2-{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid

• ChemBase ID: 103357
• Molecular Formular: C14H19N3O8
• Molecular Mass: 357.31596
• Monoisotopic Mass: 357.11721458
• SMILES: OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1
• Canonical SMILES: OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1
• InChI: InChI=1S/C14H19N3O8/c18-10(19)5-15(1-3-16-6-11(20)24-12(21)7-16)2-4-17-8-13(22)25-14(23)9-17/h1-9H2,(H,18,19)
• InChIKey: RAZLJUXJEOEYAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid
• IUPAC Traditional name: {bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid
• Synonyms: Diethylenetriaminepentaacetic acid dianhydride; DTPA-Anhydride; DIETHYLENETRIAMINE-N,N,N',N'',N''-PENTAACETIC ACID ANHYDRIDE; N,N-Bis[2-(2,6-dioxomorpholino)ethyl]glycine; DTPA anhydride; DTPA dianhydride; Diethylenetriaminepentaacetic dianhydride; DTPA 二酐; DTPA 酸酐; 二亚乙基三胺五乙酸二酐; N,N-二[2-(2,6-二氧吗啉代)乙基]氨基乙酸; 二亚乙基三胺五乙酸二酸酐

Database IDs

• CAS Number: 23911-26-4
• EC Number: 000-000-0
• MDL Number: MFCD00010697
• Beilstein Number: 1230954
• PubChem SID: 24894003; 24859233; 24857140; 162090373
• PubChem CID: 100825

CALCULATED PROPERTIES

• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 1.1429236
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -4.844855
• LogD (pH = 7.4): -4.84733
• Log P: -4.8448687
• Molar Refractivity: 80.0385 cm^3
• Polarizability: 32.141354 Å^3
• Polar Surface Area: 133.76 Å^2

PROPERTIES

Physical Property

• Melting Point: ~190 °C (dec.); 182-184 °C(lit.); 220°C; ca 190°C dec.
• Density: 1.770 g/ml

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0% (CHN); 95%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C14H19N3O8

DETAILS

MP Biomedicals - 02151479

Reagent for radioactive isotope labeling of monoclonal antibodies. Reported to effectively label IgG with radioactive Indium.

Sigma Aldrich - D6148

Application
向蛋白质引入强效螯合剂的试剂。

Sigma Aldrich - 284025

Packaging
1, 5 g in glass bottle
Application
Employed in the synthesis of macrocyclic ligands and lanthanide complexes that are useful as MRI enhancers.1

Sigma Aldrich - 32326

Other Notes
Reagent for a simple, efficient, radioactive labeling of proteins with metallic radionuclides (e.g. indium-III)1

REFERENCES

• Hnatowich, D.J., et al., Science, 220: 613 (1983).