Girish Mahajan (Editor)

1,2,3,4,6 Pentagalloyl glucose

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Covid-19
Formula  C41H32O26
Molar mass  940.67 g/mol
1,2,3,4,6-Pentagalloyl glucose httpsuploadwikimediaorgwikipediacommonsthu

1,2,3,4,6-Pentagalloylglucose is the pentagallic acid ester of glucose. It is a gallotannin and the precursor of ellagitannins.

Contents

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

It may also be used in radioprotection.

Natural occurrence

1,2,3,4,6-Pentagalloyl glucose can be found in Punica granatum (pomegranate), Elaeocarpus sylvestris, Rhus typhina (Staghorn sumac), and Paeonia suffruticosa (Tree Peony).

Biosynthesis

The enzyme beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase uses 1-O-galloyl-beta-D-glucose and 1,2,3,6-tetrakis-O-galloyl-beta-D-glucose to produce D-glucose and pentagalloyl glucose.

Metabolism of ellagitannins

Tellimagrandin II is formed from pentagalloyl glucose by oxidative dehydrogenation and coupling of 2 galloyl groups.

β-glucogallin: 1,2,3,4,6-pentagalloyl-β-d-glucose galloyltransferase is an enzyme found in the leaves of Rhus typhina that catalyzes the galloylation of 1,2,3,4,6-penta-O-galloyl-β-D-glucose to 3-O-digalloyl-1,2,4,6-tetra-O-galloyl-β-d-glucose (hexa-galloylglucose).

Chemistry

Pentagalloyl glucose can undergo oxidation reactions which are depending on the pH.

References

1,2,3,4,6-Pentagalloyl glucose Wikipedia


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