Binding abilities of a chiral calix[4]resorcinarene: a polarimetric investigation on a complex case of study

• Marco Russo and
• Paolo Lo Meo

Beilstein J. Org. Chem. 2017, 13, 2698–2709, doi:10.3762/bjoc.13.268

• have also been studied as hydrogelators [22][23]. Moreover, water soluble chiral calix[4]resorcinarenes have been recently designed and used as chiral shift reagents for NMR applications [24][25][26][27]. The possibility to introduce chiral groups onto the CA scaffold is particularly intriguing from

Grip on complexity in chemical reaction networks

• Albert S. Y. Wong and
• Wilhelm T. S. Huck

Beilstein J. Org. Chem. 2017, 13, 1486–1497, doi:10.3762/bjoc.13.147

• permission from [75], copyright 2013 American Chemical Society. (c) Self-assembly fibrous structures fueled by molecular gelators. Reprinted with permission from [76], copyright 2010 Wiley-VCH Verlag GmbH & Co. (d) Biocatalytic self-assembly in the presence of chymotrypsin (green) forming hydrogelators that

Synthesis and evaluation of the biostability and cell compatibility of novel conjugates of nucleobase, peptidic epitope, and saccharide

• Dan Yuan,
• Xuewen Du,
• Junfeng Shi,
• Ning Zhou,
• Abdulgader Ahmed Baoum,
• Khalid Omar Al Footy,
• Khadija Omar Badahdah and
• Bing Xu

Beilstein J. Org. Chem. 2015, 11, 1352–1359, doi:10.3762/bjoc.11.145

• able to act as hydrogelators [4]. Besides the properties of self-assembly, these conjugates are cell compatible [3][4]. Moreover, the NAS conjugates promote the proliferation of mES cells [5] and deliver the oligonucleotide into living cells [6]. Particularly, the incorporation of the functional

Synthesis and characterization of pH responsive D-glucosamine based molecular gelators

• Navneet Goyal,
• Hari P. R. Mangunuru,
• Bargav Parikh,
• Sonu Shrestha and
• Guijun Wang

Beilstein J. Org. Chem. 2014, 10, 3111–3121, doi:10.3762/bjoc.10.328

• for soft biomaterials. Low molecular weight hydrogelators are especially useful for exploring biomedical applications. Previously, we found that 4,6-O-benzylidene acetal protected D-glucose and D-glucosamine are well-suited as building blocks for the construction of low molecular weight gelators. To

• naproxen from the pH responsive gels were also analyzed under acidic and neutral conditions. Our findings are useful for the design of novel triggered release self-assembling systems and can provide an insight into the influence of the the structure on gelation. Keywords: glucosamine; hydrogelators

• of the headgroup of this class of LMWGs lays the basis for the design of organo/hydrogelators with desired functionalities. The p-methoxybenzylidene acetal is more pH responsive in comparison to the benzylidene acetal protective group. The p-methoxybenzylidene acetal can be cleaved in the presence of

The conjugation of nonsteroidal anti-inflammatory drugs (NSAID) to small peptides for generating multifunctional supramolecular nanofibers/hydrogels

• Jiayang Li,
• Yi Kuang,
• Junfeng Shi,
• Yuan Gao,
• Jie Zhou and
• Bing Xu

Beilstein J. Org. Chem. 2013, 9, 908–917, doi:10.3762/bjoc.9.104

• Jiayang Li Yi Kuang Junfeng Shi Yuan Gao Jie Zhou Bing Xu Department of Chemistry, Brandeis University, 415 South Street, Waltham, MA 02454, USA 10.3762/bjoc.9.104 Abstract Here we report supramolecular hydrogelators made of nonsteroidal anti-inflammatory drugs (NSAID) and small peptides. The

• -delivery; hydrogel; multifunctional; nanofibers; NSAID; self-assembly; supramolecular; topical use; Introduction This article reports the design, synthesis, and characterization of hydrogelators made of non-steroidal anti-inflammatory drugs (NSAID) and small peptides for the development of multifunctional

• further underscore the potentials of functional supramolecular hydrogels as new and useful biomaterials. Since the formation of supramolecular hydrogels relies on the small molecules (i.e., the hydrogelators) that self-assemble in water through noncovalent interactions [45][46], these hydrogels are

A peptidic hydrogel that may behave as a “Trojan Horse”

• Nicola Castellucci,
• Giorgio Sartor,
• Natalia Calonghi,
• Carola Parolin,
• Giuseppe Falini and
• Claudia Tomasini

Beilstein J. Org. Chem. 2013, 9, 417–424, doi:10.3762/bjoc.9.44

• the cell membrane surface than does the β-sheet conformation [5]. Low-molecular-weight hydrogelators (LMWHGs) are defined as small molecules that self-assemble into long fibers, resulting in the formation of a gel [6][7][8][9][10]. Recently, several examples of peptide or peptidomimetic gelators have

Protonation and deprotonation induced organo/hydrogelation: Bile acid derived gelators containing a basic side chain

• Uday Maitra and
• Arkajyoti Chakrabarty

Beilstein J. Org. Chem. 2011, 7, 304–309, doi:10.3762/bjoc.7.40

• . Keywords: bile acid derived amines; organogelator and hydrogelator; protonation and deprotonation induced gelation; SEM and POM; thermal stability; Introduction Low molecular mass organo- and hydrogelators (LMOG) have attracted considerable attention in recent years due to their tunable physical

• hydrogelators derived from the bile acid backbone have been described in the literature [3][4][5]. The earliest reports include sodium deoxycholate which forms a gel in water at pH 6.9 [6] and calcium cholate which gels water at pH 7 [7][8][9]. The facial amphiphilicity of the bile acid derivatives appears to

Exceptionally small supramolecular hydrogelators based on aromatic–aromatic interactions

• Junfeng Shi,
• Yuan Gao,
• Zhimou Yang and
• Bing Xu

Beilstein J. Org. Chem. 2011, 7, 167–172, doi:10.3762/bjoc.7.23

• /bjoc.7.23 Abstract We report herein the use of an aromatic–aromatic interaction to produce small molecule hydrogelators that self-assemble in water and form molecular nanofibers in the resulting hydrogels. Among these hydrogelators, a hydrogelator (6) made from a phenylalanine and a cinnamoyl group

• low molecular weight hydrogelators [24][25][26][27][28][29]. Despite the intensive research and rapid advances in the design and synthesis of low molecular weight hydrogelators, the minimum structural requirement for a small molecule to act as a hydrogelator to form supramolecular hydrogels has been

• less explored. We have shown that aromatic–aromatic interactions induce the self-assembly of glycopeptides [30] or pentapeptidic derivatives [31] in water to form nanofibers and supramolecular hydrogels. These results, together with the supramolecular hydrogelators made from dipeptide conjugates with

Differences between β-Ala and Gly-Gly in the design of amino acids-based hydrogels

• Andreea Pasc,
• Firmin Obounou Akong,
• Sedat Cosgun and
• Christine Gérardin

Beilstein J. Org. Chem. 2010, 6, 973–977, doi:10.3762/bjoc.6.109

• vs Gly-Gly-based hydrogelators. Previously, in our group, amino acid based amphiphiles i.e. Gly-Gly-His-EO2-Alk, a trimodular amphiphile (containing three domains: H-bond donor and acceptor/hydrophilic/hydrophobic domain, respectively) were reported to act as hydrogelators and that the gelation

• amphiphiles, we have recently shown that Gly-Gly-His and β-Ala-His-amphiphiles act as efficient hydrogelators [10]. The histidine moiety seems to play a key role in hydrogel formation, developing not only π-π stacking interactions but also by H-bonding; by replacing histidine by phenylalanine no hydrogel

Pyridinium based amphiphilic hydrogelators as potential antibacterial agents

• Sayanti Brahmachari,
• Sisir Debnath,
• Sounak Dutta and
• Prasanta Kumar Das

Beilstein J. Org. Chem. 2010, 6, 859–868, doi:10.3762/bjoc.6.101

• Sayanti Brahmachari Sisir Debnath Sounak Dutta Prasanta Kumar Das Department of Biological Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata – 700 032, India. Fax: +(91)-33-24732805 10.3762/bjoc.6.101 Abstract The numerous applications of hydrogelators have led to

• rapid expansion of this field. In the present work we report the facile synthesis of amphiphilic hydrogelators having a quaternary pyridinium unit coupled to a hydrophobic long alkyl chain through an amide bond. Different amphiphiles with various hydrophobic chain length and polar head groups were

• rationally designed and synthesized to develop a structure-property relation. A judicious combination of hydrophilic and hydrophobic segments led to the development of pyridinium based amphiphilic hydrogelators having a minimum gelation concentration of 1.7%, w/v. Field emission scanning electronic

Organic gelators and hydrogelators

• Jean-Pierre Desvergne

Beilstein J. Org. Chem. 2010, 6, 846–847, doi:10.3762/bjoc.6.99