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72559

Sigma-Aldrich

Nitrilotriacetic acid

BioUltra, ≥99.0% (T)

Synonym(s):

N,N-Bis(carboxymethyl)glycine, NTA, Tris(carboxymethyl)amine

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About This Item

Linear Formula:
N(CH2COOH)3
CAS Number:
139-13-9
Molecular Weight:
191.14
Beilstein:
1710776
EC Number:
205-355-7
MDL number:
MFCD00004287
UNSPSC Code:
12352102
PubChem Substance ID:
57652424
NACRES:
NA.25

product line

BioUltra

Quality Level

200

Assay

≥99.0% (T)

form

powder

reaction suitability

reagent type: reductant

impurities

insoluble matter, passes filter test

ign. residue

≤0.05%

loss

≤0.1% loss on drying, 110 °C

pH

1.7-2.7 (23 °C, 10 g/L)

mp

245 °C (dec.) (lit.)

solubility

0.1 M NaOH: 0.1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤100 mg/kg

cation traces

Al: ≤20 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: ≤20 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

0.1 M in 1 M NaOH

UV absorption

λ: 260 nm Amax: 1.5
λ: 280 nm Amax: 0.05

SMILES string

OC(=O)CN(CC(O)=O)CC(O)=O

InChI

1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13)

InChI key

MGFYIUFZLHCRTH-UHFFFAOYSA-N

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Application

Nitrilotriacetic has been used in the preparation of nitrilotriacetic (NTA) solution for Ni-NTA slide generation.
An excellent chelating agent.

Biochem/physiol Actions

Nitrilotriacetic (NTA) has the ability to link with histidine side chain of proteins. It can be used in fluorescent labelling, hexahistidine (His6)-tagged proteins for purification and surface immobilization.

Other Notes

Chelating agent; As Pb2+ buffer, preparation and properties; In a mixture of Ca2+-buffering ligands; Encapsulation of radioactive metal ions in liposomes; Compilation and critical evaluation by IUPAC of published data on stability constants of NTA complexes in solution.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H319,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H.A. Mottola
Toxicol. Environm. Chem. Rev., 2, 99-99 (1974)
K J Hwang et al.
Biochimica et biophysica acta, 716(1), 101-109 (1982-05-05)
The encapsulation of radioactive metalic cations, such as 111In3+ or 67Ga3+, in the internal aqueous compartment of liposomes can be achieved with an efficiency of about 90%. The efficient loading of a high specific activity of cations into liposomes involves
Multivalent and flexible PEG-nitrilotriacetic acid derivatives for non-covalent protein pegylation
Mero AI, et al.
Pharmaceutical Research, 28(10), 2412-2412 (2011)
F.A. Simon et al.
Journal of Bioenergetics and Biomembranes, 16, 506-506 (1984)
In situ, Cell-free Protein Expression on Microarrays and Their Use for the Detection of Immune Responses
Hufnagel K, et al.
Scientific Reports, 28(10), 2412-2412 (2017)
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