GLUCOSAMINE

A Haworth structure is shown for glucosamine in the article. Draw glucosamine in its most stable chair conformation. Draw glucosamine as an open chain compound in a Fisher projection.


Is the glucosamine shown as the alpha- or beta-anomer? Using the parent chain numbering system for glucose, give a more specific name for this amine derivative of glucose.


Using Haworth formulas, draw a structure for chitosan, polyglucosamine. The polymer contains beta-(1-4') glucosidic linkages.


Modify the drawing above to produce chitin, poly N-acetylglucosamine.


By what reaction procedure could the chitin be deacylated to form chitosan? What is the by-product of the reaction?


By what reaction procedure could the chitin be depolymerized?