Glycoside is one of a group of organic compounds in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. The sugar group is known as the glycon and the non-sugar group as the aglycon. According to the IUPAC definition, all disaccharides and polysaccharides are glycosides where the aglycone is another sugar.
In the free hemiacetal form, sugars will spontaneously equilibrate between the α and β anomers. However, once the glycosidic bond is formed, the anomeric configuration of the ring is locked as either α or β. Therefore, the alpha and beta glycosides are chemically distinct. They will have different chemical, physical, and biological properties. Many glycosides occur abundantly in plants, especially as flower and fruit pigments.
The term glycoside was later extended to cover not only compounds in which the anomeric hydroxy group is replaced by a group -OR, but also those in which the replacing group is -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides). Thioglycoside and selenoglycoside are legitimate generic terms; however the use of N-glycoside, although widespread in biochemical literature, is improper and not recommended here (glycosylamine is a perfectly acceptable term). C-Glycoside is even less acceptable. All other glycosides are hydrolysable; the C-C bond of C-glycosides is usually not. The use and propagation of names based on C-glycoside terminology is therefore strongly discouraged.
Macromolecule is a molecule of high relative molecular mass (molecular weight), the structure of which essentially comprises the multiple repetitions of units derived, actually or conceptually, from molecules of low relative molecular mass. The types of macromolecules are natural and synthetic polymers, carbohydrates, lipids, proteins etc. Cellulose is a polysaccharide that is made up of hundreds, even thousands of glucose molecules strung together.
Starch (C6H10O5)x is a polysaccharide used by plants to stockpile glucose molecules. It is the major component of flour, potatoes, rice, beans, corn, and peas. Starch is a mixture of two different polysaccharides: amylose (about 20 %), which is insoluble in cold water, and amylopectin (about 80 %), which is soluble in cold water. Amylose is composed of unbranched chains of D-glucose units joined by α(1→4)-glycosidic linkages. Unlike amylose, which are linear polymers, amylopectin contains α(1→6)-glycoside branches approximately every 25 glucose units.
Starch digestion begins in the mouth via the action of amylase, a digestive enzyme present in saliva. The process is completed in the small intestine by the pancreatic amylase. The final products of starch digestion, glucose molecules, are absorbed into the intestinal bloodstream and transported to the liver. Like most enzymes, glycosidases are highly selective in their action. They hydrolyze only the α-glycoside links in starch and leave the β-glycoside links in cellulose untouched. Starch is important food stuff and is used in adhesives, and sizes, in laundering, pharmacy and medicine.
Chitosan is a linear polysaccharide composed of randomly distributed N-acetyl D-glucosamine and D-glucosamine units. It can be easily derived from partial deacetylation of natural polymer chitin. At a minimum deacetylization level of 60 % (amount of free amino groups in the polymer) it is considered to be chitosan. Thanks to the amino groups of D-glucosamine, chitosan can be protonated and turned into polycation, which is one of the sources of unique properties of chitosan as biopolymer, like aqueous solubility, antibacterial properties, biodegradability with non-toxic residues and biocompatibility.
Chitin is a nitrogen-containing linear polysaccharide of ß(1->4) linked units of N-acetyl-ß-d-glucosamine. The structure of chitin is similar to cellulose except for the replacement hydroxyl group (-OH) at the carbon 2 with an acetyl amine group (–NH–CO–CH3). Chitin is the main component of the exoskeleton, or outer covering of insects, crustaceans, and arachnids. It is also found in the cell walls of certain fungi and algae. After cellulose, chitin is the second most abundant biopolymer in nature. It is insoluble in water, organic solvents, weak acids and lyes.
Generalic, Eni. "Polisaharid." Croatian-English Chemistry Dictionary & Glossary. 29 June 2022. KTF-Split. {Date of access}. <https://glossary.periodni.com>.
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