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16609

Sigma-Aldrich

1,2-Bis(2-amino-5-methylphenoxy)ethan-N,N,N′,N′-tetraessigsäuretetrakis(acetoxymethyl)ester

≥95% (HPLC)

Synonym(e):

5,5′-Dimethyl-BAPTA-AM, MAPTAM

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About This Item

Empirische Formel (Hill-System):
C36H44N2O18
CAS-Nummer:
147504-94-7
Molekulargewicht:
792.74
Beilstein:
8181451
MDL-Nummer:
MFCD00036856
UNSPSC-Code:
12352108
PubChem Substanz-ID:
57647583
NACRES:
NA.32

Assay

≥95% (HPLC)

Löslichkeit

DMSO: soluble

Lagertemp.

−20°C

SMILES String

CC(=O)OCOC(=O)CN(CC(=O)OCOC(C)=O)c1ccc(C)cc1OCCOc2cc(C)ccc2N(CC(=O)OCOC(C)=O)CC(=O)OCOC(C)=O

InChI

1S/C36H44N2O18/c1-23-7-9-29(37(15-33(43)53-19-49-25(3)39)16-34(44)54-20-50-26(4)40)31(13-23)47-11-12-48-32-14-24(2)8-10-30(32)38(17-35(45)55-21-51-27(5)41)18-36(46)56-22-52-28(6)42/h7-10,13-14H,11-12,15-22H2,1-6H3

InChIKey

HEOJVQZWOLQUDR-UHFFFAOYSA-N

Sonstige Hinweise

Membranpermeabeles verbessertes Derivat von BAPTA; nicht-zerstörend in die Zellen aufgenommer Chelator für intrazelluläres Calcium

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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J M Dubinsky
Neuroscience letters, 150(2), 129-132 (1993-02-19)
In an attempt to probe the relationship between excitotoxicity and increases in intracellular calcium ([Ca2+]i), BAPTA-AM and its analogs were applied to cultured hippocampal neurons. Chelation of [Ca2+]i depressed and prolonged transient responses to glutamate and did not effect elevation
Sebastian John et al.
Frontiers in molecular neuroscience, 10, 171-171 (2017-07-01)
Glioblastoma multiforme (GBM) is a highly aggressive type of brain tumor with an extremely poor prognosis. Recent evidences have shown that the "biomechanical imbalances" induced in GBM patient-derived glioblastoma cells (GC) and in vivo via the administration of synthetic small
T Tiffert et al.
The Journal of physiology, 505 ( Pt 2), 403-410 (1998-01-10)
1. A recently developed method of measuring cytoplasmic Ca2+ buffering in intact red cells was applied to re-evaluate the intracellular Ca2+ binding properties of the Ca2+ chelators benz2 and BAPTA. Incorporation of the free chelators was accomplished by incubating the
Nida Arif et al.
The EMBO journal, 40(9), e106113-e106113 (2021-02-20)
Leukocyte extravasation is an essential step during the immune response and requires the destabilization of endothelial junctions. We have shown previously that this process depends in vivo on the dephosphorylation of VE-cadherin-Y731. Here, we reveal the underlying mechanism. Leukocyte-induced stimulation
Shah Alam et al.
Cells, 9(10) (2020-10-02)
We have shown that sphingosine 1-phosphate (S1P) generated by sphingosine kinase 2 (SK2) is toxic in neurons lacking S1P-lyase (SGPL1), the enzyme that catalyzes its irreversible cleavage. Interestingly, patients harboring mutations in the gene encoding this enzyme (SGPL1) often present
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