Biosynthesis Of Gallotannins. ß-Glucogallin-Dependent Galloylation Of 1,6-Digailoylglucose To 1,2,6-Trigalloylglucose

An enzyme from leaves of sumach (Rhus typhina) was partially purified that catalyzes the β-glucogallin (l-O-galloylglucose)-dependent galloylation of 1,6-digalloylglucose, thus forming 1,2,6-trigalloylglucose and free glucose. This acyltransferase had a molecular weight of ca. 750,000 and a pH optimum at 5.0-5 .5. Besides β-glucogallin (Km = 3.9 mM ) , also related 1-O-phenylcarboxylglucoses acted as acyl donors. On the other hand, the acceptor substrate, 1,6-digalloylglucose (Km = 0.9 mM ) , could only be replaced by 1,6-diprotocatechuoylglucose (relative activity 46%); however, also tri-, tetra-, and pentagalloylglucoses were galloylated. A pronounced stimulation of the enzymatic reaction was observed upon addition of penta- or hexagalloylglucose into the assay mixtures. The systematic name “ β-glucogallin: 1,6-di-O-galloylglucose 2-O-galloyltransferase” (EC 2.3.1. - ) is proposed for the enzyme

• Publication year

  1991

• Venue

  Zeitschrift für Naturforschung C

• Publication date

  1991-06-01

• Fields of study

  Biology, Chemistry

• Identifiers
  DOI 10.1515/znc-1991-5-609
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• No references are available for this paper.

• Key genes in a “Galloylation-Degalloylation cycle” controlling the synthesis of hydrolyzable tannins in strawberry plants

  2024cites this paper
• The shikimate pathway: gateway to metabolic diversity.

  2024cites this paper
• Regulation of Plant Tannin Synthesis in Crop Species

  2022cites this paper
• Biosynthesis of Phenylpropanoids and Related Compounds (From APR Volume 40)

  2018cites this paper
• Ellagitannin geraniin: a review of the natural sources, biosynthesis, pharmacokinetics and biological effects

  2017cites this paper
• The Chemistry and Chemical Ecology of Ellagitannins in Plant–Insect Interactions: From Underestimated Molecules to Bioactive Plant Constituents

  2014cites this paper
• Biosynthesis of Ellagitannins: Old Ideas and New Solutions

  2009cites this paper
• Enzymology of gallotannin and ellagitannin biosynthesis.

  2005cites this paper
• A new compound from Geum rivale L.

  2002cites this paper
• Biosynthesis and subcellular distribution of hydrolyzable tannins.

  2001cites this paper
• Biosynthesis, Biodegradation, and Cellular Localization of Hydrolyzable Tannins

  1999cites this paper
• Biosynthesis and Biodegradation of Complex Gallotannins

  1999cites this paper
• Che farò senza polifenoli?

  1999cites this paper
• Glucose polyester biosynthesis. Purification and characterization of a glucose acyltransferase.

  1999cites this paper
• Preparation of [14C]-Labelled 1,2,3,4,6-Penta-O-Galloyl-β-ᴅ-Glucose and Related Gallotannins

  1996cites this paper
• Enzymatic Synthesis of Gallotannins and Related Compounds

  1992cites this paper
• Enzymes in the Biosynthesis of Hydrolyzable Tannins

  1992cites this paper