PMID- 18498184 OWN - NLM STAT- MEDLINE DCOM- 20080804 LR - 20131121 IS - 0743-7463 (Print) IS - 0743-7463 (Linking) VI - 24 IP - 12 DP - 2008 Jun 17 TI - Synthesis and characterization of a new gemini surfactant derived from 3alpha,12alpha-dihydroxy-5beta-cholan-24-amine (steroid residue) and ethylenediamintetraacetic acid (spacer). PG - 6060-6 LID - 10.1021/la7035218 [doi] AB - A new gemini steroid surfactant derived from 3alpha,12alpha-dihydroxy-5beta-cholan-24-amine (steroid residue) and ethylenediamintetraacetic acid (spacer) was synthesized and characterized in aqueous solution by surface tension, fluorescence intensity of pyrene, and light scattering (static and dynamic) measurements. These techniques evidence the existence of a threshold concentration (cac), below which a three layers film is formed at the air-water interface. Above the cac, two types of aggregates--micelles and vesicle-like aggregates--coexist in a metastable state. Filtration of a solution with a starting concentration of 2.6 mM (buffer 150 mM, pH 10) allows isolation of the micelles, which have an average aggregation number of 12, their density being 0.28 g cm(-3). Under conditions where only the vesicle-like aggregates are detected by dynamic light scattering, a value of 5.5 x 10(4) was obtained for their aggregation number at 30 microM, their density being 6.8 x 10(-4) g cm(-3). At high concentrations, the intensity ratio of the vibronic peaks of pyrene, I1/I3, (=0.68) is very close to published values for deoxycholate micelles, indicating that the probe is located in a region with a very low polarity and far from water. A hypothesis to explain the observed aggregation behavior (small aggregates are favored with increasing gemini concentration) is outlined. FAU - Alvarez Alcalde, Mercedes AU - Alvarez Alcalde M AD - Departamento de Quimica Fisica, Facultad de Ciencias, Universidad de Santiago de Compostela, Avenida Alfonso X El Sabio s/n, 27002 Lugo, Spain. FAU - Jover, Aida AU - Jover A FAU - Meijide, Francisco AU - Meijide F FAU - Galantini, Luciano AU - Galantini L FAU - Pavel, Nicolae Viorel AU - Pavel NV FAU - Antelo, Alvaro AU - Antelo A FAU - Vazquez Tato, Jose AU - Vazquez Tato J LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20080523 PL - United States TA - Langmuir JT - Langmuir : the ACS journal of surfaces and colloids JID - 9882736 RN - 0 (3alpha,12alpha-dihydroxy-5beta-cholan-24-amine) RN - 0 (Amines) RN - 0 (Buffers) RN - 0 (Cholic Acids) RN - 0 (Micelles) RN - 0 (Steroids) RN - 0 (Surface-Active Agents) RN - 9G34HU7RV0 (Edetic Acid) SB - IM MH - Amines/*chemistry MH - Buffers MH - Cholic Acids/*chemistry MH - Edetic Acid/*chemistry MH - Hydrogen-Ion Concentration MH - Micelles MH - Microscopy, Electron, Transmission MH - Models, Chemical MH - Molecular Conformation MH - Molecular Weight MH - Scattering, Radiation MH - Steroids/*chemistry MH - Surface Properties MH - Surface-Active Agents/*chemical synthesis/chemistry MH - Thermodynamics EDAT- 2008/05/24 09:00 MHDA- 2008/08/05 09:00 CRDT- 2008/05/24 09:00 PHST- 2008/05/24 09:00 [pubmed] PHST- 2008/08/05 09:00 [medline] PHST- 2008/05/24 09:00 [entrez] AID - 10.1021/la7035218 [doi] PST - ppublish SO - Langmuir. 2008 Jun 17;24(12):6060-6. doi: 10.1021/la7035218. Epub 2008 May 23.