The Amadori rearrangement is an organic reaction describing the acid or base catalyzed isomerization or rearrangement reaction of the N-glycoside of an aldose or the glycosylamine to the corresponding 1-amino-1-deoxy-ketose. Organic reactions are Chemical reactions involving Organic compounds The basic Organic chemistry reaction types are Addition reactions Elimination In acid catalysis and base catalysis a Chemical reaction is catalyzed by an Acid or a base. In Chemistry isomerisation is the process by which one Molecule is transformed into another molecule which has exactly the same atoms but the atoms are rearranged A rearrangement reaction is a broad class of Organic reactions where the carbon skeleton of a Molecule is rearranged to give a Structural isomer of the original An aldose is a Monosaccharide (a simple Sugar) containing one Aldehyde group per Molecule and having a Chemical formula of the Glycosylamine is a biochemical compound consisting of an Amine with a β-N-glycosidic bond to a Carbohydrate. Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. A ketose is a Sugar containing one Ketone group per Molecule.  The reaction is important in carbohydrate chemistry. Carbohydrates (from ' Hydrates of Carbon ' or saccharides ( Greek σάκχαρον meaning " Sugar " are the most
The reaction mechanism is demonstrated starting from the reaction of D-mannose in its closed (1) and open-form (2) with ammonia the 1,1-amino-alcohol 3 which is unstable and loses water to the glycosylamine (again the open imine (5) and the closed form hemiaminal (4)) which is the starting point for the actual Amadori rearrangement. Chemistry, a reaction mechanism is the step by step Sequence of Elementary reactions by which overall Chemical change occurs. Mannose is a Sugar Monomer of the Hexose series of Carbohydrates Metabolism Mannose enters the carbohydrate Metabolism Ammonia is a compound with the formula N[[hydrogen H3]] It is normally encountered as a Gas with a characteristic pungent Odor Glycosylamine is a biochemical compound consisting of an Amine with a β-N-glycosidic bond to a Carbohydrate. An imine is a Functional group or Chemical compound containing a Carbon – Nitrogen Double bond. A hemiaminal is a Functional group or type of Chemical compound that has a Hydroxyl group and an Amine attached to the same Carbon 
By treatment of the glycosylamine with pyridine and acetic anhydride the imine group rearranges and the intermediate enol in turn rearranges to the ketone. Pyridine is a Chemical compound with the formula C5[[Hydrogen H5]] N. Acetic anhydride is the Chemical compound with the formula (CH3CO2O Enols (also known as alkenols) are Alkenes with a Hydroxyl group affixed to one of the carbon atoms composing the Double bond. A ketone (pronounced as key tone) is either the Functional group characterized by a Carbonyl group (O=C linked to two other Carbon atoms or In this particular reaction the all alcohol and amino groups are acylated as well. In Chemistry, an alcohol is any Organic compound in which a Hydroxyl group ( - O[[hydrogen H]]) is bound to a Carbon Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. In Chemistry, acylation (rarely but more formally alkanoylation) is the process of adding an Acyl group to a compound
The reaction is associated with the Maillard reaction with reagents naturally occurring sugars and amino acids. The Maillard reaction is a Chemical reaction between an Amino acid and a Reducing sugar, usually requiring Heat. In Chemistry, an amino acid is a Molecule containing both Amine and Carboxyl Functional groups In Biochemistry, this
An Amadori product is an intermediate in the production of an advanced glycation end-product (AGE) as a result of glycation. Glycation (sometimes called non-enzymatic Glycosylation) is the result of a sugar molecule such as Fructose or Glucose, bonding to a Protein
The formation of an advanced glycation end-product involves the following steps:
The first two steps in this reaction are both reversible, but the last step is irreversible.