Optimum pyrolytic conditions for furan derivative formation from polyamino sugars

Furan derivatives were prepared by hydrolysis of glucosamine derived from polyamino sugars assisted with pyrolysis in alkaline condition. Pyrolysis was carried out with autoclaving at 15 psi/121° C/1 hour. The reaction was monitored by observing spectral characteristics at λ_max 545 nm with p-dimethylaminobenzaldehyde. Alkaline hydrolysis favors the formation of furan derivatives in N-acetylglucosamine, glucosamine, hyaluronic acid, but not in dermatan sulfate and chondroitin sulfate. These results indicate -OH group orientation in the cis position at C₄ of the Haworth projection formula of hexosamines may be playing a role in the formation of furans. This can be a useful method for estimation of the glucosamine in glycoprotein and urine.