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00307

Sigma-Aldrich

ADA

BioUltra, ≥99.0% (T)

Synonym(s):

N-(2-Acetamido)iminodiacetic acid, N-(Carbamoylmethyl)iminodiacetic acid

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About This Item

Linear Formula:
H2NCOCH2N(CH2CO2H)2
CAS Number:
Molecular Weight:
190.15
Beilstein:
1787181
EC Number:
MDL number:
UNSPSC Code:
12161700
PubChem Substance ID:
NACRES:
NA.25

product line

BioUltra

Quality Level

Assay

≥99.0% (T)

form

powder or crystals

impurities

insoluble matter, passes filter test

ign. residue

≤0.1%

loss

≤0.5% loss on drying, 20 °C (HV)

pH

1.5-3.0 (25 °C, 0.01 M in H2O)

useful pH range

6.0-7.2

pKa (25 °C)

6.6

mp

219 °C (dec.) (lit.)

solubility

H2O: 0.05 M, clear, colorless

anion traces

chloride (Cl-): ≤1000 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤500 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.05 M in H2O

UV absorption

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

SMILES string

NC(=O)CN(CC(O)=O)CC(O)=O

InChI

1S/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)

InChI key

QZTKDVCDBIDYMD-UHFFFAOYSA-N

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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Birte M Gerken et al.
Analytical chemistry, 77(19), 6113-6117 (2005-10-01)
A novelly developed tweezing-adsorptive bubble separation (ABS) method for the enrichment of metalloenzymes (laccase C and horseradish peroxidase) is introduced. The method is based on the chelation of the enzymes' active center and can also be applied for analysis. N-(2-acetamido)iminodiacetic
Identification of metallothionein isoforms with capillary zone electrophoresis using a polyacrylamide-coated tube
Minami, T., et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 685, 353-359 (1996)
Yin-Cheng Hsieh et al.
The Journal of biological chemistry, 288(42), 30645-30658 (2013-09-06)
Lysine carbamylation, a post-translational modification, facilitates metal coordination for specific enzymatic activities. We have determined structures of the vertebrate dihydropyrimidinase from Tetraodon nigroviridis (TnDhp) in various states: the apoenzyme as well as two forms of the holoenzyme with one and
E A Lance et al.
Analytical biochemistry, 133(2), 492-501 (1983-09-01)
Potentiometric, visible, infrared, electron spin, and nuclear magnetic resonance studies of the complexation of N-(2-acetamido)iminodiacetic acid (H2ADA) by Ca(II), Mg(II), Mn(II), Zn(II), Co(II), Ni(II), and Cu(II) are reported. Ca(II) and Mg(II) were found not to form 2:1 ADA2- to M(II)
Eoin Gillespie et al.
Journal of separation science, 32(15-16), 2659-2667 (2009-07-09)
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 is described. The use of SC(4)D to visualise changes in conductivity

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