Literature DB >> 10930242

Cross-coupling of hydroxycinnamyl aldehydes into lignins.

H Kim1, J Ralph, N Yahiaoui, M Pean, A M Boudet.   

Abstract

Pathways for hydroxycinnamyl aldehyde incorporation into lignins are revealed by examining transgenic plants deficient in cinnamyl alcohol dehydrogenase, the enzyme that converts hydroxycinnamyl aldehydes to the hydroxycinnamyl alcohol lignin monomers. In such plants the aldehydes incorporate into lignins via radical coupling reactions. As diagnostically revealed by long-range (13)C-(1)H correlative NMR, sinapyl aldehyde (3, 5-dimethoxy-4-hydroxy-cinnamaldehyde) 8-O-4-cross-couples with both guaiacyl (3-methoxy-4-hydroxyphenyl-propanoid) and syringyl (3, 5-dimethoxy-4-hydroxyphenyl-propanoid) units, whereas coniferyl aldehyde cross-couples only with syringyl units.

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Year:  2000        PMID： 10930242     DOI： 10.1021/ol005906o

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  19 in total

Review 1.  Unravelling cell wall formation in the woody dicot stem.

Authors:  E J Mellerowicz; M Baucher; B Sundberg; W Boerjan
Journal:  Plant Mol Biol       Date:  2001-09       Impact factor: 4.076

2.  Environmental stresses of field growth allow cinnamyl alcohol dehydrogenase-deficient Nicotiana attenuata plants to compensate for their structural deficiencies.

Authors:  Harleen Kaur; Kamel Shaker; Nicolas Heinzel; John Ralph; Ivan Gális; Ian T Baldwin
Journal:  Plant Physiol       Date:  2012-05-29       Impact factor: 8.340

3.  Changes in stem lignins (monomer composition and crosslinking) and peroxidase are related with the maintenance of leaf photosynthetic integrity during Verticillium wilt in Capsicum annuum.

Authors:  Federico Pomar; Marta Novo; María A Bernal; Fuencisla Merino; A Ros Barceló
Journal:  New Phytol       Date:  2004-07       Impact factor: 10.151

4.  A Century-Old Mystery Unveiled: Sekizaisou is a Natural Lignin Mutant.

Authors:  Masanobu Yamamoto; Hirokazu Tomiyama; Akio Koyama; Hisato Okuizumi; Sarah Liu; Ruben Vanholme; Geert Goeminne; Yuta Hirai; Hu Shi; Naoki Takata; Tsutomu Ikeda; Mikiko Uesugi; Hoon Kim; Shingo Sakamoto; Nobutaka Mitsuda; Wout Boerjan; John Ralph; Shinya Kajita
Journal:  Plant Physiol       Date:  2020-02-12       Impact factor: 8.340

5.  Genetic variations of cell wall digestibility related traits in floral stems of Arabidopsis thaliana accessions as a basis for the improvement of the feeding value in maize and forage plants.

Authors:  Y Barrière; D Denoue; M Briand; M Simon; L Jouanin; M Durand-Tardif
Journal:  Theor Appl Genet       Date:  2006-04-28       Impact factor: 5.699

6.  Different Routes for Conifer- and Sinapaldehyde and Higher Saccharification upon Deficiency in the Dehydrogenase CAD1.

Authors:  Rebecca Van Acker; Annabelle Déjardin; Sandrien Desmet; Lennart Hoengenaert; Ruben Vanholme; Kris Morreel; Françoise Laurans; Hoon Kim; Nicholas Santoro; Cliff Foster; Geert Goeminne; Frédéric Légée; Catherine Lapierre; Gilles Pilate; John Ralph; Wout Boerjan
Journal:  Plant Physiol       Date:  2017-09-06       Impact factor: 8.340

7.  Loss of function of cinnamyl alcohol dehydrogenase 1 leads to unconventional lignin and a temperature-sensitive growth defect in Medicago truncatula.

Authors:  Qiao Zhao; Yuki Tobimatsu; Rui Zhou; Sivakumar Pattathil; Lina Gallego-Giraldo; Chunxiang Fu; Lisa A Jackson; Michael G Hahn; Hoon Kim; Fang Chen; John Ralph; Richard A Dixon
Journal:  Proc Natl Acad Sci U S A       Date:  2013-07-30       Impact factor: 11.205

8.  Soybean (Glycine max) root lignification induced by ferulic acid. The possible mode of action.

Authors:  W D dos Santos; M L L Ferrarese; C V Nakamura; K S M Mourão; C A Mangolin; O Ferrarese-Filho
Journal:  J Chem Ecol       Date:  2008-07-15       Impact factor: 2.626

9.  Downregulation of cinnamoyl-coenzyme A reductase in poplar: multiple-level phenotyping reveals effects on cell wall polymer metabolism and structure.

Authors:  Jean-Charles Leplé; Rebecca Dauwe; Kris Morreel; Véronique Storme; Catherine Lapierre; Brigitte Pollet; Annette Naumann; Kyu-Young Kang; Hoon Kim; Katia Ruel; Andrée Lefèbvre; Jean-Paul Joseleau; Jacqueline Grima-Pettenati; Riet De Rycke; Sara Andersson-Gunnerås; Alexander Erban; Ines Fehrle; Michel Petit-Conil; Joachim Kopka; Andrea Polle; Eric Messens; Björn Sundberg; Shawn D Mansfield; John Ralph; Gilles Pilate; Wout Boerjan
Journal:  Plant Cell       Date:  2007-11-16       Impact factor: 11.277

10.  Manipulation of Guaiacyl and Syringyl Monomer Biosynthesis in an Arabidopsis Cinnamyl Alcohol Dehydrogenase Mutant Results in Atypical Lignin Biosynthesis and Modified Cell Wall Structure.

Authors:  Nickolas A Anderson; Yuki Tobimatsu; Peter N Ciesielski; Eduardo Ximenes; John Ralph; Bryon S Donohoe; Michael Ladisch; Clint Chapple
Journal:  Plant Cell       Date:  2015-08-11       Impact factor: 11.277
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