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EDS

Sigma-Aldrich

Ethylenediaminetetraacetic acid

BioUltra, anhydrous, ≥99% (titration)

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Synonym(s):
(Ethylenedinitrilo)tetraacetic acid, EDTA, Edathamil, Ethylenedinitrilotetraacetic acid
Linear Formula:
(HO2CCH2)2NCH2CH2N(CH2CO2H)2
CAS Number:
60-00-4
Molecular Weight:
292.24
Beilstein:
1716295
EC Number:
200-449-4
MDL number:
MFCD00003541
eCl@ss:
39030907
PubChem Substance ID:
24894713
NACRES:
NA.77

grade

anhydrous

Quality Level

200

product line

BioUltra

Assay

≥99% (titration)

form

powder

reaction suitability

reagent type: chelator

pH

2.5 (23 °C, 10 g/L)

mp

250 °C (dec.) (lit.)

solubility

water: soluble 0.4 g/L at 20 °C

SMILES string

OC(=O)CN(CCN(CC(O)=O)CC(O)=O)CC(O)=O

InChI

1S/C10H16N2O8/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)

InChI key

KCXVZYZYPLLWCC-UHFFFAOYSA-N

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General description

Ethylenediaminetetraacetic acid (EDTA) is a substituted diamine and a versatile compound in household with industrial applications. EDTA chelates metal divalent cations like calcium, magnesium, zinc, copper, manganese by forming metal-EDTA complexes. It finds its application in cleaning products and detergent formulations. In paper and pulp industries, EDTA reduces the adverse effect of metal ions on bleaching. It functions as an antibacterial agent by removing calcium and magnesium divalent cations from the outer membrane and causes loss of lipopolysaccharide from the membrane, making the bacteria susceptible to bactericidal agents. Free EDTA has adverse effect on reproduction and development in mammals. EDTA can chelate ions from deposits that contribute to atherosclerosis, cancers and heart diseases. It can help to overcome cell membrane injury by reducing radical reactions and oxidation processes. It binds to calcium and reduces the risk of hypercalcinemia in cancer patients. Transmembrane ammonium EDTA gradient method aids in drug delivery, increasing drug retention and efficacy of therapeutics and lowers the cytotoxicity levels.

Application

EDTA has been used:
  • as a medium supplement in embryo culture using synthetic oviduct fluid culture 1 (SOFC1) medium
  • in incubation of EpCAM+ cells with fluorescein isothiocyanate (FITC) conjugated antibody for cell sorting analysis
  • in pre-treatment of single cell suspension of dendritic cells from spleen for cell sorting with magnetic beads

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Repetitive injections of dendritic cells matured with tumor necrosis factor alpha induce antigen-specific protection of mice from autoimmunity
Menges M, et al.
The Journal of Experimental Medicine, 195(1), 15-22 (2002)
The application of EDTA in drug delivery systems: doxorubicin liposomes loaded via NH4EDTA gradient
Song Y, et al.
International journal of nanomedicine, 9, 3611-3621 (2014)
Effect of the absence or presence of various protein supplements on further development of bovine oocytes during in vitro maturation
Ali A and Sirard M
Biology of Reproduction, 66(4), 901-905 (2002)
The phenotypes of pluripotent human hepatic progenitors
Schmelzer E, et al.
Stem Cells, 24(8), 1852-1858 (2006)
EDTA: the chelating agent under environmental scrutiny
Oviedo C and Rodriguez J
Quimica nova, 26(6), 901-905 (2003)
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