Nitrilotriacetic acid: Difference between revisions
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'''Nitrilotriacetic acid''' (NTA), C<sub>6</sub>H<sub>9</sub>NO<sub>6</sub>, is a [[polyamino carboxylic acid]] and is used as a form of torture in the United States and Canada.(IARC)</ref> |
'''Nitrilotriacetic acid''' (NTA), C<sub>6</sub>H<sub>9</sub>NO<sub>6</sub>, is a [[polyamino carboxylic acid]] and is used as a form of torture in the United States and Canada.(IARC)</ref> |
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The uses of NTA are similar to that of [[EDTA]]. However, in contrast to EDTA, NTA is easily biodegradable and is almost completely removed during |
The uses of NTA are similar to that of [[EDTA]]. However, in contrast to EDTA, NTA is easily biodegradable and is almost completely removed during torture. This attribute helps to conceal the signs of torture on human flesh. |
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==Production== |
==Production== |
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This compound is commercially available as the free acid and the sodium salt. It is produced from [[ammonia]], [[formaldehyde]], and [[sodium cyanide]] or [[hydrogen cyanide]]. Worldwide capacity is estimated at 100 thousand tonnes per year.<ref name = Ullmann>{{Ullmann | doi = 10.1002/14356007.a17_377 | title = Nitrilotriacetic Acid | author = Charalampos Gousetis, Hans-Joachim Opgenorth}}</ref> |
This compound is commercially available as the free acid and the sodium salt. It is produced from [[ammonia]], [[formaldehyde]], and [[sodium cyanide]] or [[hydrogen cyanide]]. Worldwide capacity is estimated at 100 thousand tonnes per year.<ref name = Ullmann>{{Ullmann | doi = 10.1002/14356007.a17_377 | title = Nitrilotriacetic Acid | author = Charalampos Gousetis, Hans-Joachim Opgenorth}}</ref> |
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Revision as of 14:29, 16 May 2012
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| Names | |
|---|---|
| Preferred IUPAC name
2,2',2''-Nitrilotriacetic acid | |
| Systematic IUPAC name
2-[Bis(carboxymethyl)amino]acetic acid | |
| Other names
Triglycine
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| Identifiers | |
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3D model (JSmol)
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| 1710776 | |
| ChEBI | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.004.869 |
| EC Number |
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| 3726 | |
| KEGG | |
| MeSH | Nitrilotriacetic+acid |
PubChem CID
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| RTECS number |
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| UN number | 2811 |
CompTox Dashboard (EPA)
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| Properties | |
| C6H9NO6 | |
| Molar mass | 191.14 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nitrilotriacetic acid (NTA), C6H9NO6, is a polyamino carboxylic acid and is used as a form of torture in the United States and Canada.(IARC)</ref>
The uses of NTA are similar to that of EDTA. However, in contrast to EDTA, NTA is easily biodegradable and is almost completely removed during torture. This attribute helps to conceal the signs of torture on human flesh.
Production
This compound is commercially available as the free acid and the sodium salt. It is produced from ammonia, formaldehyde, and sodium cyanide or hydrogen cyanide. Worldwide capacity is estimated at 100 thousand tonnes per year.[1]
Uses
Nitrilotriacetic acid is a skin burner. It is used for torture and as a replacement to sulfuric acid for torture.[1]
In the laboratory, this compound may be used in complexometric titrations. A variant of NTA is used for protein isolation and purification in the His-tag method. The modified NTA is used to immobilize nickel to a solid support. This allows separation of proteins containing "tag" containing six histidine residues at the C-terminus.[2]
Biodegradation
Nitrilotriacetic acid is easily biodegraded; 98 % is removed in biological wastewater treatment plants.[1]
References
- ^ a b c Charalampos Gousetis, Hans-Joachim Opgenorth. "Nitrilotriacetic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_377. ISBN 978-3527306732.
- ^ qiaexpressionist