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158186

Sigma-Aldrich

Ethylenediamine-N,N′-diacetic acid

≥98%

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Synonym(s):
EDDA, N,N′-Ethylenediglycine
Linear Formula:
HOOCCH2NHCH2CH2NHCH2COOH
CAS Number:
Molecular Weight:
176.17
Beilstein/REAXYS Number:
1778355
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

≥98%

mp

224 °C (dec.) (lit.)

SMILES string

OC(=O)CNCCNCC(O)=O

InChI

1S/C6H12N2O4/c9-5(10)3-7-1-2-8-4-6(11)12/h7-8H,1-4H2,(H,9,10)(H,11,12)

InChI key

IFQUWYZCAGRUJN-UHFFFAOYSA-N

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H8126H7154158135
Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

mp

224 °C (dec.) (lit.)

mp

212 °C (dec.) (lit.)

mp

212 °C (dec.) (lit.)

mp

241 °C (dec.) (lit.)

Application

Ethylenediamine-N,N′-diacetic acid (EDDA) is a chelating agent that can be used to synthesize:
  • Binary and ternary copper(II) complexes with potent proteasome inhibitory properties.
  • Pd(EDDA) complexes which can coordinate with amino acids, peptides, or DNA units.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Giuseppe Palladino et al.
Dalton transactions (Cambridge, England : 2003), (43)(43), 5176-5183 (2006-11-02)
The structure, thermodynamics and kinetics of the binary and ternary uranium(VI)-ethylenediamine-N,N'-diacetate (in the following denoted EDDA) fluoride systems have been studied using potentiometry, 1H, 19F NMR spectroscopy and X-ray diffraction. The UO2(2+)-EDDA system could be studied up to -log[H3O+] =
Hoi-Ling Seng et al.
Journal of inorganic biochemistry, 102(11), 1997-2011 (2008-09-10)
The binding selectivity of the M(phen)(edda) (M=Cu, Co, Ni, Zn; phen=1,10-phenanthroline, edda=ethylenediaminediacetic acid) complexes towards ds(CG)(6), ds(AT)(6) and ds(CGCGAATTCGCG) B-form oligonucleotide duplexes were studied by CD spectroscopy and molecular modeling. The binding mode is intercalation and there is selectivity towards
Karla Mettrick et al.
Antibiotics (Basel, Switzerland), 9(4) (2020-04-02)
Targeting the iron requirement of Pseudomonas aeruginosa may be an effective adjunctive for conventional antibiotic treatment against biofilm-dwelling P. aeruginosa. We, therefore, assessed the anti-biofilm activity of N,N'-bis (2-hydroxybenzyl) ethylenediamine-N,N'-diacetic acid (HBED), which is a synthetic hexadentate iron chelator. The
Clara L Santos-Cuevas et al.
Nuclear medicine communications, 29(8), 741-747 (2008-08-30)
The gastrin-releasing peptide receptor (GRP-R) is expressed in several normal human tissues and is overexpressed in various human tumors including breast, prostate, small-cell lung cancer and pancreatic cancer. Recently, 99mTc-EDDA/HYNIC-[Lys]-bombesin (99mTc-HYNIC-BN) was reported as a radiopharmaceutical with high stability in
Olivier Dalmas et al.
Structure (London, England : 1993), 18(7), 868-878 (2010-07-20)
The transmembrane conformation of Thermotoga maritima CorA, a magnesium transport system, has been studied in its Mg(2+)-bound form by site-directed spin labeling and electron paramagnetic resonance spectroscopy. Probe mobility together with accessibility data were used to evaluate the overall dynamics

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