A galactoside is a
glycoside
In chemistry, a glycoside 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. ...
containing
galactose
Galactose (, '' galacto-'' + '' -ose'', "milk sugar"), sometimes abbreviated Gal, is a monosaccharide sugar that is about as sweet as glucose, and about 65% as sweet as sucrose. It is an aldohexose and a C-4 epimer of glucose. A galactose molec ...
. The H of the OH group on carbon-1 of
galactose
Galactose (, '' galacto-'' + '' -ose'', "milk sugar"), sometimes abbreviated Gal, is a monosaccharide sugar that is about as sweet as glucose, and about 65% as sweet as sucrose. It is an aldohexose and a C-4 epimer of glucose. A galactose molec ...
is replaced by an organic moiety.
![ONPG structure](https://upload.wikimedia.org/wikipedia/commons/e/e8/ONPG_structure.png)
Depending on whether the glycosidic bond lies "above" or "below" the plane of the galactose molecule, galactosides are classified as α-galactosides or β-galactosides.
A β-galactoside is a type of galactoside in which the
glycosidic bond
A glycosidic bond or glycosidic linkage is a type of covalent bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate.
A glycosidic bond is formed between the hemiacetal or hemiketal group ...
lies above the plane of the
galactose
Galactose (, '' galacto-'' + '' -ose'', "milk sugar"), sometimes abbreviated Gal, is a monosaccharide sugar that is about as sweet as glucose, and about 65% as sweet as sucrose. It is an aldohexose and a C-4 epimer of glucose. A galactose molec ...
residue. The most commonly recognized and used β-galactoside in biochemistry is
lactose
Lactose is a disaccharide sugar synthesized by galactose and glucose subunits and has the molecular formula C12H22O11. Lactose makes up around 2–8% of milk (by mass). The name comes from ' (gen. '), the Latin word for milk, plus the suffix '' - ...
. However, other chemicals, such as
ONPG, are known, but these are typically synthesized for biochemical assays.
Galactosides play significant roles in metabolic processes of many organisms and are hydrolyzed by a class of enzymes called galactosidases and are classified according to what type of glycosidic linkage on the galactoside they will break.
For example, enzymes that hydrolyze the β-galactoside glycosidic bond are called
β-galactosidases, while those that hydrolyze the α-galactoside glycosidic bond are known as
α-galactosidases.
References
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