Amide–triazole isosteric substitution for tuning self-assembly and incorporating new functions into soft supramolecular materials

Abstract

The proof-of-concept for the modular synthesis of new functional soft gel materials based on amide-triazole isosteric replacement has been demonstrated. A coassembly approach of isosteric amino acid-based hydrogelators was fruitfully applied for fine-tuning the release of entrapped drugs.

Sulfonamide as amide isostere for fine-tuning the gelation properties of physical gels

“…Our group has demonstrated that the isosteric substitution 29 of amides by 1,2,3-triazole groups in LMW gelators enables the adjustment of gel properties. [30][31][32] This approach have been successfully applied to different gel materials. 33,34 In general, isosteres have similar molecular shape, volume, electronic distribution, and exhibit comparable physical properties.…”

A dipeptide‐based superhydrogel: Removal of toxic dyes and heavy metal ions from waste water

“…Supramolecular gels [1][2][3][4][5][6][7][8][9][10][11][12] belongs to a special category of soft materials due to their wide range of interesting structural and functional properties. Since past few decades, low molecular weight hydrogelators [13][14][15] (LMWHG) draw a significant attention to the scientists due to their ability to self-assemble among themselves by utilizing various noncovalent interactions including hydrogen bonding, p-p interactions, hydrophobic interactions, van der Waals' interactions, ionic interactions and others to form a nano/ micro-fibrillar three dimensional entangled network structure.…”

Theoretical and experimental studies of an oseltamivir–triazole-based thermoresponsive organogel

“…In this context, a one-step and convenient click-reaction has been employed to generate several new low-molecular weight organic gelators. [58][59][60][61][62][63][64] The interesting feature of this one-step reaction is that it results in the formation of new small molecules containing triazole that acts as a H-bond acceptor and a binding center for metal ions; for achieving new organogelators, we have selected 5-azido oseltamivir to implement the click-reactions on oseltamivir, anticipating the resulting conjugates as robust synthons for the development of new organic gelators with chirality, an amide linkage, a exible ester bond and a triazole ring. Furthermore, the oseltamivir moiety provides high bioactivities and biocompatibility; however, its gelation properties have never been evaluated and reported in the literature.…”