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158186

Sigma-Aldrich

Ethylenediamine-N,N′-diacetic acid

≥98%

Synonym(s):

EDDA, N,N′-Ethylenediglycine

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About This Item

Linear Formula:
HOOCCH2NHCH2CH2NHCH2COOH
CAS Number:
5657-17-0
Molecular Weight:
176.17
Beilstein/REAXYS Number:
1778355
EC Number:
227-105-6
MDL number:
MFCD00004281
UNSPSC Code:
12352116
PubChem Substance ID:
24849722
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

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
GHS07

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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+] =
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
Tomokazu Yoshimura et al.
Journal of colloid and interface science, 339(1), 230-235 (2009-08-18)
Three anionic homologues of a novel partially fluorinated carboxylate-type anionic gemini surfactant, N,N'-di(3-perfluoroalkyl-2-hydroxypropyl)-N,N'-diacetic acid ethylenediamine (2C(n)(F) edda, where n represents the number of carbon atoms in the fluorocarbon chain (4, 6, and 8)) were synthesized. In these present gemini surfactants
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