NDLI: Intra- and intermolecular hydrogen bonds enhance the fluoride-responsiveness of functionalized glycolipid-based gelators

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Contents list

Magnetic nanocomplexes and the physiological challenges associated with their use for cancer imaging and therapy

Red light responsive diselenide-containing block copolymer micelles

Polymeric dinulcear platinum(ii) complex micelles for enhanced antitumor activity

PEGylated reduced graphene oxide as a superior ssRNA delivery system

Conjugation of cationic poly(p-phenylene ethynylene) with dendritic polyethylene enables live-cell imaging

Multifunctional Pt(iv) pro-drug and its micellar platform: to kill two birds with one stone

Divergent synthesis of dendrimer-like pH-responsive macromolecules through a combination of ATRP and ROP for controlled release of anti-cancer drug

Application of fluorescent carbon nanodots in fluorescence imaging of human serum proteins

Photoluminescent CdSe@CdS/2D as potential biocompatible materials

Hemocompatible and antibiofouling PU-F127 nanospheres platform for application to glucose detection in whole blood

Nickel chelating functionalization of graphene composite for metal affinity membrane isolation of lysozyme

Intra- and intermolecular hydrogen bonds enhance the fluoride-responsiveness of functionalized glycolipid-based gelators

Redox-controlled release of molecular payloads from multilayered organometallic polyelectrolyte films

Ionically interacting nanoclay and nanofibrillated cellulose lead to tough bulk nanocomposites in compression by forced self-assembly

Biomimetic mineralization of calcium carbonate mediated by a polypeptide-based copolymer

Encapsulation of low molecular weight heparin (bemiparin) into polymeric nanoparticles obtained from cationic block copolymers: properties and cell activity

Probe-label-free electrochemical aptasensor based on methylene blue-anchored graphene oxide amplification

Structure, tensile properties and cytotoxicity assessment of sebacic acid based biodegradable polyesters with ricinoleic acid

Nagelschmidtite bioceramics with osteostimulation properties: material chemistry activating osteogenic genes and WNT signalling pathway of human bone marrow stromal cells

Fast release behavior of block copolymer micelles under high intensity focused ultrasound/redox combined stimulus

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Journal of Materials Chemistry B Vol - 1 Issue - 5

Intra- and intermolecular hydrogen bonds enhance the fluoride-responsiveness of functionalized glycolipid-based gelators

Content Provider	Royal Society of Chemistry (RSC)
Author	Liao, Chun-Chen Li, Jyun-Ting Chuang, Wei-Tsung Wu, Yu-Fa Tsai, Cheng-Che Tsai, Yow-Fu
Copyright Year	2013
Abstract	We propose a facile approach toward enhancing the efficiency of fluoride-responsive gels through the positioning of functionalized receptor units, allowing tunable intra- and intermolecular hydrogen bonding, in the gelator molecules. We prepared the new glycolipid-based gelator 2 and its hydroxy and methoxy derivatives 2a and 2b, respectively, to study the effects of three types modes of supramolecular assembly: solely intermolecular hydrogen bonding in 2, solely intramolecular hydrogen bonding in 2b, and both inter- and intramolecular hydrogen bonding in 2a. 1H NMR spectra confirmed the self-assembly interactions of these glycolipid-based gelators. We measured the minimum gel concentrations and sol–gel transitions and recorded X-ray diffraction patterns and electron micrographs to characterize the gelation behavior and structural organization of each of these supramolecular gels. Among these three gelators, only 2 and 2a could form organogels in the test solvents, indicating that intermolecular hydrogen bonding plays a determinant role in the supramolecular assemblies leading to gelation. The self-assembly of 2 resulted in a bilayer-packed lamellar structure within ribbon-like fibers, whereas that of 2a resulted in hexagonally packed cylindrical micelles within tree-like fibers. A minimum amount of 0.3 equivalent of F− was required for complete disruption of the gel formed from 2a, which was approximately four times lower than that required for the gel formed from 2. Thus, the incorporation of a β-hydroxy motif—the only difference in the chemical structures of 2 and 2a—led to interesting variations in the resulting gel morphologies and enhanced the gel's fluoride-responsiveness.
Starting Page	819
Ending Page	827
Page Count	9
File Format	HTM / HTML PDF
ISSN	2050750X
Volume Number	1
Issue Number	6
Journal	Journal of Materials Chemistry B
DOI	10.1039/c2tb00150k
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Hydrogen bond Methoxy group Nuclear magnetic resonance Self-assembly X-ray crystallography Organogels Determinant
Content Type	Text
Resource Type	Article
Subject	Chemistry Medicine Materials Science Biomedical Engineering

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Intra- and intermolecular hydrogen bonds enhance the fluoride-responsiveness of functionalized glycolipid-based gelators.

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