1,2,3,4,6-Pentagalloyl glucose
Encyclopedia
1,2,3,4,6-Pentagalloyl glucose is the pentahydroxy gallic acid
Gallic acid
Gallic acid is a trihydroxybenzoic acid, a type of phenolic acid, a type of organic acid, also known as 3,4,5-trihydroxybenzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H23COOH. Gallic acid is found both free and as part of...

 ester of glucose
Glucose
Glucose is a simple sugar and an important carbohydrate in biology. Cells use it as the primary source of energy and a metabolic intermediate...

. It is the common precursor of gallotannin
Gallotannin
A gallotannin is a class of molecules belonging to the hydrolysable tannins. Gallotannins are polymers formed when gallic acid, a polyphenol monomer, esterifies and binds with the hydroxyl group of a polyol carbohydrate such as glucose.-Metabolism:...

s and the related ellagitannin
Ellagitannin
The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative linkage of galloyl groups in 1,2,3,4,6-Pentagalloyl glucose...

s.

Pentagalloyl glucose can precipitate proteins including human salivary α-amylase.

Biosynthesis

The enzyme beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase
Beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase
In enzymology, a beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase is an enzyme that catalyzes the chemical reactionThus, the two substrates of this enzyme are 1-O-galloyl-beta-D-glucose and 1,2,3,6-tetrakis-O-galloyl-beta-D-glucose, whereas its two products are D-glucose and...

 uses 1-O-galloyl-beta-D-glucose and 1,2,3,6-tetrakis-O-galloyl-beta-D-glucose to produce D-glucose
Glucose
Glucose is a simple sugar and an important carbohydrate in biology. Cells use it as the primary source of energy and a metabolic intermediate...

 and Pentagalloyl glucose.

Metabolism of ellagitannins

Tellimagrandin II
Tellimagrandin II
Tellimagrandin II is the first of the ellagitannins formed from 1,2,3,4,6-pentagalloyl-glucose. It can be found in Geum japonicum and Syzygium aromaticum . The compound shows anti-herpesvirus properties....

, first of all ellagitannins, forms from pentagalloyl glucose by oxydative dehydrogenation and coupling of 2 galloyl groups.
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