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16609

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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About This Item

Empirical Formula (Hill Notation):
C36H44N2O18
CAS Number:
147504-94-7
Molecular Weight:
792.74
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
57647583
MDL number:
MFCD00036856
Beilstein/REAXYS Number:
8181451
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Quality Level

100

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1026
BCCJ8749
BCCF0843
BCBT7170
BCBS2037V

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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
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
Hong Liu et al.
American journal of physiology. Heart and circulatory physiology, 319(6), H1482-H1495 (2020-10-17)
Multiple organ perfusion is impaired in sepsis. Clinical studies suggest that persistent perfusion disturbances are prognostic of fatal outcome in sepsis. Pyroptosis occurs upon activation of caspases and their subsequent cleavage of gasdermin D (Gsdmd), resulting in Gsdmd-N (activated NH2-terminal
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Global Trade Item Number

SKUGTIN
16609-10MG-F04061832531434

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