2-{[1-(4-aminophenyl)-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid

• ChemBase ID: 157827
• Molecular Formular: C17H23N3O8
• Molecular Mass: 397.37982
• Monoisotopic Mass: 397.14851471
• SMILES: c1cc(ccc1CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)N
• Canonical SMILES: OC(=O)CN(C(Cc1ccc(cc1)N)CN(CC(=O)O)CC(=O)O)CC(=O)O
• InChI: InChI=1S/C17H23N3O8/c18-12-3-1-11(2-4-12)5-13(20(9-16(25)26)10-17(27)28)6-19(7-14(21)22)8-15(23)24/h1-4,13H,5-10,18H2,(H,21,22)(H,23,24)(H,25,26)(H,27,28)
• InChIKey: RPBJIOJIMOUOIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(4-aminophenyl)-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: {[1-(4-aminophenyl)-3-[bis(carboxymethyl)amino]propan-2-yl](carboxymethyl)amino}acetic acid
• Synonyms: 1-(4-Aminobenzyl)ethylenediamine-N,N,N′,N′-tetra-acetic acid; Aminobenzyl-EDTA

Database IDs

• CAS Number: 84256-90-6
• MDL Number: MFCD00236410
• PubChem SID: 162251964; 24846011
• PubChem CID: 134715

CALCULATED PROPERTIES

• Acid pKa: 1.8587309
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -8.590712
• LogD (pH = 7.4): -13.177224
• Log P: -5.0286937
• Molar Refractivity: 96.0838 cm^3
• Polarizability: 36.9974 Å^3
• Polar Surface Area: 181.7 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (CHN)
• Empirical Formula (Hill Notation): C17H23N3O8

DETAILS

Sigma Aldrich - 07097

Application
Used to incorporate aminobenzyl-EDTA into peptide by reacting with activated carboxylates such as succinimidylester, p-nitrophenylester, and acid chlorides.
Aminobenzyl-EDTA has been used to develop an ELISA test for the detection of mercury in water. Aminobenzyl-EDTA has also been used in a study to provide a new class of affinity cleaving reagents that can be directed against protein and nucleic acid targets.
Other Notes
Reagent for labeling biomolecules with EDTA1