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D6518

Sigma-Aldrich

Diethylenetriaminepentaacetic acid

≥99% (titration)

Synonym(s):

(Carboxymethylimino)bis(ethylenenitrilo)tetraacetic acid, N,N-Bis(2-[bis(carboxymethyl)amino]ethyl)glycine, DETAPAC, DTPA, Penta(carboxymethyl)diethylenetriamine, Pentetic acid

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About This Item

Linear Formula:
[(HOOCCH2)2NCH2CH2]2NCH2COOH
CAS Number:
Molecular Weight:
393.35
Beilstein:
1810219
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

Quality Level

Assay

≥99% (titration)

form

powder

mp

219-220 °C (lit.)

solubility

1 M HCl: 50 mg/mL, clear, colorless

storage temp.

room temp

SMILES string

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

InChI

1S/C14H23N3O10/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27)

InChI key

QPCDCPDFJACHGM-UHFFFAOYSA-N

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General description

Diethylenetriaminepentaacetic acid is a diethylenetriaminepentaacetic anhydride, which is a bifunctional chelating agent.[1] It is used for the treatment of poisoning.[2]

Application

Diethylenetriaminepentaacetic acid has been used:
  • for cofilin activity assay[3]
  • to determine the specificity of superoxide in the transverse aortic constriction (TAC) hearts[4]
  • for Europium bead-based detection assays[5]
  • to detect reduced (S- active) or irreversibly oxidized (SO3H inactive) tyrosine-protein phosphatase non-receptor type 6 (SHP-1) in thymocytes[6]

Preparation Note

Purified

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Repr. 1B - STOT RE 2 Inhalation

Target Organs

Respiratory Tract

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

392.0 °F - closed cup

Flash Point(C)

200 °C - closed cup


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Highly stable lyophilized homogeneous bead-based immunoassays for on-site detection of bio warfare agents from complex matrices
Mechaly A, et al.
Analytical Chemistry, 88(12), 6283-6291 (2016)
Bioconjugate Techniques (2013)
Paraoxonase 2 prevents the development of heart failure
Li W, et al.
Free Radical Biology & Medicine, 121, 117-126 (2018)
Identification of Novel Protein Targets of Dimethyl Fumarate Modification in Neurons and Astrocytes Reveals Actions Independent of Nrf2 Stabilization
Piroli GG, et al.
Molecular and Cellular Proteomics, mcp-RA118 (2018)
Detection of Intracellular Reduced (Catalytically Active) SHP-1 and Analyses of Catalytically Inactive SHP-1 after Oxidation by Pervanadate or H2O2
Choi S and Love PE
Bio-protocol, 8(1) (2018)

Questions

1–6 of 6 Questions  
  1. 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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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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  3. How can I get Product D6518, Diethylenetriaminepentaacetic acid, to dissolve?

    1 answer
    1. As is the case with other chelating agents such as EDTA and EGTA, the solubility of DTPA is a function of pH.  Therefore, this compound can be solubilized with either the addition of acid such as a hydrochloric acid solution or (more likely) base such as a sodium hydroxide solution .

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  4. What cations can be chelated with Product D6518, Diethylenetriaminepentaacetic acid (DTPA)?

    1 answer
    1. DTPA forms stable complexes with most divalent and trivalent cations.  Some examples are Fe3+, Cu2+, Ni2+, Pb2+, Zn2+, Fe2+, Mn2+, Ca2+,  Mg2+, and Ba2+.

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  5. What are the pKa values for Product D6518, Diethylenetriaminepentaacetic acid?

    1 answer
    1. The pKa values for the carboxyl groups as reported in the reference book "Data for Biochemical Research, 3rd ed., page 402, Oxford University Press, New York (1986)." are 1.8, 2.6, 4.4, 8.8, and 10.4.

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  6. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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