Anomeric carbon in the context of "Glycosides"

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⭐ Core Definition: Anomeric carbon

In carbohydrate chemistry, anomers (from Greek ἄνω 'up, above' and μέρος 'part') are specific types of stereoisomers found in sugars.

Many common sugars, such as glucose, exist in both a linear (or open-chain) form and a cyclic (or ring) form. The ring is formed when one end of the sugar molecule connects to the other end. The carbon atom where this ring closure occurs is called the anomeric carbon. Depending on the direction from which the connection is made, this anomeric carbon can have its new group (–OH) pointing in one of two distinct orientations, typically visualized as "up" or "down" in a standard diagram. These two resulting molecules are the anomers and are labeled with the Greek letters alpha (α) or beta (β).

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Anomeric carbon in the context of Cyanogenic glycoside

In chemistry, a glycoside /ˈɡlkəsd/ is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme hydrolysis, which causes the sugar part to be broken off, making the chemical available for use. Many such plant glycosides are used as medications. Several species of Heliconius butterfly are capable of incorporating these plant compounds as a form of chemical defense against predators. In animals and humans, poisons are often bound to sugar molecules as part of their elimination from the body.

In formal terms, a glycoside is any molecule in which a sugar group is bonded through its anomeric carbon to another group via a glycosidic bond. Glycosides can be linked by an O- (an O-glycoside), N- (a glycosylamine), S-(a thioglycoside), or C- (a C-glycoside) glycosidic bond. According to the IUPAC, the name "C-glycoside" is a misnomer; the preferred term is "C-glycosyl compound". The given definition is the one used by IUPAC, which recommends the Haworth projection to correctly assign stereochemical configurations.

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