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324628

EGTA/AM

Name: EGTA/AM
Brand: MM

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

Sinónimos:

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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Fórmula empírica (notación de Hill):

C₂₆H₄₀N₂O₁₈

Número CAS:

99590-86-0

Peso molecular:

668.60

MDL number:

MFCD00077339

UNSPSC Code:

12352108

NACRES:

NA.25

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Propiedades

Quality Segment

100

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

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

Descripción

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.

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).

Preparation Note

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

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.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Este artículo	324626	196419	616394
Millipore 324628 EGTA/AM	Millipore 324626 EGTA, Molecular Biology Grade	Millipore 196419 BAPTA/AM	Millipore 616394 TPEN
assay ≥95% (HPLC)	assay ≥98% dry basis (complexometric)	assay ≥90% (TLC)	assay ≥97% (titration)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 10-30°C	storage temp. −20°C	storage temp. 15-25°C
form oil	form solid (fine)	form solid	form solid
solubility DMSO: 20 mg/mL, DMF: soluble	solubility 1 M NaOH: soluble	solubility DMSO: 10 mg/mL	solubility ethanol: 10 mg/mL, 0.1 M phosphate pH 7.0: 25 μM, DMSO: soluble
manufacturer/tradename Calbiochem^®	manufacturer/tradename Calbiochem^®	manufacturer/tradename Calbiochem^®	manufacturer/tradename Calbiochem^®

Clase de almacenamiento

10 - Combustible liquids

flash_point_f

Not applicable

flash_point_c