Table of Contents
What is Glycone and aglycone?
A glycoside is a molecule consisting of a sugar and a non-sugar group, called an aglycone. The sugar group is known as the glycone and can consist of a single sugar group or several sugar groups.
What type of glycoside is salicin?
Salicin is an alcoholic β-glucoside. Salicin is produced in (and named after) willow (Salix) bark. It is a biosynthetic precursor to salicylaldehyde.
Where is salicin found?
What is glycoside formation?
Formation of glycosides is an example of acetal formation, which is a reaction between a hemiacetal group and another hydroxyl group. The linkage resulting from such a reaction is known as a glycosidic bond. Glycosides are named for the sugar that provides the hemiacetal group.
What is difference between Glycone and aglycone?
The sugar group is then known as the glycone and the non-sugar group as the aglycone or genin part of the glycoside. The glycone can consist of a single sugar group (monosaccharide), two sugar groups (disaccharide), or several sugar groups (oligosaccharide).
What is the function of aglycone?
The aglycone has been largely ignored in consideration of glycoconjugate function. Evidence is reviewed which suggests that the role of the lipid in glycolipid carbohydrate function may be particularly significant. The lipid moiety can promote or reduce carbohydrate exposure of membrane glycolipids.
What are the properties of salicin?
Salicin is an aryl beta-D-glucoside that is salicyl alcohol in which the phenolic hydrogen has been replaced by a beta-D-glucosyl residue. It has a role as a prodrug, an antipyretic, a non-narcotic analgesic, a non-steroidal anti-inflammatory drug, an EC 1.14.
What is the difference between glucoside and glycoside?
The term glucoside is to refer to a bioflavonoid being bound to glucose, in which the glucose molecule acts as a transport. The term glycoside refers to any sugar. It can be lactose, fructose, glucose, whatever. Its a more generic term.
What is aglycone form?
An aglycone (aglycon or genin) is the compound remaining after the glycosyl group on a glycoside is replaced by a hydrogen atom. For example, the aglycone of a cardiac glycoside would be a steroid molecule.
What are examples of aglycone?
Here, the aglycone is a flavonoid. Examples of this large group of glycosides include: Hesperidin (aglycone: hesperetin, glycone: rutinose) Naringin (aglycone: naringenin, glycone: rutinose)
What is the structure of salicin?
Salicin
| PubChem CID | 439503 |
|---|---|
| Structure | Find Similar Structures |
| Chemical Safety | Laboratory Chemical Safety Summary (LCSS) Datasheet |
| Molecular Formula | C13H18O7 |
| Synonyms | salicin 138-52-3 Salicoside Salicine D-(-)-Salicin More… |
How does salicin work in the body?
β-d-Salicin, upon oral administration, is metabolized (which involves glycon hydrolysis and oxidation of benzyl carbon) in the gastrointestinal tract and bloodstream into the pharmacological active form, salicylic acid.
How are glycosides synthesized?
S-Glycoside synthesis Based on the mechanism, here the formation of the glycosyl–enzyme intermediate requires the use of an activated glycosyl donor, such as dinitrophenyl or azide glycosides, and the glycosylation step needs stronger nucleophiles such as thiol derivatives.
How does salicin become salicylic acid?
When willow bark is ingested, 80% of salicin content is absorbed. Once absorbed, the salicin is metabolized by the intestinal flora to saligenin. This is further metabolized by the liver to salicylic acid (Shara & Stohs, 2015).
What is the difference between glycoside and glucoside?
How do you make aspirin from aspirin synthesis?
Synthesis of Aspirin. The main objective of the synthesis of aspirin lab was so produce aspirin (acetylsalicylic acid) through the reaction of salicylic acid and acetic anhydride. The methods used included recrystallization and scratching to produce a precipitate, which was then filtered to remove any excess moisture.
What is the history of aspirin?
It has been present for over one hundred years and is one of the most widely used medications in the world. The main objective of the synthesis of aspirin lab was so produce aspirin (acetylsalicylic acid) through the reaction of salicylic acid and acetic anhydride.
What happens when you mix aspirin with acetylsalicylic acid?
The acetylsalicylic acid will recrystallize, and the solid impurities (unreacted salicylic acid) should remain dissolved in the solution. The solid aspirin will again be collected using vacuum filtration and tested for purity. This aspirin should be more pure than the original aspirin.
What are the impurities in the synthesis of aspirin?
Figure 2: Synthesis of Aspirin. After the synthesis of aspirin, the product was recrystallized for purification to rid the product of impurities. A major impurity that could be found in the crude product would be unreacted salicylic acid. The crude product and the purified product can be tested using ferric chloride.