG and hK v 1.3 channels (K i values are 1.23, 1.30 and 1.45 μ M respectively). Displays antithrombotic activity in vitro .

Biochem/physiol Actions

Selective chelator of intracellular Ca2+ stores.

storage

-20°C

References

1) Smith et al. (1992), Cytosolic calcium as a second messenger for collagen-induced platelet responses; Biochem. J., 288 925 2) Yoshida et al. (1993), Role of calcium ion in induction of apoptosis by etoposide in human leukemia HL-60 cells; Biochem. Biophys. Res. Commun., 196 927 3) Jiang et al. (1994), Intracellular Ca2+ signals activate apoptosis in thymocytes: studies using the Ca(2+)-ATPase inhibitor thapsigargin; Exp. Cell Res., 212 84

BAPTA-AM Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BAPTA-AM manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: BAPTA-AM 126150-97-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

126150-97-8, BAPTA-AMRelated Search:

Fluo 3-AM BAPTA Fura 2-AM BAPTA-AM RHOD-2, AM 5,5'-DIFLUORO BAPTA, AM NITR 5/AM 5,5'-DIBROMO BAPTA AM INDO 1-AM BAPTA-AM 5 5'-DIFLUOR-BAPTA-AM 1,2.BIS(2-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID, TETRAACETOXYMETHYL ESTER; BAPTA-AM 4,4'-Difluoro-BAPTA-AM 5,5I DIFLUORO BAPTA(AM) BAPTA, AM *UltraPure Grade* 5,5'-Dimethl-BAPTA-AM 5,5'-DIMETHYL BAPTA, AM 5,5'-DINITRO BAPTA, AM

1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N,N-TETRAACETIC ACID ACETOXYMETHYL ESTER

BAPTA-AM

BAPTA/AM;BAPTAAM;BAPTA AM;BAPTA-AM

CS-968

BAPTA/AM(BAPTA-AM)

acetyloxymethyl 2-[N-[2-(acetyloxymethoxy)-2-oxoethyl]-2-[2-[2-[bis[2-(acetyloxymethoxy)-2-oxoethyl]amino]phenoxy]ethoxy]anilino]acetate

1,2-bis(2-aminophenoxy)ethane-n,n,n0, n0-tetraacetic Acid Tetrakis(acetoxymethyl Ester)

Glycine, n,n0-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[n-[2- [(acetyloxy)methoxy]-2-oxoethyl]-, Bis[(acetyloxy)methyl] ester

BAPTA, AM *CAS 126150-97-8*

BAPTA, AM *UltraPure Grade* *CAS 126150-97-8*

DAPTA-AM

1,2-BIS (2-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID, TETRAACETOXYMETHYL ESTER

1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID TETRAKIS(ACETOXY-METHYL) ESTER

1,2-BIS(O-AMINOPHENOXY)ETHANE-N,N,N',N'-TETRAACETIC ACID TETRA(ACETOXYMETHYL) ESTER

O,O'-Bis(2-aminophenyl)ethyleneglycol-N,N,N',N'-tetraaceticacid,tetraacetoxymethylester

1,2-Bis(2-aminophenoxy)ethane-N,N,N'',N''-tetraacetic acid<br>tetrakis(acetoxymethyl ester)

N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-[2-[(acetyloxy)Methoxy]-2-oxoethyl]glycine 1,1'-Bis[(acetyloxy)Methyl] Ester

1,2-Bis(2-aMinophenoxy)ethane-N,N,N`,N`-tetraacetic acid tetrakis(acetoxyMethyl ester), (BAPTA AM)

Tetrakis(acetoxyMethyl) 1,2-Bis(2-aMinophenoxy)ethane-N,N,N',N'-tetraacetate

Tetrakis(acetoxyMethyl) 2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetate

1,2-BIS(2-AMINOPHENOXY)ETHANE-N,N,N,N-TETRAACETIC ACID ACETOXYMETHYL ESTER(BAPTA-AM)

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

BAPTA AM, >=98%

BAPTA, AM ester [1,2- Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid, tetraacetoxymethyl ester]

O,O'-Bis(2-aminophenyl)ethyleneglycol-N,N,N',N'-tetraacetic Acid, Tetraacetoxymethyl Ester 50mM/l

Glycine, N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-[2-[(acetyloxy)methoxy]-2-oxoethyl]-, 1,1'-bis[(acetyloxy)methyl] ester

126150-97-8

C34H40N2O18

Intracellular Calcium Signaling

BioChemical

Cell Signaling and Neuroscience

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Calcium Chelators

Cell Biology

Aromatic

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Amines

Aromatics