Two-component self-assembly with solvent leading to “wet” and microcrystalline organogel fibers

Löfman, Miika; Lahtinen, Manu; Sievänen, Elina

doi:10.1016/j.jcis.2014.09.062

Cited by 11 publications

(38 citation statements)

References 80 publications

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“…This secondary nucleation [40] is a common occurrence in crystalline gelator systems [18,30]. At the end of the fiber network formation, the end result was morphologically the same as seen before [32,37]. Some aggregate and fibrils formed on solvent evaporation, in addition to the common fiber formation process.…”

Section: Gelator 1 In Chlorobenzenementioning

confidence: 91%

“…The gelators N-(2-aminoethyl)-3α-hydroxy-5β-cholan-24-amide [32][33][34][35][36][37] 1 and N-(4-aminobutyl)-3α-hydroxy-5β-cholan-24-amide [32] 2 were synthesized, purified, and characterized as described previously. The used solvents included chlorobenzene (Acros Organics, 99+%), bromobenzene (Acros Organics, 99%), iodobenzene (Fluka, > 99% puriss.…”

Section: Methodsmentioning

confidence: 99%

“…While the nucleation centers in the microcrystalline bundles ( Fig. 3a) could not be observed (hidden beneath the microcrystals), those in the spherulites of polymorph II [37] appeared to consist of multiple microcrystalline grains ( Fig. 3d).…”

Section: Gelator 1 In Anisolementioning

confidence: 99%

“…(a) Depending on the crystal modification(s) present in a particular sample. One non-gelated sample has been observed [37].…”

Section: Sample Preparationmentioning

confidence: 99%

“…4c,d). The visible nucleation centers, where the solvate fiber [37] growth commenced, were formed practically exclusively at the edge of the cover glass slide (Fig. 4b),…”

Section: Gelator 1 In Chlorobenzenementioning

confidence: 99%

See 4 more Smart Citations

Insights into localized manipulation of organogel-related microcrystalline spherulite formation

Löfman

Lahtinen

Pettersson

et al. 2015

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Section: Gelator 1 In Chlorobenzenementioning

confidence: 91%

Section: Methodsmentioning

confidence: 99%

Section: Gelator 1 In Anisolementioning

confidence: 99%

“…(a) Depending on the crystal modification(s) present in a particular sample. One non-gelated sample has been observed [37].…”

Section: Sample Preparationmentioning

confidence: 99%

“…4c,d). The visible nucleation centers, where the solvate fiber [37] growth commenced, were formed practically exclusively at the edge of the cover glass slide (Fig. 4b),…”

Section: Gelator 1 In Chlorobenzenementioning

confidence: 99%

See 3 more Smart Citations

Insights into localized manipulation of organogel-related microcrystalline spherulite formation

Löfman

Lahtinen

Pettersson

et al. 2015

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Systematic Modulation of the Supramolecular Gelation Properties of Bile Acid Alkyl Amides

Kuosmanen

Puttreddy

Sievänen

2018

Chemistry A European J

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The self‐assembly properties of nine low‐molecular‐weight gelators (LMWGs) based on bile acid alkyl amides were studied in detail. Based on the results, the number of hydroxyl groups attached to the steroidal backbone plays a major role in the gelation, although the nature of the aliphatic side chain also modulates the gelation abilities. Of the 50 gel systems studied, 35 are based on lithocholic acid and 15 on cholic acid derivatives. The deoxycholic acid derivatives did not form any gels. The gelation occurred primarily in aromatic solvents and the gels manifested typical fibrous or spherical morphologies. The 13C cross‐polarized magic angle spinning (CPMAS) NMR spectra measured on the crystalline materials and the corresponding wet organogels were analogous, suggesting that the chemical environments, that is, the intermolecular interactions found in the two materials were similar. The single‐crystal X‐ray structures of all nine bile‐acid amide derivatives studied revealed very similar molecular conformations in the solid state and gave insights into the possible intermolecular interactions in the gel state.

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Supramolecular Gels from Conjugates of Bile Acids and Amino Acids and Their Applications

Maity

Maitra

2017

Eur J Org Chem

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Hydrogels composed of low molecular weight molecules are gaining increasing importance in biomedical applications. In this work, we report the formation of injectable hydrogels from bile acid–amino acid conjugates. The hydrogelation ability was dependent on multiple factors such as the bile acid backbone, linkage between the bile acid and the amino acid, and pH. We have shown that the gelation properties depend on multiple noncovalent interactions and on the balance between hydrophobic and hydrophilic characteristics of the molecules. Crystal structures of lithocholyl‐l‐phenylalanine, lithocholyl‐glycine, lithocholyl‐l‐valine, and lithocholyl‐l‐alanine were also determined and compared. Finally, the rigid hydrogel frameworks were utilized to produce inorganic–organic composite materials with gold and ZnO nanoparticles.

show abstract

Two-component self-assembly with solvent leading to “wet” and microcrystalline organogel fibers

Cited by 11 publications

References 80 publications

Insights into localized manipulation of organogel-related microcrystalline spherulite formation

Insights into localized manipulation of organogel-related microcrystalline spherulite formation

Systematic Modulation of the Supramolecular Gelation Properties of Bile Acid Alkyl Amides

Supramolecular Gels from Conjugates of Bile Acids and Amino Acids and Their Applications

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