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Details

Stereochemistry ACHIRAL
Molecular Formula C4H7NO4
Molecular Weight 133.1027
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMINODIACETIC ACID

SMILES

OC(=O)CNCC(O)=O

InChI

InChIKey=NBZBKCUXIYYUSX-UHFFFAOYSA-N
InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)

HIDE SMILES / InChI

Molecular Formula C4H7NO4
Molecular Weight 133.1027
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Disodium iminodiacetate is a salt of iminodiacetic acid (IDA). The iminodiacetate anion can act as a tridentate ligand to form a metal complex with two, fused, five-membered chelate rings. Iminodiacetic acid is used to diagnose problems of the liver, gallbladder and bile ducts in an imaging procedure, called as hepatobiliary iminodiacetic acid (HIDA) scan. A nuclear medicine scanner tracks the flow of the tracer from the liver into the gallbladder and small intestine and creates computer images. In addition, iminodiacetate is a part of the iminodiacetate-modified poly-L-lysine dendrimer (IMPLD), a fluorescent bone-imaging agent. IMPLD is used in the diagnosis of bone tumors, or to be used for the delivery of chemotherapy drugs or therapeutic agents. Bones differ from other body tissues in their unique calcium mineral composition, which consists mainly of hydroxyapatite (HA). IDA functionalization could be used as a general approach to bone targeting by increasing affinity for HA, enabling the transport of other molecules or particles to bones.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cooperation of metal-ion fixation and target-site activation for efficient site-selective RNA scission.
2005-05
Dense monolayers of metal-chelating ligands covalently attached to carbon electrodes electrochemically and their useful application in affinity binding of histidine-tagged proteins.
2005-04-12
Arsenic speciation in water samples containing high levels of copper: removal of copper interference affecting arsine generation by continuous flow solid phase chelation.
2005-04
A luminescent receptor with affinity for N-terminal histidine in peptides in aqueous solution.
2005-03-16
Spacer-based selectivity in the binding of "two-prong" ligands to recombinant human carbonic anhydrase I.
2005-03-08
Multivalent carbocyanine molecular probes: synthesis and applications.
2005-01-20
Speciation of chromium(III) and cobalt(III) (amino)carboxylate complexes using capillary electrophoresis.
2005-01-01
Phosphoproteomic analysis using immobilized metal ion affinity chromatography on the basis of cellulose powder.
2005-01
Aqua(2,2'-bi-1H-imidazole)chlorocopper(II) chloro(iminodiacetato)copper(II) monohydrate.
2005-01
Measurement of Wee kinase activity.
2005
Control of peptide structure and recognition by Fe(III)-induced helix destabilization.
2004-12-08
Hexafluoroacetone as protecting and activating reagent: site-selective functionalization of iminodiacetic acid.
2004-12
Alternative quality control for technetium-99m IDA complexes.
2004-12
A new bis(3-hydroxy-4-pyridinone)-IDA derivative as a potential therapeutic chelating agent. Synthesis, metal-complexation and biological assays.
2004-11-07
Purification and identification of water-soluble phosphopeptides from cheese using Fe(III) affinity chromatography and mass spectrometry.
2004-10-20
Purification of a catalase from Thermus thermophilus via IMAC chromatography: effect of the support.
2004-10-02
Isolation and growth characteristics of an EDTA-degrading member of the alpha-subclass of Proteobacteria.
2004-10
High-buffering capacity, hydrolytically stable, low-pI isoelectric membranes for isoelectric trapping separations.
2004-10
Protein surface-assisted enhancement in the binding affinity of an inhibitor for recombinant human carbonic anhydrase-II.
2004-09-08
Determination of the ionization constants of 4-iodo-2,6-dimethylphenylcarbamoylmethyl iminodiacetic acid.
2004-09-03
Polystyrene monolithic column functionalized with copper-iminodiacetate complex as a stationary phase for open tubular capillary electrochromatography.
2004-07-30
Single-step formation of a biorecognition layer for assaying histidine-tagged proteins.
2004-07-15
Solution-phase combinatorial synthesis of nonpeptide bradykinin antagonists.
2004-07-01
Ion exchange properties of monolithic and particle type iminodiacetic acid modified silica.
2004-07
Immobilization of oriented protein molecules on poly(ethylene glycol)-coated Si(111).
2004-07
Polyvalent carbocyanine molecular beacons for molecular recognitions.
2004-06-30
Preparation of an iminodiacetic acid-modified capillary and its performance in capillary liquid chromatography and immobilized metal chelate affinity capillary electrophoresis.
2004-06-18
Equilibrium-based sampler for determining Cu2+ concentrations in aquatic ecosystems.
2004-06-15
Paramagnetic NMR study of Cu(2+)-IDA complex localization on a protein surface and its application to elucidate long distance information.
2004-05-21
Chemical extraction and direct adsorptive purification of recombinant human antigen Ro52.
2004-05
A single-step chromatographic method for the purification of proteins devoid of exposed histidine residues.
2004-05
Biological and photochemical degradation rates of diethylenetriaminepentaacetic acid (DTPA) in the presence and absence of Fe(III).
2004-04
Analysis of myoglobin adsorption to Cu(II)-IDA and Ni(II)-IDA functionalized Langmuir monolayers by grazing incidence neutron and X-ray techniques.
2004-03-30
Contributions of commercial sorbents to the selectivity in immobilized metal affinity chromatography with Cu(II).
2004-03-26
Cleavage of double stranded plasmid DNA by lanthanide complexes.
2004-02-05
Therapeutic efficacy of laparoscopic cholecystectomy in the treatment of biliary dyskinesia.
2004-02
Modelling of the acid-base properties of natural and synthetic adsorbent materials used for heavy metal removal from aqueous solutions.
2004-02
Performance evaluation of two chelating ion-exchange sorbents for the fractionation of labile and inert metal species from aquatic media.
2004-01
Electrochemiluminescent biosensors array for the concomitant detection of choline, glucose, glutamate, lactate, lysine and urate.
2003-12-30
A novel series of complexones with bis- or biazole structure as mixed ligands of paramagnetic contrast agents for MRI.
2003-12-01
Immobilized metal-ion chelating capillary microreactor for peptide mapping analysis of proteins by matrix assisted laser desorption/ ionization-time of flight-mass spectrometry.
2003-11
Cd(II) sensing in water using novel aromatic iminodiacetate based fluorescent chemosensors.
2003-10-30
Synthesis of a pyridinium bis[citrato(2-)]oxochromate(V) complex and its ligand-exchange reactions.
2003-10-06
Functional and structural study on chelator-induced suppression of S2/S1 FTIR spectrum in photosynthetic oxygen-evolving complex.
2003-10-01
Surface grafting of glycidyl methacrylate on silica gel and polyethylene beads.
2003-09
Primary duodenogastric reflux in children and adolescents.
2003-09
A comparative study of two chelating ion-exchange resins for the removal of chromium(III) from aqueous solution.
2003-06-27
Protease inhibitors: synthesis of bacterial collagenase and matrix metalloproteinase inhibitors incorporating succinyl hydroxamate and iminodiacetic acid hydroxamate moieties.
2003-06
Optimization of immobilized metal ion affinity chromatography for single-step purification of recombinant ovine growth hormone expressed in Escherichia coli.
2003-05-23
Application of MCR: facile one-pot diastereoselective syntheses of novel chiral alpha,alpha'-iminodiacetic acid analogues.
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:08:09 GMT 2025
Edited
by admin
on Mon Mar 31 19:08:09 GMT 2025
Record UNII
XQM2L81M8Z
Record Status Validated (UNII)
Record Version
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Name Type Language
IMINODIACETIC ACID
HSDB   MI  
Systematic Name English
NSC-18467
Preferred Name English
AMINODIACETIC ACID
Common Name English
IMINODIACETIC ACID [HSDB]
Common Name English
IMINODIETHANOIC ACID
Systematic Name English
IMINODIACETIC ACID [MI]
Common Name English
IDA
Common Name English
N-(CARBOXYMETHYL)GLYCINE
Systematic Name English
Code System Code Type Description
PUBCHEM
8897
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
CHEBI
24786
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
MESH
C008109
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
NSC
18467
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-555-4
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
WIKIPEDIA
IMINODIACETIC ACID
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
HSDB
2852
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
MERCK INDEX
m6229
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY Merck Index
CAS
142-73-4
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
EPA CompTox
DTXSID2027098
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
FDA UNII
XQM2L81M8Z
Created by admin on Mon Mar 31 19:08:09 GMT 2025 , Edited by admin on Mon Mar 31 19:08:09 GMT 2025
PRIMARY
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