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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:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Der chelateffekt.
Schwarzenbach VG.
Helvetica Chimica Acta, 35(7), 2344-2359 (1952)
Guiqin Jian et al.
Nanoscale, 4(20), 6336-6342 (2012-09-04)
In this study, we report a novel method to synthesize core-shell structured Fe(3)O(4) nanoparticles (NPs) covalently functionalized with iminodiacetic acid (IDA) via click chemistry between the azide and alkyne groups and charged with Cu(2+). Firstly, the Fe(3)O(4)@SiO(2) NPs were obtained
Derrick Tarn et al.
Inorganic chemistry, 52(4), 2044-2049 (2013-02-09)
A nanogate composed of two iminodiacetic acid (IDA) molecules and a metal ion latch was designed, synthesized, and assembled on mesoporous silica nanoparticles. This gating mechanism is capable of storing and releasing metal ions and molecules trapped in the pores.
Syntheses, structure, and properties of a series of three-dimensional lanthanide-based hybrid frameworks.
Zhang L.
Inorgorganica Chimica Acta, 400, 67-73 (2013)
Macroporous thermosensitive imprinted hydrogel for recognition of protein by metal coordinate interaction.
Qin L.
Analytical Chemistry, 81(17), 7206-7216 (2009)

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