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Sugar Functionalization of Silks with Pathway-Controlled Substitution and Properties.

ABSTRACT: Silk biomaterials are important for applications in biomedical fields due to their outstanding mechanical properties, biocompatibility, and tunable biodegradation. Chemical functionalization of silk by various chemistries can be leveraged to enhance and tune these features and enable the expansion of silk-based biomaterials into additional fields. Sugars are particularly relevant for intracellular communication, signal transduction events, as well as in hydrated extracellular matrices such as in cartilage, vitreous, and brain tissues. Multiple reaction pathways are demonstrated (carboxylation of serines followed by carbodiimide coupling with glucosamine, carboxylation of tyrosines followed by carbodiimide coupling with glucosamine; direct carbodiimide coupling of the inherent carboxylic acids of silk (aspartic and glutamic acid) with glucosamine) for the covalent conjugation of glucosamine onto silk with characterization by proton nuclear magnetic resonance (¹ H-NMR), liquid chromatography tandem mass spectroscopy (LC-MS), water contact angle (WCA), and Fourier transform infrared (FTIR) spectroscopy. The results indicate that different pathways substitute different amounts of glucosamine onto silk chains, with control over resulting material properties, including hydrophobicity/hydrophilicity and biological responses. The aqueous processability of these conjugates into functional material formats (films, sponges) is assessed. These new classes of bio-inspired materials can lead to multifunctional biomaterials for potential applications in different fields of biomedical engineering.

SUBMITTER: Sahoo JK

PROVIDER: S-EPMC8266746 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Project description:Insects from the order Embioptera (webspinners) spin silk fibres which are less than 200 nm in diameter. In this work, we characterized and compared the diameters of single silk fibres from nine species-Antipaluria urichi, Pararhagadochir trinitatis, Saussurembia calypso, Diradius vandykei, Aposthonia ceylonica, Haploembia solieri, H. tarsalis, Oligotoma nigra and O. saundersii. Silk from seven of these species have not been previously quantified. Our studies cover five of the 10 named taxonomic families and represent about one third of the known taxonomic family-level diversity in the order Embioptera. Naturally spun silk varied in diameter from 43.6 ± 1.7 nm for D. vandykei to 122.4 ± 3.2 nm for An. urichi. Mean fibre diameter did not correlate with adult female body length. Fibre diameter is more similar in closely related species than in more distantly related species. Field observations indicated that silk appears shiny and smooth when exposed to rainwater. We therefore measured contact angles to learn more about interactions between silk and water. Higher contact angles were measured for silks with wider fibre diameter and higher quantity of hydrophobic amino acids. High static contact angles (ranging up to 122° ± 3° for An. urichi) indicated that silken sheets spun by four arboreal, webspinner species were hydrophobic. A second contact angle measurement made on a previously wetted patch of silk resulted in a lower contact angle (average difference was greater than 27°) for all four species. Our studies suggest that silk fibres which had been previously exposed to water exhibited irreversible changes in hydrophobicity and water adhesion properties. Our results are in alignment with the 'super-pinning' site hypothesis by Yarger and co-workers to describe the hydrophobic, yet water adhesive, properties exhibited by webspinner silk fibres. The physical and chemical insights gained here may inform the synthesis and development of smaller diameter silk fibres with unique water adhesion properties.

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Sugar Functionalization of Silks with Pathway-Controlled Substitution and Properties.

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