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16609

Sigma-Aldrich

1,2-Bis(2-amino-5-methylphenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester

≥95% (HPLC)

Synonym(s):

5,5′-Dimethyl-BAPTA-AM, MAPTAM

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$189.60

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10 MG
$189.60

About This Item

Empirical Formula (Hill Notation):
C36H44N2O18
CAS Number:
Molecular Weight:
792.74
Beilstein/REAXYS Number:
8181451
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.32

$189.60

List Price$200.00Save 5%

In StockDetails


Request a Bulk Order

Quality Level

assay

≥95% (HPLC)

solubility

DMSO: soluble

storage temp.

−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

InChI key

HEOJVQZWOLQUDR-UHFFFAOYSA-N

Other Notes

Membrane-permeable improved derivative of BAPTA; chelators for intracellular calcium incorporated non-disruptively into cells[1][2]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
Giovanna Leoni et al.
The Journal of clinical investigation, 125(3), 1215-1227 (2015-02-11)
Epithelial restitution is an essential process that is required to repair barrier function at mucosal surfaces following injury. Prolonged breaches in epithelial barrier function result in inflammation and further damage; therefore, a better understanding of the epithelial restitution process has

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