PMID- 27258667 OWN - NLM STAT- MEDLINE DCOM- 20180115 LR - 20180115 IS - 1521-3765 (Electronic) IS - 0947-6539 (Linking) VI - 22 IP - 27 DP - 2016 Jun 27 TI - An Easy Access to Organic Salt-Based Stimuli-Responsive and Multifunctional Supramolecular Hydrogels. PG - 9267-76 LID - 10.1002/chem.201601136 [doi] AB - By exploiting orthogonal hydrogen bonding involving supramolecular synthons and hydrophobic/hydrophilic interactions, a new series of simple organic salt based hydrogelators derived from pyrene butyric acid and its beta-alanine amide derivative, and various primary amines has been achieved. The hydrogels were characterised by microscopy, table-top rheology and dynamic rheology. FTIR, variable-temperature (1) H NMR and emission spectroscopy established the role of various supramolecular interactions such as hydrogen bonding and pi-pi stacking in hydrogelation. Single-crystal X-ray diffraction (SXRD) studies supported the conclusion that orthogonal hydrogen bonding involving amide-amide and primary ammonium monocarboxylate (PAM) synthons indeed played a crucial role in hydrogelation. The hydrogels were found to be stimuli-responsive and were capable of sensing ammonia and adsorbing water-soluble dye (methylene blue). All the hydrogelators were biocompatible (MTT assay in RAW 264.7 cells), indicating their suitability for use in drug delivery. CI - (c) 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Majumder, Joydeb AU - Majumder J AD - Department of Organic Chemistry, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Kolkata, 700032, India. FAU - Dastidar, Parthasarathi AU - Dastidar P AUID- ORCID: 0000-0002-1011-2386 AD - Department of Organic Chemistry, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Kolkata, 700032, India. ocpd@iacs.res.in. LA - eng PT - Journal Article DEP - 20160603 PL - Germany TA - Chemistry JT - Chemistry (Weinheim an der Bergstrasse, Germany) JID - 9513783 RN - 0 (Biocompatible Materials) RN - 0 (Drug Carriers) RN - 0 (Hydrogels) RN - 0 (Pyrenes) RN - 11P2JDE17B (beta-Alanine) RN - 3443-45-6 (1-pyrenebutyrate) RN - 4726-85-6 (beta-alanine amide) RN - 7664-41-7 (Ammonia) RN - T42P99266K (Methylene Blue) SB - IM MH - Adsorption MH - Ammonia/analysis MH - Animals MH - Biocompatible Materials/chemical synthesis/chemistry/toxicity MH - Cell Survival/drug effects MH - Crystallography, X-Ray MH - Drug Carriers/chemistry MH - Hydrogels/chemical synthesis/*chemistry/toxicity MH - Hydrogen Bonding MH - Hydrophobic and Hydrophilic Interactions MH - Magnetic Resonance Spectroscopy MH - Methylene Blue/chemistry MH - Mice MH - Pyrenes/*chemistry MH - RAW 264.7 Cells MH - Rheology MH - Spectroscopy, Fourier Transform Infrared MH - beta-Alanine/analogs & derivatives/chemistry OTO - NOTNLM OT - dye adsorption OT - gels OT - self-assembly OT - sensors OT - supramolecular chemistry EDAT- 2016/06/04 06:00 MHDA- 2018/01/16 06:00 CRDT- 2016/06/04 06:00 PHST- 2016/03/10 00:00 [received] PHST- 2016/06/04 06:00 [entrez] PHST- 2016/06/04 06:00 [pubmed] PHST- 2018/01/16 06:00 [medline] AID - 10.1002/chem.201601136 [doi] PST - ppublish SO - Chemistry. 2016 Jun 27;22(27):9267-76. doi: 10.1002/chem.201601136. Epub 2016 Jun 3.