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1. (Article ID: 11117)
Puls, J
Chemistry and biochemistry of hemicelluloses: Relationship between hemicellulose structure and enzymes required for hydrolysis
Macromolecular Symposia 120 (1997)
183-196
The lignified plant cell wall is a composite material in which cellulose, hemicelluloses and lignin are in tight association. Xylans constitute the predominant hemicellulose of hardwoods and straw, wherease galactomannans represent the largest hemicellulose fraction in softwoods. Naturally occuring hemicelluloses, commercially available hemicelluloses and xylans and mannans from technical processes have distinct differences with respect to degree of polymerization and extent of branching. In principle, naturally occuring hemicelluloses carry more side chains compared to those which have been extracted with alkali or under pressure and heat. The presence or absence of substituents is also reflected by the enzymes required for complete hydrolysis. The action of the depolymerizing xylanases and mannanases may be partly dependent on debranching enzymes. Special empasis is therefore given on the substrate requirements of the so-called accessory enzymes (i.e. α-glucuronidase, α-arabinosidase, α-galactosidase, acetyl-and phenolic acid esterase) as well as on synergy effects with the depolymerizing enzymes.
Publication DOI: 10.1002/masy.19971200119Journal NLM ID: 9888296Publisher: Basel; Oxford, CT: Hüthig & Wepf
Institutions: Federal Research Centre of Forestry and Forest Products, Institute of Wood Chemistry, D-21031 Hamburg
The publication contains the following compound(s):
- Compound ID: 27756
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a-D-GlcpA4Ac-(1-2)-+
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a-L-Araf-(1-3)-+ | Fer-(9-5)-a-L-Araf-(1-3)-+
| | |
-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp3Ac-(1-4)-b-D-Xylp-(1-
Fer = ferulic acid |
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Structure type: polymer chemical repeating unit
Trivial name: arabinoxylan
Compound class: cell wall polysaccharide
- Compound ID: 27754
|
a-D-GlcpA4Ac-(1-2)-+
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-4)-b-D-Xylp2Ac3Ac-(1-4)-b-D-Xylp3Ac-(1-4)-b-D-Xylp3Ac-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp2Ac-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: xylan
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G84314JY
- Compound ID: 27755
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-4)-b-D-Manp-(1-4)-b-D-Glcp-(1-4)-b-D-Manp-(1-4)-b-D-Manp-(1-4)-b-D-Glcp-(1-4)-b-D-Manp-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: glucomannan
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G19998MW
- Compound ID: 27757
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a-D-GlcpA4Ac-(1-2)-+ a-L-Araf-(1-3)-+
| |
-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1-4)-b-D-Xylp-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: arabino-4-O-methylglucuronoxylan
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G58981YY
- Compound ID: 27758
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a-D-Galp-(1-6)-+
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-4)-b-D-Manp3Ac-(1-4)-b-D-Manp-(1-4)-b-D-Glcp-(1-4)-b-D-Glcp3Ac-(1-4)-b-D-Manp3Ac-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: acetylgalactoglucucomannan
Compound class: cell wall polysaccharide
Reference(s) to other database(s): GTC:G71131BD
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2. (Article ID: 11993)
Alluis B, Pérol N, El hajji H, Dangles O
Water-soluble flavonol (= 3-hydroxy-2-phenyl-4H-1-benzopyran-4-one) derivatives: Chemical synthesis, colouring, and antioxidant properties
Helvetica Chimica Acta 83(2) (2000)
428-443
Water-soluble derivatives of rutin, a very common glycoside of quercetin (=3,3′,4′,5,7-pentahydroxyflavone=2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one) and a potent plant antioxidant from the flavonol family, were synthesized by simple chemical procedures aimed at introducing carboxy or sulfo groups at the sugar moiety (Scheme 1). Such derivatives form stable molecular complexes with malvin, a polyphenolic pigment from the anthocyanin family, and thereby prove to be very effective in the enhancement (hyperchromism) and variation (bathochromism) of natural colours. The H2O-solubilizing carboxylate and sulfate groups are shown to deeply modify the enthalpy-entropy balance of the pigment-flavonol complexation (copigmentation). A molecular interpretation of the complexation-induced bathochromic shift in the pigment VIS band is proposed. Finally, the H2O-soluble rutin derivatives are shown to retain the high antioxidant ability of rutin as evidenced by their efficient trapping of the coloured radical DPPH (=2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl).
chemical synthesis, derivatives, rutin, malvin, natural pigments
Publication DOI: 10.1002/(SICI)1522-2675(20000216)83:2<428::AID-HLCA428>3.0.CO;2-JJournal NLM ID: 2985094RPublisher: Verlag Helvetica Chimica Acta
Correspondence: dangles

univ-lyon1.fr
Institutions: Université Claude Bernard-Lyon I, UMR-CNRS 5078, Laboratoire des Polyphénols, Villeurbanne, France, Université Cadi Ayyad, Faculté des Sciences et Techniques-Guéliz, Marrakech, Maroc
Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, TLC, ESI-MS, chemical synthesis, UV, acetylation, fluorescence spectroscopy, CC, antioxidant activities, spectrophotometry, derivatization
The publication contains the following compound(s):
- Compound ID: 20822
Structure type: oligomer
C27H30O16
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
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3. (Article ID: 12005)
Ashida H, Fukuda I, Yamashita T, Kanazawa K
Flavones and flavonols at dietary levels inhibit a transformation of aryl hydrocarbon receptor induced by dioxin
FEBS Letters 476(3) (2000)
213-217
Dioxins invade the body mainly through the diet, and produce toxicity through the transformation of aryl hydrocarbon receptor (AhR). An inhibitor of the transformation should therefore protect against the toxicity and ideally be part of the diet. We examined flavonoids ubiquitously expressed in plant foods as one of the best candidates, and found that the subclasses flavones and flavonols suppressed antagonistically the transformation of AhR induced by 1 nM of 2,3,7,8-tetrachlorodibenzo-p-dioxin, without exhibiting agonistic effects that transform AhR. The antagonistic IC(50) values ranged from 0.14 to 10 μM, close to the physiological levels in human.
flavonoid, cancer prevention, dioxin antagonist, aryl hydrocarbon receptor, transformation inhibitor, dietary phytochemical
NCBI PubMed ID: 10913616Publication DOI: 10.1016/s0014-5793(00)01730-0Journal NLM ID: 0155157Publisher: Elsevier
Correspondence: Kanazawa K
kobe-u.ac.jp>
Institutions: Laboratory of Food and Nutritional Chemistry, Faculty of Agriculture, Kobe University, Kobe, Japan
Methods: DNA techniques, biological assays, radiolabeling, centrifugation, autoradiography
The publication contains the following compound(s):
- Compound ID: 20822
Structure type: oligomer
C27H30O16
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
- Compound ID: 22453
Structure type: monomer
C21H20O11
Trivial name: quercitrin, baohuoside-II, quercetin 3-rhamnoside, quercetin 3-O-rhamnoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside
Reference(s) to other database(s): CCSD:
49971, CBank-STR:599
- Compound ID: 27630
|
b-D-1dGlcp-(1C-8)-Subst
Subst = daidzein = SMILES O=C1C(C2=CC={54}C(O)C=C2)=COC3=C1C=C{7}C(O)={8}C3 |
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Structure type: monomer
Trivial name: puerarin
Compound class: glycoside, C-glycoside, flavonoid glycoside
- Compound ID: 31207
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a-L-Rhap-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = naringenin = SMILES O=C1CC(C2=CC={54}C(O)C=C2)OC3=C{7}C(O)={6}C{5}C(O)=C13 |
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Structure type: oligomer
Trivial name: naringin, narirutin, narurutin
Compound class: glycoside, flavonoid glycoside
- Compound ID: 31250
Structure type: oligomer
Compound class: glycoside, flavonoid glycoside
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4. (Article ID: 12594)
Perez S, Mazeau K, Herve du Penhoat C
The three-dimensional structures of the pectic polysaccharides
Plant Physiology and Biochemistry 38(1-2) (2000)
37-55
The application of molecular modelling methods to the realistic description of cell wall polysaccharides is described. In a first section, the basic principles and tools are presented; they provide a consistent description of the levels of structural organization of polysaccharides, from the basic monomeric components to the more complex assemblies of macromolecular chains and their interactions. The second section provides a comprehensive illustration which includes the application of these methods to the elucidation of the structural features of the plant cell wall polysaccharides, pectins. The ordered and disordered states of both the `smooth' and the `hairy' regions of the pectin components are described, along with a discussion of the role of some key structural moieties such as the degree of esterification or acetylation. The stereochemical and electrostatic requirements for ionic binding to the polysaccharide chain are also presented. In an effort to provide a more global view, a `canonical' structure of pectin has been constructed and described; it corresponds to a hypothetical model having a molecular mass of 50 kDa. The main structural features of rhamnogalacturonan II, which have been determined to date, are also reported.
molecular modelling, cell wall, nuclear magnetic resonance, arabinogalactan, pectins, rhamnogalacturonan, 3D-structure
Publication DOI: 10.1016/S0981-9428(00)00169-8Journal NLM ID: 9882449Publisher: Elsevier Science for Société Française De Physiologie Végétale
Correspondence: perez

cermav.cnrs.fr
Institutions: Centre de recherches sur les macromolécules végétales, CNRS (Laboratory affiliated with the Joseph Fourier University), Grenoble, France
The publication contains the following compound(s):
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