BAPTA-AM - ≥95% , CAS No.126150-97-8

CAS: 126150-97-8 Cat. No.: B115502 Formula: C₃₄H₄₀N₂O₁₈ Peso molecolare: 764.68 Beilstein Registry Number: 7458530 Numero EC: 634-129-4

GRADE & PURITY ≥95%

Synonyms

1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid,tetraacetoxymethyl ester | FT-0606289 | Tetrakis(acetoxymethyl) 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate | A14023 | BAPTA AM | Glycine, N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-[

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

BAPTA/AM [1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl ester)] is a non-fluorescent, membrane-permeable form of BAPTA. Whereas the BAPTA, Free acid is not cell permeable and is only useful for manipulating extracellular Ca2+ levels, BAPTA/AM can be used with a wide variety of cells, where it is hydrolyzed by cytosolic esterases and trapped intracellularly. Experiments have shown that BAPTA/AM abolishes vitamin D3-induced increase in intracellular Ca2+, and may induce inactivation of protein kinase C. Has also been shown to inhibit thapsigargin-induced apoptosis in rat thymocytes. This product is a high quality and sensitive compound for calcium signaling studies, investigation of signal transduction and apoptotic cascades, and neuroscience research.
A membrane-permeable form of BAPTA;Selective chelator of intracellular Ca2+ stores.

Specifications

Sinonimi

1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid,tetraacetoxymethyl ester | FT-0606289 | Tetrakis(acetoxymethyl) 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetate | A14023 | BAPTA AM | Glycine, N,N'-[1,2-ethanediylbis(oxy-2,1-phenylene)]bis[N-[

Specifiche e purezza

≥95%

Meccanismi biochimici e fisiologici

Selective chelator of intracellular Ca2+ stores.Selective Ca 2+ chelator. Cell-permeable analog of BAPTA . Useful for manipulation of intracellular free Ca 2+ levels. Shows varied biological activity. Blocks hK v 1.5, K v 11.1 (hERG) and hK v 1.3 channels

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Tipo di azione

INHIBITOR

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Refer to SDS for further information. For more information on AM esters please visit our AM esters FAQ page . Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purezza

≥95%

Nomi e identificatori

Pubchem Sid

504750552

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750552

Sorrisi canonici

CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

IUPAC Name

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

InChIKey

YJIYWYAMZFVECX-UHFFFAOYSA-N

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

Isomeri SMILES

CC(=O)OCOC(=O)CN(CC(=O)OCOC(=O)C)C1=CC=CC=C1OCCOC2=CC=CC=C2N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

WGK Germania

3

Peso molecolare

764.68

Beilstein

7458530

Reaxy-Rn

7458534

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7458534&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Aminophenyl ethers Phenoxy compounds Dialkylarylamines Aniline and substituted anilines Alkyl aryl ethers Acylals Acetals Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-amino acid ester - Aminophenyl ether - Phenoxy compound - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Phenol ether - Alkyl aryl ether - Acylal - Monocyclic benzene moiety - Benzenoid - Carboxylic acid ester - Tertiary amine - Acetal - Ether - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Amine - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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Obiettivi associati (non umani)

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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Meccanismi d'azione

Proprietà chimiche e fisiche

• Solubilità: DMSO: 20 mg/mL;insoluble in water & Ethanol
• Sensibilità: Heat sensitive
• Punto di fusione (°C): 98 °C
• Peso molecolare: 764.700 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 31
• Exact Mass: 764.228 Da
• Monoisotopic Mass: 764.228 Da
• Topological Polar Surface Area: 235.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 1100.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1