A new class of sulfoxide surfactants derived from Tris. Synthesis and preliminary assessments of their properties
A new class of non-ionic amphiphilic molecules suitable for biological purposes, especially extraction of membrane proteins, is reported. Such surfactants were prepared in two steps : addition of alkyl or fluoroalkyl mercaptan on Tris(hydroxymethyl)acrylamidomethane (THAM) derivatives, followed by t...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 1998-06, Vol.8 (12), p.1559-1562 |
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| container_issue | 12 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Barthélémy, Philippe Maurizis, Jean Claude Lacombe, Jean Michel Pucci, Bernard |
| description | A new class of non-ionic amphiphilic molecules suitable for biological purposes, especially extraction of membrane proteins, is reported. Such surfactants were prepared in two steps : addition of alkyl or fluoroalkyl mercaptan on Tris(hydroxymethyl)acrylamidomethane (THAM) derivatives, followed by the oxydation of sulfide group in sulfoxide moiety in order to provide water solubility to the molecule. The detergent efficiency of these new surfactants were assayed on rat liver cells.
Ionic or free radical addition of alkyl or fluoroalkyl mercaptan (RSH) on Tris(hydroxymethyl)acrylamidomethane, then oxydation of sulfide in sulfoxide moiety lead to new non ionic surfactants which could be used for protein solubilization. |
| doi_str_mv | 10.1016/S0960-894X(98)00263-7 |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 1998-06, Vol.8 (12), p.1559-1562 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Animals Biological and medical sciences Biotechnology Cell Nucleus - drug effects Fundamental and applied biological sciences. Psychology Methods. Procedures. Technologies Microsomes, Liver - drug effects Mitochondria, Liver - drug effects non-ionic surfactant Others perfluoroalkyl surfactant protein extraction Rats sulfoxide Sulfoxides - chemical synthesis Sulfoxides - chemistry Sulfoxides - pharmacology Surface-Active Agents - chemical synthesis Surface-Active Agents - chemistry Surface-Active Agents - pharmacology Tris Tromethamine - chemistry Various methods and equipments |
| title | A new class of sulfoxide surfactants derived from Tris. Synthesis and preliminary assessments of their properties |
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