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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:
1778355
EC Number:
227-105-6
MDL number:
MFCD00004281
UNSPSC Code:
12352116
PubChem Substance ID:
24849722
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98%

mp

224 °C (dec.) (lit.)

functional group

amine
carboxylic acid

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.[1]
  • Pd(EDDA) complexes which can coordinate with amino acids, peptides, or DNA units.[2]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2409
STBL1407
STBL2971
STBL0123
STBK5435

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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
Zhiwen Yuan et al.
Biodegradation, 19(1), 41-52 (2007-04-04)
Ethylenediaminetetraacetic acid (EDTA) and nitrilotriacetic acid (NTA) are widely used anthropogenic chelating agents for control of metal speciation and are ubiquitous in natural waters and wastewaters. This is the first report of systematic measurement of the growth yields of a
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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