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

CAS: 126150-97-8 Cat. No.: B421097 Formule: C₃₄H₄₀N₂O₁₈ Poids moléculaire: 764.68 Beilstein Registry Number: 7458530 Numéro CE: 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

Vue d’ensemble

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

Synonymes

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-[

Spécifications et pureté

10mM in DMSO

Mécanismes biochimiques et physiologiques

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

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Noms et identifiants

Pubchem Sid

528763365

Pubchem Sid Url

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

Sourires canoniques

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

Isomères 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 Allemagne

3

Poids moléculaire

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
• Description: 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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Mécanismes d'action

Propriétés chimiques et physiques

• Sensibilité: Heat sensitive
• Point de fusion (°C): 98 °C
• Poids moléculaire: 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