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D1133

Sigma-Aldrich

Diethylenetriaminepentaacetic acid

≥98% (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:
67-43-6
Molecular Weight:
393.35
Beilstein/REAXYS Number:
1810219
EC Number:
200-652-8
MDL number:
MFCD00004289
UNSPSC Code:
12352201
PubChem Substance ID:
57654067
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

300

assay

≥98% (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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Application

Diethylenetriaminepentaacetic acid may be used to synthesize chitosan (CH)-gadolinium (Gd) diethylenetriaminepentaacetic acid (DTPA) conjugates.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory Tract

wgk_germany

WGK 2

flash_point_f

392.0 °F

flash_point_c

200 °C

Certificates of Analysis (COA)

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Gauthier J-P Deblonde et al.
Nature communications, 10(1), 2438-2438 (2019-06-06)
Metal ion separations are critical to numerous fields, including nuclear medicine, waste recycling, space exploration, and fundamental research. Nonetheless, operational conditions and performance are limited, imposing compromises between recovery, purity, and cost. Siderophore-inspired ligands show unprecedented charge-based selectivity and compatibility
Chitosan modified with gadolinium diethylenetriaminepentaacetic acid for magnetic resonance imaging of DNA/chitosan nanoparticles.
Darras V, et al.
Carbohydrate Polymers, 80(4), 1137-1146 (2010)
Maria P Sciaudone et al.
Biological trace element research, 99(1-3), 219-231 (2004-07-06)
Zinc is thought to be required as a structural component of the thyroid hormone (triiodothyronine, T3) receptor (TR). However, we have previously demonstrated that use of diethylenetriaminepentaacetic acid (DTPA) to restrict zinc availability to cultured cells actually potentiates rather than
P C Adams et al.
Hepatology (Baltimore, Md.), 14(6), 1230-1234 (1991-12-01)
The elimination of toxic metal ions metabolically accumulated by patients remains a difficult clinical problem and a target of drug development. DTPA (diethylenetriaminepentaacetic acid) is a hydrophilic chelating agent with high affinity for divalent and trivalent metal ions including iron
Determination of the solubility products of nitrilotriacetic acid, ethylenediaminetetraacetic acid and diethylenetriaminepentaacetic acid.
Karhu J, et al.
Analytica Chimica Acta, 380(1), 105-111 (1999)
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