BAPTA-AM - 10mM in DMSO , CAS No.126150-97-8

CAS: 126150-97-8 Cat. No.: B421097 Summenformel: C₃₄H₄₀N₂O₁₈ Molekulargewicht: 764.68 Beilstein Registry Number: 7458530 EG-Nummer: 634-129-4

GRADE & PURITY 10mM in DMSO

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 -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

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

Synonyme

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-[

Spezifikationen & Reinheit

10mM in DMSO

Biochemische und physiologische Mechanismen

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

Storage

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Namen und Kennungen

Pubchem Sid

528763365

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528763365

Kanonisches Lächeln

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

Isomere 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 Deutschland

3

Molekulargewicht

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
    • Klasse Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Ebene5 Amino acids and derivatives
          • Ebene6 Alpha amino acids and derivatives
            • Ebene7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Klasse: 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
• Beschreibung: 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)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Empfindlichkeit: Heat sensitive
• Schmelzpunkt (°C): 98 °C
• Molekulargewicht: 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