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

PH Range

6.0 - 7.2

PH

1.5-3.0 (25℃, 0.01M in H2O)

pka

6.6(at 25℃)

Water Solubility 

soluble

λmax

λ: 260 nm Amax: 0.20
λ: 280 nm Amax: 0.05

Merck 

14,147

BRN 

1787181

InChIKey

QZTKDVCDBIDYMD-UHFFFAOYSA-N

LogP

-3.12 at 20℃

CAS DataBase Reference

26239-55-4(CAS DataBase Reference)

EPA Substance Registry System

Glycine, N-(2-amino-2-oxoethyl)-N-(carboxymethyl)- (26239-55-4)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29241900

MSDS

• Language:English Provider:ADA
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-(2-Acetamido)iminodiacetic acid Usage And Synthesis

Description

N-(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 Properties

N-(2-Acetamido)iminodiacetic acid is white to almost white powder

Uses

N-(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.

Uses

N-(2-Acetamido)iminodiacetic acid is buffer for biological systems and chelator for metals.

Uses

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.

Application

ADA, 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.

Definition

ChEBI: 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 Explosibility

Not classified

Purification Methods

Dissolve 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(26239-55-4)Related Product Information

• 2-Aminothiazole-4-acetic acid
• Iminodiacetonitrile
• Ethyl 2-(Chlorosulfonyl)acetate
• N-(2-Acetamido)iminodiacetic acid disodium salt
• 4'-Aminoacetanilide
• Nitrilotriacetic acid
• Glycinamide
• Iminodiacetic acid
• IMINODIACETIC ACID DISODIUM SALT HYDRATE
• 4-Aminophenylacetic acid
• Acetaminophen
• Glycine
• Folic acid
• ALTRENOGEST
• Citric acid
• N-(2-Acetamido)iminodiacetic acid monosodium salt
• Ascoric Acid
• N-(2,6-DIMETHYLPHENYLCARBAMOYLMETHYL)IMINODIACETIC ACID