Some studies have reported the method for treating the spent mushroom substrate (SMS). However, the effective use as a functional raw material based on properties of SMS remains a formidable challenge. In this study, we investigated the usefulness of SMS in agriculture to develop a new method for treating and utilizing it. First, we attempted to isolate chitin/cellulose nanofiber complex (CCNFC) from SMS using chemical pretreatment and mechanical fibrillation. The characterization results like SEM, FT-IR, and XRD showed that we successfully isolated the CCNFC from SMS. Second, we explored the biological activities of the CCNFC for its potential application as a functional agricultural nanomaterial. CCNFC water dispersion with low concentration (0.1 and 1 mg/mL) exhibited significant plant disease resistance and plant growth promotion activities. Our results suggested that SMS may provide a useful source of functional agricultural nanomaterial, which may contribute to treating and applying it in agriculture.

α-Chitin derived from crab shells was treated with 30% sodium hydroxide to prepare partially deacetylated chitin with a deacetylation degree of 36%. Partially deacetylated chitin nanofibers were prepared by applying weak ultrasonic energy generated by a domestic ultrasonic cleaner. The deacetylated chitin was easily disintegrated into nanofibers with the aid of electrostatic repulsion and osmotic pressure effect of amino cations on the chitin surfaces. The nanofibers were characterized in terms of yield, morphology, crystallinity, viscosity, and dispersibility. After a series of characterizations, ultrasonication with 45 kHz frequency and 20 min treatment was found to be the optimum conditions for obtaining fine nanofibers with a high yield.

Poly(p-phenylene benzobisoxazole) (PBO) nanofibers were prepared from commercially available PBO fiber by a simple downsizing process for the first time. Partial alkaline hydrolysis of the oxazole ring brought ionic functional groups onto the fiber surface, enabling the disintegration of the PBO fiber into nanofibers with the help of an electrostatic repulsive force. The obtained nanofibers, whose average diameter was 24 nm, were characterized by SEM, FT-IR, ζ-potential analysis, XRD, and TGA. They dispersed homogeneously in water due to the surface charges. Filtration allowed a PBO nanofiber sheet to be easily prepared from the homogeneous dispersion in water.

In order to synthesize a promising material for developing a novel peptide/protein delivery system, guanidinylation of chitooligosaccharides with 1-amidinopyrazole hydrochloride was investigated herein. The production of guanidinylated chitooligosaccharides was demonstrated by infrared spectroscopy (IR), nuclear magnetic resonance (NMR), and elemental analyses. Interestingly, we found that the reducing end in the guanidinylated chitooligosaccharides was converted to a cyclic guanidine structure (2-[(aminoiminomethyl)amino]-2-deoxy-d-glucose structure). This reaction was carefully proven by the guanidinylation of d-glucosamine. Although this is not the first report on the synthesis of the 2-[(aminoiminomethyl)amino]-2-deoxy-d-glucose, it has provided a rational synthetic route using the high reactivity of the reducing end. Furthermore, we found that the interaction between chitooligosaccharides and bovine serum albumin is weak when in a neutral pH environment; however, it is significantly improved by guanidinylation. The guanidinylated chitooligosaccharides are useful not only for the development of a novel drug delivery system but also as a chitinase/chitosanase inhibitor and an antibacterial agent.