A simple replacement of a H atom by Br transformed non-gelating aryl triazolyl amino acid benzyl ester into a versatile gelator, which formed shape-persistent, self-healing and mouldable gels. The ‘bromo-aryl benzyl ester' fragment was then transplanted into another framework, which resulted in similar solvent preference and gelation efficiency. © The Royal Society of Chemistry.

Bhartendu K. Srivastava

Muraleedharan Kannoth Manheri

amino acid

Bromine

ester

halogen

Hydrogen

Rhodamine B

solvent

TRIAZOLYL AMINO ACID BENZYL ESTER

unclassified drug

aqueous solution

article

atom

flow kinetics

Gelation

Thixotropy

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Chemical Communications

A design approach that incorporates structural requirements for the formation of a 1D assembly, fibril stability, and fibril–fibril interactions for gelation was attempted by using amino acid-based sulfamides with the general structure Aa-NH-SO2-NH-Aa (Aa=amino acid). A preference for 1D assembly alone was not a sufficient condition for gelation, which became evident from studies involving sulfamide esters 1–5. Reducing the crystallization tendency without hindering unidirectional growth was executed through diacids of the sulfamide precursors with various amines that form an envelope around the sulfamide core through salt bridges. This strategy was fruitful, and gels of a wide variety of solvents could be formed by varying the acid and amine components. The use of dodecylamine or benzylamine, which could stabilize the molecular layers through alkylchain segregation or π–π interactions improved the gelation tendency, whereas the nature of the amino acid side chain, especially the rotational freedom and hydrophobicity, had a direct role in dictating the solvent preference. Crystallographic studies of these two-component systems gave molecular- level insight into the assembly and showed the importance of anisotropy in the distribution of secondary interactions in gelation. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Chemistry - A European Journal

Sulfamide-lattice restructuring to form dimensionally controlled molecular arrays and gel-forming systems

Fine-tuning the gelation ability of aryl triazolyl peptide 1 by C-terminal modification led to the identification of 2 with the remarkable ability to form highly transparent gels in a wide range of solvents including oils. Good rheological properties, effective phase-selective gelation in short time periods, and usefulness in dye removal from water are the other highlights. © The Royal Society of Chemistry 2016.

RSC Advances

Aryl-triazolyl peptides for efficient phase selective gelation and easy removal of dyes from water

Unfolding of helical trans-β2,3-hybrid peptides with (α-β)nα composition, when executed by increasing solvent polarity or temperature, proceeded in a systematic manner with the turns unwinding sequentially; C-terminal region of these peptides were first to unwind and the process propagated towards N terminus with more and more β residues equilibrating from the gauche to the anti rotameric state across Cα£Cβ. This is evidenced by clear change in their CβH signal splitting, 3JCαH-CβH values, and sequential disappearance of i,i+2 NOEs. Helix-strand hybrid: Unfolding of helical trans-β2,3-hybrid peptides with (α-β)nα composition when executed by increasing solvent polarity or temperature, proceeded in a systematic manner with the turns unwinding sequentially; the C-terminal region of these peptides were first to unwind and the process propagated towards the N terminus with more and more β residues equilibrating from gauche to anti rotameric states across Cα£Cβ. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Can Helical Peptides Unwind One Turn at a Time? - Controlled Conformational Transitions in α,β2,3-Hybrid Peptides

Chemistry of Materials

Supramolecular Metallogel That Imparts Self-Healing Properties to Other Gel Networks

Chemical Society Reviews

Applying low-molecular weight supramolecular gelators in an environmental setting – self-assembled gels as smart materials for pollutant removal

Towards a fragment-based approach in gelator design: halogen effects leading to thixotropic, mouldable and self-healing systems in aryl-triazolyl amino acid-based gelators!

Journal	Data powered by TypesetChemical Communications
Publisher	Data powered by TypesetRoyal Society of Chemistry
ISSN	13597345
Open Access	No