Lauryldimethylamine oxide
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| Appearance | White solid |
| Density | 0.996 g/ml |
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Lauryldimethylamine oxide (LDAO), also known as dodecyldimethylamine oxide (DDAO), is an amine oxide–based zwitterionic surfactant, with a C12 (dodecyl) alkyl tail. It is one of the most frequently-used surfactants of this type.[4] Like other amine oxide–based surfactants it is antimicrobial, being effective against common bacteria such as S. aureus and E. coli,[1] however, it is also non-denaturing and can thus be used for protein purification.
At high concentrations, LDAO forms liquid crystalline phases.[5] Despite having only one polar atom that is able to interact with water – the oxygen atom (the quaternary nitrogen atom is hidden from intermolecular interactions), DDAO is a strongly amphiphilic surfactant: it forms normal micelles and normal liquid crystalline phases. High amphiphilicity of this surfactant can be explained by the fact that it forms not only very strong hydrogen bonds with water: the energy of DDAO – water hydrogen bond is about 50 kJ/mol,[6] but it also has high experimental partition coefficient in non-polar medium, as characterized by experimental logP 5.284[7]
See also
- Myristamine oxide – An analogous compound with a C14 tail
References
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- ↑ a b c d e Sigma-Aldrich Co., N,N-Dimethyldodecylamine N-oxide. Retrieved on 2017-01-04.
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