English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
 
 
DownloadE-Mail
  Gallocatechin biosynthesis via a flavonoid 30,50-hydroxylase is a defense response in Norway spruce against infection by the bark beetle-associated sap-staining fungus Endoconidiophora polonica

Hammerbacher, A., Raguschke, B., Wright, L., & Gershenzon, J. (2018). Gallocatechin biosynthesis via a flavonoid 30,50-hydroxylase is a defense response in Norway spruce against infection by the bark beetle-associated sap-staining fungus Endoconidiophora polonica. Phytochemistry, 148, 78-86. doi:10.1016/j.phytochem.2018.01.017.

Item is

Basic

show hide
Genre: Journal Article

Files

show Files
hide Files
:
GER508.pdf (Publisher version), 997KB
 
File Permalink:
-
Name:
GER508.pdf
Description:
-
Visibility:
Restricted (Max Planck Institute for Chemical Ecology, MJCO; )
MIME-Type / Checksum:
application/pdf
Technical Metadata:
Copyright Date:
-
Copyright Info:
-
License:
-

Locators

show

Creators

show
hide
 Creators:
Hammerbacher, Almuth1, Author              
Raguschke, Bettina1, Author              
Wright, Louwrance1, Author              
Gershenzon, Jonathan1, Author              
Affiliations:
1Department of Biochemistry, Prof. J. Gershenzon, MPI for Chemical Ecology, Max Planck Society, ou_421893              

Content

show
hide
Free keywords: -
 Abstract: One of the best-studied defense responses to fungal infection in Norway spruce (Picea abies) is the biosynthesis of flavan-3-ols, which accumulate as monomers or polymers known as proanthocyanidins. The individual flavan-3-ol units consist of compounds with a 30,40-dihydroxylated B ring [2,3-(trans)- (þ)-catechin or 2,3-(cis)-()-epicatechin] and compounds with a 30,40,50-trihydroxylated B ring [2,3 (trans)-(þ)-gallocatechin or 2,3-(cis)-()-epigallocatechin]. While much is known about the biosynthesis and biological activity of catechin in Norway spruce, there is little comparable information about gallocatechin or epigallocatechin.We found that there was a significant increase in the gallocatechin content of Norway spruce bark and wood after inoculation with the bark beetle-associated sap-staining fungus Endoconidiophora polonica. Gallocatechins increased proportionally more than catechins as both monomers and units of polymers. A flavonoid 30,50-hydroxylase gene identified in Norway spruce was shown by heterologous expression in Nicotiana benthamiana to be involved in the conversion of 2,3 (trans)-(þ)-catechin to 2,3 (trans)-(þ)-gallocatechin. The formation of the trihydroxylated B ring in Norway spruce occurs at the level of flavan-3-ols, rather than at the level of dihydroflavonols as in many angiosperms. The transcript abundance of the flavonoid 30,50- hydroxylase gene also increased significantly during fungal infection underlining its importance in gallocatechin biosynthesis. Comparisons of the effect of 2,3 (trans)-(þ)-catechin and 2,3 (trans)- (þ)-gallocatechin on fungal growth revealed that 2,3 (trans)-(þ)-catechin is a stronger inhibitor of fungal growth, while 2,3 (trans)-(þ)-gallocatechin is a stronger inhibitor of melanin biosynthesis.

Details

show
hide
Language(s):
 Dates: 2018-01-252018-02-062018
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: Other: GER508
DOI: 10.1016/j.phytochem.2018.01.017
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Phytochemistry
  Other : Phyto
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 148 Sequence Number: - Start / End Page: 78 - 86 Identifier: ISSN: 0031-9422
CoNE: https://pure.mpg.de/cone/journals/resource/954925433416