A sugar–pyrene-based fluorescent gelator: nanotubular architecture and interaction with SWCNTs

Studies on the synthesis of ether-, substituted alkyl-, or aryl-linked C-disaccharide derivatives

“…Abbreviations such as, 'Sac', 'Ar' and 'Alk' correspond to 'Saccharide', 'Aromatic' and 'Alkenic' protons, respectively. Compounds 1a, 1c, 1d and 1e were synthesized by adopting procedures reported in the literature, [17][18][19][20][24][25][26] and the purity of these samples was found to be satisfactory. The synthetic procedure for 1b is as follows: To a solution of 4,6-O-benzylidene-D-glucopyranose (2.68 g, 10.0 mmol) in 1:9 H 2 O-THF were added NaHCO 3 (3.36 g, 4 equiv) and 2,4-pentadienone (2.0 g, 2 equiv).…”

“…[24][25][26] Although the synthesis of 1-C-b-D-glycosylic ketones are described in the literature, [24][25][26] in the present report we have extended the methodology to partially protected sugar derivatives such as 1-C-(4,6-O-butylidene-b-D-glucopyranosyl)propane-2-one (1a) [17][18][19][20] and 1-C-(4,6-O-benzylidene-b-D-glucopyranosyl)propane-2-one (1b).…”

“…[13][14][15][16] In order to study the weak interactions that exist in carbohydrates, it becomes increasingly important to understand the nature of the packing forces. In a continuation of our on-going research in the area of saccharide chemistry, [17][18][19][20] we report herein the facile synthesis of ether-, substituted alkyl-, or aryl-linked Cdisaccharide derivatives and the steric factors involved in the aldol condensation of these 1-C-b-D-glycosylic ketones with various ether linked dialdehydes. The existence of inter-and intramolecular hydrogen bonding interactions has also been studied using single-crystal XRD studies.…”

Regioselective facile one-pot Friedländer synthesis of sugar-based heterocyclic biomolecules

“…38 Even though a wide range of antibiotics are reported in the literature, 38 sugar-based antibiotics have greater impact on the scientific society. In a continuation of our ongoing research in the field of carbohydrate chemistry, [39][40][41][42][43][44] we herein report a facile one-pot regioselective synthesis of three different sugar-heterocyclic derivatives. , and 1-(2,3,4,6-tetra-O-acetyl-b-D-mannopyranosyl)-propan-2-ones (1g), were synthesized by Knoevenagel condensation of 2,4-pentadienone with 4,6-O-butylidene-D-glucopyranose, D-glucose, D-xylose, and D-galactose, respectively, followed by acetylation of the free hydroxyl group.…”

Supramolecular Nanofibers/Hydrogels of the Conjugates of Nucleobase, Saccharide, and Amino Acids

“…[44,45] Therefore, the design and discovery of new LMW hydrogelators has been a subject of extensive studies. Since LMW hydrogelators based on the naturally occurring biological building blocks, for example, nucleobase, [46,47] saccharide, [43,[48][49][50] and nucleoside [43,[51][52][53] (which consists of both nucleobase and saccharide) have been reported, the integration of the both nucleobase and saccharide with amino acids has gained our interest. Our previous works showed that the integration of the three building blocks nucleobase, amino acids, and saccharide (NAS) generated a novel kind of hydrogelators to gel water with high biocompatibilities.…”