Water gelation of an amino acid-based amphiphile

Das, Debapratim ; Dasgupta, Antara ; Roy, Sangita ; Mitra, Rajendra Narayan ; Debnath, Sisir ; Das, Prasanta Kumar (2006) Water gelation of an amino acid-based amphiphile Chemistry - A European Journal, 12 (19). pp. 5068-5074. ISSN 0947-6539

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.20...

Related URL: http://dx.doi.org/10.1002/chem.200501638


The water immobilization by a simple amino acid-containing cationic surfactant was investigated. A variety of techniques, such as 1H NMR spectroscopy, circular dichroism (CD), steady-state fluorescence spectroscopy, and field-emission scanning electron microscopy (FESEM) were applied to determine the formation and architecture of the hydrogel. The new gelator with a minimum gelation concentration (MGC) of 0.3 % w/v shows prolonged stability and a low melting temperature (39 °C). 1H NMR experiments revealed that intermolecular hydrogen bonding between the amide groups and π–π stacking of the indole rings are the two regulating parameters for gelation. Furthermore, fluorescence studies with 8-anilino-1-naphthalenesulfonic acid (ANS) as the probe indicate the participation of hydrophobicity during gelation. The luminescence study using both ANS and pyrene, along with FESEM results, indicate a critical concentration, well below the MGC, at which fibres begin to form. These cross-link further to give thicker fibers, leading to the formation of a hydrogel (0.3 % w/v). This new hydrogelator expresses high supramolecular chirality, as evidenced by the CD spectra. In addition, the gelator molecule was found to be nontoxic up to a concentration of 4 mM (0.2 % w/v). The high supramolecular chirality, prolonged stability, low melting point, and biocompatibility of the molecule make it a focus of chemical and biological interest.

Item Type:Article
Source:Copyright of this article belongs to John Wiley & Sons, Inc.
Keywords:Amino Acids; Amphiphiles; Fluorescence; Hydrogels; Supramolecular Chirality
ID Code:108741
Deposited On:01 Feb 2018 11:19
Last Modified:01 Feb 2018 11:19

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