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56781

Sigma-Aldrich

Iminodiacetic acid

≥98.0% (T), for peptide synthesis

Synonym(s):

IDA

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About This Item

Linear Formula:
HN(CH2COOH)2
CAS Number:
Molecular Weight:
133.10
Beilstein/REAXYS Number:
878499
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

product name

Iminodiacetic acid, purum, ≥98.0% (T)

grade

purum

Quality Level

assay

≥98.0% (T)

form

solid

mp

243 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)CNCC(O)=O

InChI

1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)

InChI key

NBZBKCUXIYYUSX-UHFFFAOYSA-N

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Application

Iminodiacetic acid (IDA) can be used as a tridentate ligand to chelate metal ions. Some of the common applications of IDA include:
  • Synthesis of N-methyliminodiacetic acid (MIDA), which is an essential precursor for the synthesis of highly versatile MIDA boronates for cross coupling reactions.
  • Synthesis of metal complexes of iminodiacetic acid with a radionuclide, especially 99mTc are as radiotracers for cholescintigraphy scans and for radiopharmaceutical applications.
  • Synthesis of lanthanide hybrid frameworks via self-assembly of lanthanide ions (Ln3+) with iminodiacetic acid under hydrothermal conditions.
  • Preparation of a thermosensitive macroporous protein-imprinted hydrogel for the recognition of protein by metal coordinate interaction.
  • Synthesis of IDA functionalized styrene-divinyl benzene co-polymeric beads for the removal of heavy metal ions like Cd(II), Cr(VI), Ni(II) and Pb(II) from their aqueous solutions.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Macroporous thermosensitive imprinted hydrogel for recognition of protein by metal coordinate interaction.
Qin L.
Analytical Chemistry, 81(17), 7206-7216 (2009)
Syntheses, structure, and properties of a series of three-dimensional lanthanide-based hybrid frameworks.
Zhang L.
Inorgorganica Chimica Acta, 400, 67-73 (2013)
Der chelateffekt.
Schwarzenbach VG.
Helvetica Chimica Acta, 35(7), 2344-2359 (1952)
General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates.
Dick GR.
Organic Letters, 12(10), 2314-2317 (2010)
Influence of the Denticity of Ligand Systems on the in vitro and in vivo Behavior of 99mTc (I)-Tricarbonyl Complexes: A Hint for the Future Functionalization of Biomolecules.
Schibli R.
Bioconjugate Chemistry, 11(3), 345-351 (2000)

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