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EDS

Sigma-Aldrich

Ethylenediaminetetraacetic acid

anhydrous, BioUltra, ≥99% (titration)

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

Quality Level

grade

anhydrous

product line

BioUltra

assay

≥99% (titration)

form

powder

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

Packaging

1 kg in poly bottle
100, 500 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

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

Certificate of Analysis

Certificate of Origin

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)
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)
Caio A C G Brunharo et al.
Journal of agricultural and food chemistry, 67(31), 8431-8440 (2019-05-09)
Glufosinate-resistant Lolium perenne L. spp. multiflorum biotypes from Oregon exhibited resistance levels up to 2.8-fold the field rate. One resistant biotype (MG) had an amino acid substitution in glutamine synthetase 2 (GS2), whereas the other (OR) exhibited the wild-type genotype.
The phenotypes of pluripotent human hepatic progenitors
Schmelzer E, et al.
Stem Cells, 24(8), 1852-1858 (2006)

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