Elucidation of new structures in lignins of CAD- and COMT-deficient plants by NMR

Phytochemistry

Volumn 57, Issue 6, 2001, Pages 993-1003

  Ralph, John ^a,b   Lapierre, Catherine ^c   Marita, Jane M ^a,b   Kim, Hoon ^a,b   Lu, Fachuang ^a,b   Hatfield, Ronald D ^a   Ralph, Sally ^d   Chapple, Clint ^e   Franke, Rochus ^e   Hemm, Matt R ^e   Van Doorsselaere, Jan ^f   Sederoff, Ronald R ^g   O'Malley, David M ^g   Scott, Jay T ^g   MacKay, John J ^h   Yahiaoui, Nabila ⁱ   Boudet, Alain M ⁱ   Pean, Michel ^j   Pilate, Gilles ^k   Jouanin, Lise ^c   Boerjan, Wout ^f   more..

^a U S DAIRY FORAGE RESEARCH CENTER   (United States)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

^c AGROPARISTECH   (France)

^d FOREST PRODUCTS LABORATORY   (United States)

^e PURDUE UNIVERSITY   (United States)

^f DEPARTMENT OF PLANT SYSTEMS BIOLOGY   (Belgium)

^g NORTH CAROLINA STATE UNIVERSITY   (United States)

^h GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

ⁱ Centre National de la Recherche Scientifique   (France)

^j Groupe de Recherches Appliquées en Phytotechnologie   (France)

^k National Institute for Agricultural Research   (France)

more..

Author keywords

5 Hydroxyconiferyl alcohol; Coniferyl aldehyde; Monolignol; Mutant; NMR; O Methyltransferase; Sinapyl aldehyde; Transgenic

Indexed keywords

ALCOHOL; ALCOHOL DEHYDROGENASE; BENZODIOXAN DERIVATIVE; CAD PROTEIN; CAFFEATE O METHYLTRANSFERASE; CAFFEATE O-METHYLTRANSFERASE; CATECHOL METHYLTRANSFERASE; CINNAMYL ALCOHOL; CINNAMYL ALCOHOL DEHYDROGENASE; LIGNIN; METHYLTRANSFERASE; POLYMER; TOBACCO;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DOWN REGULATION; GYMNOSPERM; MODEL; MUTANT; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT; REACTION ANALYSIS; STRUCTURE ANALYSIS;

ALCOHOL OXIDOREDUCTASES; GYMNOSPERMS; LIGNIN; METHYLTRANSFERASES; MODELS, CHEMICAL; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANTS, TOXIC; TOBACCO;

POPULUS BEROLINENSIS;

EID: 0035800125     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(01)00109-1     Document Type: Article

References (59)

1. Biosynthesis and genetic engineering of lignin
2. A new view of lignification
3. Labelling of a lignin from suspension cultures of Picea abies
4. Evidence for a novel biosynthetic pathway that regulates the ratio of syringyl to guaiacyl residues in lignin in the differentiating xylem of Magnolia kobus
5. Enzymic dehydrogenation of the lignin model coniferaldehyde
6. Beetle Juice
7. Pulping, bleaching, and characterization of CAD-deficient wood
8. Genetic manipulation of the phenylpropanoid pathway in transgenic tobacco: New fundamental insights and prospects for crop improvement
9. A two dimensional NMR study of birch milled wood lignin
10. Manipulation of lignin quality by downregulation of cinnamyl alcohol dehydrogenase
11. Brown-midrib maize (bml) - A mutation affecting the cinnamyl alcohol dehydrogenase gene
12. Red-brown color of lignified tissues of transgenic plants with antisense CAD gene: Wine-red lignin from coniferyl aldehyde
13. Repression of lignin biosynthesis in transgenic trees promotes cellulose accumulation and growth
14. Ferulate 5-hydroxylase from Arabidopsis is a multifunctional cytochrome P450-dependent monooxygenase catalyzing parallel hydroxylations in phenylpropanoid metabolism
15. Hydrogenolysis of protolignin XVIII. Isolation of a new dimeric compound with a heterocycle revolving α-,β-diether
16. Studies on the chemical constituents of Xanthoxylum nitidum (Roxb.) D. C. (Fagara nitida Roxb.). III. The chemical constituents of the wood
17. Lignification in transgenic poplars with extremely reduced caffeic acid O-methyltransferase activity
18. Dibenzodioxocins: A novel type of linkage in softwood lignins
19. The formation of dibenzodioxocin structures by oxidative coupling. A model reaction for lignin biosynthesis
20. Cross-coupling of hydroxycinnamyl aldehydes into lignins
21. A new type of constitutive unit in lignins from the corn bm3 mutant
22. Structural alterations of lignins in transgenic poplars with depressed cinnamyl alcohol dehydrogenase or caffeic acid O-methyltransferase activity have an opposite impact on the efficiency of industrial kraft pulping
23. Lignin structure in a mutant pine deficient in cinnamyl alcohol dehydrogenase
24. A 20th century roller coaster ride: A short account of lignification
25. 5-Hydroxyconiferyl aldehyde modulates enzymatic methylation for syringyl monolignol formation, a new view of monolignol biosynthesis in angiosperms
26. 1H NMR spectroscopy
27. Inheritance, gene expression, and lignin characterization in a mutant pine deficient in cinnamyl alcohol dehydrogenase
28. NMR characterization of lignins in Arabidopsis altered in the activity of ferulate-5-hydroxylase
29. On the behaviour of monolignol glucosides in lignin biosynthesis. II. Synthesis of monolignol glucosides labeled with 3H at the hydroxymethyl group of side chain and incorporation of the label into magnolia and ginko lignin
30. Tobacco O-methyl-transferases involved in phenylpropanoid metabolism. The different caffeoyl-coenzyme A/5-hydroxyferuloyl-coenzyme A 3/5-O-methyl-transferase and caffeic acid/5-hydroxyferulic acid 3/5-O-methyl-transferase classes have distinct substrate specificities and expression patterns
31. Lignin monomer composition is determined by the expression of a cytochrome P450-dependent monooxygenase in Arabidopsis
32. Changes in lignin and in vivo accumulation of phenolic glucosides in poplar xylem upon downregulation of CCoAOMT, an enzyme involved in lignin biosynthesis
33. Coniferyl aldehyde 5-hydroxylation and methylation direct syringyl lignin biosynthesis in angiosperms
34. Characterisation of lignin from CAD and OMT deficient bm mutants of maize
35. Abnormal lignin in a loblolly pine mutant
36. NMR characterization of altered lignins extracted from tobacco plants down-regulated for lignification enzymes cinnamyl-alcohol dehydrogenase and cinnamoyl-CoA reductase
37. Lignin structure in lignin-biosynthetic-pathway mutants and transgenics: New opportunities for engineering lignin?
38. Arylpropane-1,3-diols in lignins from normal and CAD-deficient pines
39. NMR evidence for benzodioxane structures resulting from incorporation of 5-hydroxyconiferyl alcohol into lignins of O-methyl-transferase-deficient poplars
40. Unexpected variation in lignin
41. Fourier-transform infrared and Raman spectroscopic evidence for the incorporation of cinnamaldehydes into the lignin of transgenic tobacco (Nicotiana tabacum L.) plants with reduced expression of cinnamyl alcohol dehydrogenase
42. Neolignan, phenylpropanoid and iridoid glycosides from Pedicularis verticillata
43. 5-Hydroxyguaiacyl nuclei as aromatic constituents of native lignin
44. Oxidative cross coupling of p-hydroxycinnamic alcohols with dimeric arylglycerol β-aryl ether lignin model compounds. The effect of oxidation potentials
45. Regioselectivity in lignin biosynthesis. The influence of dimerization and cross-coupling
46. Effect of down-regulation of cinnamyl alcohol dehydrogenase on cell wall composition and on degradability of tobacco stems
47. A novel lignin in poplar trees with a reduced caffeic acid/5-hydroxyferulic acid O-methyltransferase activity
48. Recent advances in understanding lignin biosynthesis
49. Impact of different levels of cinnamyl alcohol dehydrogenase down-regulation on lignins of transgenic tobacco plants
50. Preparation and reactivity of 2,6-dimethoxy-4-allylidene-2,5-cyclohexadien-1-one (vinyl quinone methide). A novel synthesis of sinapyl alcohol
51. Achieving quantitative assignment of lignin structure by combining 13C and HSQC NMR techniques