Stereoselective Synthesis of 1- and 2-O-α-<scp>d</scp>-Cellotriosyl-3-deoxy-2(R)- and 2(S)-glycerols Related to Rhynchosporoside

Sugawara, Fumio; Nakayama, Haruhiko; Strobel, Gary A.; Ogawa, Tomoya

doi:10.1080/00021369.1986.10867726

Cited by 2 publications

(1 citation statement)

References 8 publications

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“…(R)- CH2CH-OHCH3 1983 Takeo et al 27 Sugawara et al 32 Sugawara et al 33 Sugawara et al 32 Sugawara et al 34 Sugawara et al 32 Nicolaou et al 33 Sugawara et al 34 Sugawara et al 32 Nicolaou et al 33 Sugawara et al 34 OR H (CH2)5NHCOO(CH2)3C8F17 Takeo et al 27 Nishimura and Nakatsubo 35 Chang et al 30 Xu Nicolaou et al 33 Nicolaou et al 33 OR 2 (CH2)5NH2 2016 Dallabernardina et al 31 14 OR 2 (S)-CH2CH-OHCH3…”

Section: Structure R Year Referencementioning

confidence: 99%

Chemical Synthesis of Oligosaccharides Related to the Cell Walls of Plants and Algae

et al. 2017

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Plant cell walls are composed of an intricate network of polysaccharides and proteins that varies during the developmental stages of the cell. This makes it very challenging to address the functions of individual wall components in cells, especially for highly complex glycans. Fortunately, structurally defined oligosaccharides can be used as models for the glycans, to study processes such as cell wall biosynthesis, polysaccharide deposition, protein-carbohydrate interactions, and cell-cell adhesion. Synthetic chemists have focused on preparing such model compounds, as they can be produced in good quantities and with high purity. This Review contains an overview of those plant and algal polysaccharides that have been elucidated to date. The majority of the content is devoted to detailed summaries of the chemical syntheses of oligosaccharide fragments of cellulose, hemicellulose, pectin, and arabinogalactans, as well as glycans unique to algae. Representative synthetic routes within each class are discussed in detail, and the progress in carbohydrate chemistry over recent decades is highlighted.

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Section: Structure R Year Referencementioning

confidence: 99%

Chemical Synthesis of Oligosaccharides Related to the Cell Walls of Plants and Algae

et al. 2017

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Plugging of the xylem vessel of barley induced by a high molecular weight phytotoxic glycoprotein from Rhynchosporium secalis

Mazars¹,

Poletti²,

Albertini³

et al. 1989

Can. J. Bot.

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Small concentrations of a high molecular weight phytotoxic glycoprotein obtained from culture filtrates of Rhynchosporium secalis (Oud.) Davis induced chlorosis and necrosis in barley; these symptoms were similar to those observed during the final stages of disease caused by this pathogen in naturally infected barley leaves. Histochemical studies indicated that cells of leaf tissues treated with the glycoprotein became disorganized. We observed changes such as the collapse of epidermal anticlinal walls, tissue necrosis, and plugging of xylem vessels. Histochemical and immunofluorescent techniques that localized the glycoprotein toxin indicated that, at least in part, the plugging results from a plant response stimulated by the toxic glycoprotein.

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Stereoselective Synthesis of 1- and 2-O-α-d-Cellotriosyl-3-deoxy-2(R)- and 2(S)-glycerols Related to Rhynchosporoside

Cited by 2 publications

References 8 publications

Chemical Synthesis of Oligosaccharides Related to the Cell Walls of Plants and Algae

Chemical Synthesis of Oligosaccharides Related to the Cell Walls of Plants and Algae

Plugging of the xylem vessel of barley induced by a high molecular weight phytotoxic glycoprotein from Rhynchosporium secalis

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