Self-assembly of bacteria cellulose hydrogels carrying multiple carbohydrate appendages to visualize carbohydrate-carbohydrate interactions

• Published in: Carbohydrate polymers Vol. 223; p. 115062
• Main Authors: Yoshida, Keisuke, Kaino, Mizuki, Sekiguchi, Maki, Chigira, Naoto, Amano, Yoshitsugu, Inokuchi, Mayu, Li, Qintong, Hasegawa, Teruaki
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01-11-2019
• Subjects: Alkynes - chemistry; Azides - chemistry; Bacterial cellulose; Calcium - chemistry; Carbohydrate–carbohydrate interaction; Cellulose - chemistry; Cocos - chemistry; Cocos - microbiology; Huisgen cycloaddition; Hydrogel; Hydrogels - chemical synthesis; Hydrogels - chemistry; Magnesium - chemistry; Oligosaccharides - chemistry; Plant Lectins - chemistry; Polysaccharides, Bacterial - chemistry; Ricinus - chemistry; Sodium - chemistry; PBS; BC; CDMBI; DIPEA; GNPs; Huisgen cycloaddition; MAL–II; RCA; GSLs; CCIs; SNPs; Bacterial cellulose; Carbohydrate–carbohydrate interaction; DMC; Hydrogel; TEM
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2019.115062

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•Bacteria cellulose hydrogels carrying lactosides or 3’-sialyllactosides.•Carbohydrate-carbohydrate interactions that were monitored with naked eye.•Ion-selectivity (Ca2+, Mg2+, or Na+) to induce carbohydrate-carbohydrate interactions.
Nata de coco was chemically modified to afford the bacterial cellulose hydrogels carrying terminal alkynes. The resultant hydrogels were then converted into hydrogels carrying lactosides or those carrying α–2,3–sialyllactosides by the Cu+–catalyzed alkyne–azide cyclization. The stable homo association of the hydrogels carrying lactosides was observed in an aqueous solution containing Ca2+, thereby demonstrating the Ca2+–mediated lactoside–lactoside interactions. Ca2+ also stabilized the hetero associations among the hydrogels carrying lactosides and those carrying α–2,3–sialyllactosides, thereby also demonstrating the Ca2+-induced interactions between the lactosides and the α–2,3–sialyllactosides. The sizes of these hydrogels were of the order of ca. 5 mm, and their associations could thus be readily monitored with the naked eye.