Nitrilotriacetic acid
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Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 558564

CAS#: 139-13-9

Description: Nitrilotriacetic acid is a chelating agent. It is also used as a complexing agent, metal masking agent.


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-11-25. Prices are subject to change without notice.

Nitrilotriacetic acid, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 558564
Name: Nitrilotriacetic acid
CAS#: 139-13-9
Chemical Formula: C6H9NO6
Exact Mass: 191.04
Molecular Weight: 191.14
Elemental Analysis: C, 37.70; H, 4.75; N, 7.33; O, 50.22


Synonym: Nitrilotriacetic acid; Nitriloacetate; Nitrilotriacetate;

IUPAC/Chemical Name: Glycine, N,N-bis(carboxymethyl)-

InChi Key: MGFYIUFZLHCRTH-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(O)CN(CC(O)=O)CC(O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.03.00


References

1: Njagi JI, Goia DV. Nitrilotriacetic acid: a novel reducing agent for synthesizing colloidal gold. J Colloid Interface Sci. 2014 May 1;421:27-32. doi: 10.1016/j.jcis.2014.01.025. Epub 2014 Jan 25. PubMed PMID: 24594028.

2: Wieneke R, Labòria N, Rajan M, Kollmannsperger A, Natale F, Cardoso MC, Tampé R. Live-cell targeting of his-tagged proteins by multivalent N-nitrilotriacetic acid carrier complexes. J Am Chem Soc. 2014 Oct 8;136(40):13975-8. doi: 10.1021/ja5063357. Epub 2014 Sep 30. PubMed PMID: 25238106.

3: Zhang C, He Z, Wu J, Fu D. Chemometric study on the electrochemical incineration of nitrilotriacetic acid using platinum and boron-doped diamond anode. Chemosphere. 2015 Jul;130:1-7. doi: 10.1016/j.chemosphere.2015.02.018. Epub 2015 Mar 3. PubMed PMID: 25747300.

4: National Toxicology Program. Nitrilotriacetic acid. Rep Carcinog. 2011;12:284-5. PubMed PMID: 21860491.

5: Loh CT, Graham B, Abdelkader EH, Tuck KL, Otting G. Generation of pseudocontact shifts in proteins with lanthanides using small "clickable" nitrilotriacetic acid and iminodiacetic acid tags. Chemistry. 2015 Mar 23;21(13):5084-92. doi: 10.1002/chem.201406274. Epub 2015 Feb 12. PubMed PMID: 25676727.

6: Conzuelo F, Gamella M, Campuzano S, Martínez-Ruiz P, Esteban-Torres M, de las Rivas B, Reviejo AJ, Muñoz R, Pingarrón JM. Integrated amperometric affinity biosensors using Co2+-tetradentate nitrilotriacetic acid modified disposable carbon electrodes: application to the determination of β-lactam antibiotics. Anal Chem. 2013 Mar 19;85(6):3246-54. doi: 10.1021/ac303604b. Epub 2013 Mar 4. PubMed PMID: 23421824.

7: Zhang Y, Klamerth N, Chelme-Ayala P, Gamal El-Din M. Comparison of Nitrilotriacetic Acid and [S,S]-Ethylenediamine-N,N'-disuccinic Acid in UV-Fenton for the Treatment of Oil Sands Process-Affected Water at Natural pH. Environ Sci Technol. 2016 Oct 4;50(19):10535-10544. Epub 2016 Sep 19. PubMed PMID: 27588553.

8: Wang M, Lei C, Nie Z, Guo M, Huang Y, Yao S. Label-free fluorescent detection of thrombin activity based on a recombinant enhanced green fluorescence protein and nickel ions immobilized nitrilotriacetic acid-coated magnetic nanoparticles. Talanta. 2013 Nov 15;116:468-73. doi: 10.1016/j.talanta.2013.07.017. Epub 2013 Jul 15. PubMed PMID: 24148431.

9: Bahnemann R, Leibold E, Kittel B, Mellert W, Jäckh R. Different patterns of kidney toxicity after subacute administration of Na-nitrilotriacetic acid and Fe-nitrilotriacetic acid to Wistar rats. Toxicol Sci. 1998 Nov;46(1):166-75. PubMed PMID: 9928680.

10: Platt V, Huang Z, Cao L, Tiffany M, Riviere K, Szoka FC Jr. Influence of multivalent nitrilotriacetic acid lipid-ligand affinity on the circulation half-life in mice of a liposome-attached His6-protein. Bioconjug Chem. 2010 May 19;21(5):892-902. doi: 10.1021/bc900448f. PubMed PMID: 20384362; PubMed Central PMCID: PMC2874083.

11: Watson DS, Platt VM, Cao L, Venditto VJ, Szoka FC Jr. Antibody response to polyhistidine-tagged peptide and protein antigens attached to liposomes via lipid-linked nitrilotriacetic acid in mice. Clin Vaccine Immunol. 2011 Feb;18(2):289-97. doi: 10.1128/CVI.00425-10. Epub 2010 Dec 15. PubMed PMID: 21159923; PubMed Central PMCID: PMC3067350.

12: Mero A, Ishino T, Chaiken I, Veronese FM, Pasut G. Multivalent and flexible PEG-nitrilotriacetic acid derivatives for non-covalent protein pegylation. Pharm Res. 2011 Oct;28(10):2412-21. doi: 10.1007/s11095-011-0468-8. Epub 2011 May 25. PubMed PMID: 21611874.

13: Sy JC, Phelps EA, García AJ, Murthy N, Davis ME. Surface functionalization of polyketal microparticles with nitrilotriacetic acid-nickel complexes for efficient protein capture and delivery. Biomaterials. 2010 Jun;31(18):4987-94. doi: 10.1016/j.biomaterials.2010.02.063. Epub 2010 Mar 25. PubMed PMID: 20346498; PubMed Central PMCID: PMC2866531.

14: Schmidt J, Guillaume P, Irving M, Baumgaertner P, Speiser D, Luescher IF. Reversible major histocompatibility complex I-peptide multimers containing Ni(2+)-nitrilotriacetic acid peptides and histidine tags improve analysis and sorting of CD8(+) T cells. J Biol Chem. 2011 Dec 2;286(48):41723-35. doi: 10.1074/jbc.M111.283127. Epub 2011 Oct 11. PubMed PMID: 21990358; PubMed Central PMCID: PMC3308881.

15: White VE, Knowles CJ. Effect of metal complexation on the bioavailability of nitrilotriacetic acid to Chelatobacter heintzii ATCC 29600. Arch Microbiol. 2000 May-Jun;173(5-6):373-82. PubMed PMID: 10896217.

16: Soleimani M, Hajabbasi MA, Afyuni M, Akbar S, Jensen JK, Holm PE, Borggaard OK. Comparison of natural humic substances and synthetic ethylenediaminetetraacetic acid and nitrilotriacetic acid as washing agents of a heavy metal-polluted soil. J Environ Qual. 2010 Apr 13;39(3):855-62. doi: 10.2134/jeq2009.0292. Print 2010 May-Jun. PubMed PMID: 20400581.

17: Padala AN, Bhaskarapillai A, Velmurugan S, Narasimhan SV. Sorption behaviour of Co(II) and Cu(II) on chitosan in presence of nitrilotriacetic acid. J Hazard Mater. 2011 Jul 15;191(1-3):110-7. doi: 10.1016/j.jhazmat.2011.04.046. Epub 2011 Apr 16. PubMed PMID: 21592656.

18: Ansar S, Iqbal M. Ascorbic acid inhibits ferric nitrilotriacetate induction of ornithine decarboxylase, DNA synthesis, oxidative stress, and hepatotoxicity in rats. Toxicol Ind Health. 2015 Nov;31(11):1008-14. doi: 10.1177/0748233713493824. Epub 2013 Jul 17. PubMed PMID: 23863956.

19: Ansar S, Iqbal M. Role of ascorbic acid in counteracting ferric nitrilotriacetate-induced nephrotoxicity in rats. Pharm Biol. 2013 Dec;51(12):1559-63. doi: 10.3109/13880209.2013.802811. Epub 2013 Sep 12. PubMed PMID: 24024952.

20: Sultana S, Prasad L, Jahangir T. Luteolin ameliorates ferric nitrilotriacetic acid induced renal toxicity and tumor promotional response in rat. Indian J Exp Biol. 2009 May;47(5):355-60. PubMed PMID: 19579801.