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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/REAXYS Number:
1710776
EC Number:
205-355-7
MDL number:
MFCD00004287
UNSPSC Code:
12352102
PubChem Substance ID:
57652424
NACRES:
NA.25

product line

BioUltra

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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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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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
H.A. Mottola
Toxicol. Environm. Chem. Rev., 2, 99-99 (1974)
G. Anderegg
Pure and Applied Chemistry. Chimie Pure Et Appliquee, 54, 2693-2693 (1982)
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)
Multivalent and flexible PEG-nitrilotriacetic acid derivatives for non-covalent protein pegylation
Mero AI, et al.
Pharmaceutical Research, 28(10), 2412-2412 (2011)
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