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Merck
CN

324628

EGTA/AM

Membrane-permeable form of the Ca2+-chelating agent EGTA.

Synonym(s):

EGTA/AM, Ethyleneglycol- bis(β-aminoethyl)-N,N,Nʹ,Nʹ-tetraacetoxymethyl Ester, Ethyleneglycol-bis(β-aminoethyl)-N,N,Nʹ,Nʹ-tetraacetoxymethyl Ester

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About This Item

Empirical Formula (Hill Notation):
C26H40N2O18
CAS Number:
99590-86-0
Molecular Weight:
668.60
MDL number:
MFCD00077339
UNSPSC Code:
12352108
NACRES:
NA.25

Key Documents

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Product Name

EGTA/AM, Membrane-permeable form of the Ca2+-chelating agent EGTA.

SMILES string

N(CCOCCOCCN(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C

InChI

1S/C26H40N2O18/c1-19(29)39-15-43-23(33)11-27(12-24(34)44-16-40-20(2)30)5-7-37-9-10-38-8-6-28(13-25(35)45-17-41-21(3)31)14-26(36)46-18-42-22(4)32/h5-18H2,1-4H3

InChI key

GNJXVFXIDHCCKR-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

oil

reaction suitability

reagent type: chelator

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

light yellow

solubility

DMSO: 20 mg/mL
DMF: soluble

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Application


  • Arresting calcium-regulated sperm metabolic dynamics enables prolonged fertility in poultry liquid semen storage.: Researchers explored the effects of calcium regulation on sperm metabolism, demonstrating that EGTA/AM can arrest calcium dynamics, significantly enhancing the storage and fertility of poultry semen. This finding could have broad implications for agricultural practices and poultry breeding programs (Sushadi et al., 2023).

Disclaimer

Toxicity: Standard Handling (A)

General description

Membrane-permeable form of the Ca2+-chelating agent EGTA.
Membrane-permeable version of the Ca2+-chelating agent EGTA (Cat. No. 324625). Induces apoptosis in pheochromocytoma (PC12) cells.

Other Notes

Garcia, J.G., et al. 1992. Blood79, 2056.
Kuriyama, S., et al. 1992. Brain Res.579, 227.
Maki, A., et al. 1992. FASEB J.6, 919.
Negre-Salvayre, A., and Salvayre, R. 1992. Biochim. Biophys. Acta 1123, 207.
Ichinose, M., et al. 1992. Biochem. Biophys. Res. Commun.182, 372.
Hong, M., and Moody, T.W. 1991. Peptides12, 1315.
Schnellmann, R.G. 1991. J. Biochem. Toxicol.6, 299.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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