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N-(2-Acetamido)iminodiacetic acid

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CAS:26239-55-4
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N-(2-Acetamido)iminodiacetic acid Basic information
Product Name:N-(2-Acetamido)iminodiacetic acid
Synonyms:N-(2-Acetamide)iminodiacetic acid;N-(2-Acetamido)iminodiacetic acid; N-(Carbamoylmethyl)iminodiacetic acid;ADA BUFFER;ADA;N-(2-ACETAMIDO)-IMINODIACETIC ACID BIOTECH 99+% ADA;Ada(N-(2-Acetamide)-IminodiaceticAcid);AdaN-[2-Acetamido]-2-IminodiaceticAcid;ADA,98+%
CAS:26239-55-4
MF:C6H10N2O5
MW:190.15
EINECS:247-530-0
Product Categories:Good's Buffers;Biochemistry;buffer
Mol File:26239-55-4.mol
N-(2-Acetamido)iminodiacetic acid Structure
N-(2-Acetamido)iminodiacetic acid Chemical Properties
Melting point 219 °C (dec.)(lit.)
Boiling point 325.64°C (rough estimate)
density 1.4957 (rough estimate)
vapor pressure 0Pa at 25℃
refractive index 1.5010 (estimate)
storage temp. room temp
solubility 1 M NaOH: 0.05 M at 20 °C, clear, colorless
form Powder
color White to almost white
PH1.5-3.0 (25℃, 0.01M in H2O)
PH Range6.0 - 7.2
pka6.6(at 25℃)
Water Solubility soluble
λmaxλ: 260 nm Amax: 0.20
λ: 280 nm Amax: 0.05
Merck 14,147
BRN 1787181
Major Applicationdiagnostic assay manufacturing
InChI1S/C6H10N2O5/c7-4(9)1-8(2-5(10)11)3-6(12)13/h1-3H2,(H2,7,9)(H,10,11)(H,12,13)
InChIKeyQZTKDVCDBIDYMD-UHFFFAOYSA-N
SMILESNC(=O)CN(CC(O)=O)CC(O)=O
LogP-3.12 at 20℃
CAS DataBase Reference26239-55-4(CAS DataBase Reference)
EPA Substance Registry SystemGlycine, N-(2-amino-2-oxoethyl)-N-(carboxymethyl)- (26239-55-4)
Safety Information
Safety Statements 24/25
WGK Germany 3
TSCA TSCA listed
HazardClass IRRITANT
HS Code 29241900
Storage Class13 - Non Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
ProviderLanguage
ADA English
SigmaAldrich English
ACROS English
ALFA English
N-(2-Acetamido)iminodiacetic acid Usage And Synthesis
DescriptionN-(2-Acetamido)iminodiacetic acid is a zwitterionic buffer used in biochemistry and molecular biology. It is one of the Good buffers developed in the 1960′s to provide buffers in the pH range of 6.15 - 8.35 for wide applicability to biochemical studies. The pioneering publication by Good and co-workers describes the synthesis of ADA and its physical properties. The useful range of ADA buffer in aqueous solution is 6.0 - 7.2.
Chemical PropertiesN-(2-Acetamido)iminodiacetic acid is white to almost white powder
UsesBiological buffer component with sodium hydroxide and sodium chloride (pH 5.67-7.57, useful pH range 6.4-7.4).Used to prepare immobilized pH gradients.
UsesN-(2-Acetamido)iminodiacetic acid is buffer for biological systems and chelator for metals.
UsesN-(2-Acetamido)iminodiacetic acid (ADA) could prevents oxidation and irreversible denaturation of proteins while conducting gel electrophoresis. Furthermore studies suggest that ADA interferes with BCA and Lowry protein assays. Also ADA often chelates metal ions such as Mn(II), Cu(II), Ni(II), Zn(II), and Co(II) in a 2:1 at or below physiological pH values. Moreover, ADA is soluble in sodium hydroxide and absorbs UV radiation in the range below 260nm.
ApplicationADA, or N-(2-Acetamido)iminodiacetic acid, can be used to study biological buffers and zwitterionic compounds. ADA has been used in a study to describe the application of scanning capacitively coupled contactless conductivity detection (SC(4)D) for the determination of pH dependant behaviour of two aminopolycarboxylates immobilised onto the surface of a monolithic capillary column.
Biological buffer component with sodium hydroxide and sodium chloride (pH 5.67-7.57, useful pH range 6.4-7.4). Used to prepare immobilized pH gradients.
DefinitionChEBI: 2,2'-[(2-amino-2-oxoethyl)imino]diacetic acid is a tricarboxylic acid amide that is a Good's buffer substance, pKa = 6.6 at 20 ℃. It is a dicarboxylic acid, a tricarboxylic acid amide and an ADA. It is functionally related to a nitrilotriacetic acid. It is a conjugate acid of a 2,2'-[(2-amino-2-oxoethyl)imino]diacetate(1-).
Flammability and ExplosibilityNot classified
Purification MethodsDissolve ADA in water, add one equivalent of NaOH solution (to final pH of 8-9), then acidify with HCl to precipitate the free acid. This is filtered off, washed with water and dried in vacuo. [Beilstein 4 IV 2441.]
N-(2-Acetamido)iminodiacetic acid Preparation Products And Raw materials
Raw materialsGlycine, N,N-bis(2-methoxy-2-oxoethyl)-, methyl ester
Tag:N-(2-Acetamido)iminodiacetic acid(26239-55-4) Related Product Information
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