Bile Salts: Natural Surfactants and Precursors of a Broad Family of Complex Amphiphiles

Langmuir : the ACS Journal of Surfaces and Colloids
M Chiara di GregorioLuciano Galantini

Abstract

Bile salts (BSs) are naturally occurring rigid surfactants with a steroidal skeleton and specific self-assembly and interface behaviors. Using bile salts as precursors, derivatives can be synthesized to obtain molecules with specific functionalities and amphiphilic structure. Modifications on single molecules are normally performed by substituting the least-hindered hydroxyl group on carbon C-3 of the steroidal A ring or at the end of the lateral chain. This leads to monosteroidal rigid building blocks that are often able to self-organize into 1D structures such as tubules, twisted ribbons, and fibrils with helical supramolecular packing. Tubular aggregates are of particular interest, and they are characterized by cross-section inner diameters spanning a wide range of values (3-500 nm). They can form through appealing pH- or temperature-responsive aggregation and in mixtures of bile salt derivatives to provide mixed tubules with tunable charge and size. Other derivatives can be prepared by covalently linking two or more bile salt molecules to provide complex systems such as oligomers, dendrimers, and polymeric materials. The unconventional amphiphilic molecular structure imparts specific features to BSs and derivatives that can...Continue Reading

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Citations

Dec 12, 2018·Nature Communications·Md Anisur RahmanChuanbing Tang
Nov 20, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Smruti Snigdha MishraUsharani Subuddhi
Jan 22, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Xiaoyong WangSimin Han
Nov 12, 2020·ACS Nano·Jacopo CautelaLuciano Galantini
Jan 15, 2021·Colloids and Surfaces. B, Biointerfaces·Marco FornasierSergio Murgia
Feb 14, 2021·International Journal of Molecular Sciences·Maria Chiara di GregorioLuciano Galantini
Mar 9, 2021·Bioconjugate Chemistry·Caihong LinYong-Guang Jia
Jul 31, 2020·Nanomedicine : Nanotechnology, Biology, and Medicine·Wenjun WangHuiling Hu
Jul 22, 2019·Journal of Colloid and Interface Science·Leana TravagliniLuciano Galantini
Jul 17, 2021·Journal of Colloid and Interface Science·Aida JoverMaria Chiara di Gregorio
Jun 28, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Wenlang LiangJiyu Fang
Jan 16, 2020·ACS Applied Materials & Interfaces·Md Anisur RahmanChuanbing Tang
Nov 4, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Puzhen LiJames D Wuest
Nov 11, 2021·Angewandte Chemie·Guanqun DuKarin Schillén

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