Leaf surface glycolipids from Nicotiana acuminata and Nicotiana pauciflora.

Matsuzaki, Toshiake; Shinozaki, Yasuhiro; Suhara, Shizuo; Tobita, Tetsuya; Shigematsu, Hitoshi; Koiwai, Akira

doi:10.1271/bbb1961.55.1417

Cited by 12 publications

(20 citation statements)

References 2 publications

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“…Sucrose esters isolated from cuticular extracts of other Nicotiana species have been suggested to possess only two C 3 to C 8 acyl moieties and may have from one to four acetyl groups on the fructose. In summary, about 19 different structural types (Figure 1) of sucrose esters have been reported for Nicotiana species, and for any sugar type, a series of homologs are found due to differing acyl groups (7)(8)(9)(10)(11)(12)(13)(14). Sucrose esters regardless of their structure present real challenges in terms of isolation, sample preparation, and molecular characterization because the materials are partially esterified with linear and branched fatty acids of variable chain length.…”

Section: Introductionmentioning

confidence: 99%

Isolation, Fractionation, and Identification of Sucrose Esters from Various Oriental Tobaccos Employing Supercritical Fluids

Ashraf‐Khorassani

Nazem

Taylor

et al. 2008

Beiträge Zur Tabakforschung International/Contributions to Tobacco Research

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SUMMARYIsolation, fractionation, and identification of sucrose esters from aged oriental tobacco employing supercritical fluids have been completed. Underivatized sucrose ester-rich extracts were obtained using supercritical CO 2 at densities greater than 0.73 g/mL. Lower density CO 2 provided extracts with notable amounts of tobacco derived material; yet, no detectable sucrose ester content. Preparative supercritical fluid chromatography (SFC) provided for an additional purification of the sucrose ester-enriched fraction after column optimization. Structural assignments of the SFC fractions were facilitated using gas chromatography/mass spectrometry (GC/MS) accompanied by N,Obis(trimethylsilyl)trifluoroacetamide-dimethylformamide (BSTFA-DMF) derivatization of the free hydroxyl groups and high performance-liquid chromatography/mass spectrometry (HPLC/MS). From a relative quantitative perspective regardless of tobacco type, sucrose esters having an acetyl group on C 6 of the glucose function (Group III) were in higher concentration compared to both the concentration observed for sucrose ester of Group I (acetyl group on C 3 of fructose) and sucrose ester of Group II (no acetyl group on either glucose or fructose). Saturated fatty acid constituents were found to range from a maximum total of 18 carbons to a minimum total of 13 carbons. Unsaturated and isomeric fatty acid homologues were detected within the Group II sucrose ester. [Beitr. Tabakforsch. Int. 23 (2008) RESUMELes esters de saccharose de tabac oriental mûr ont été isolés, fractionnés et identifiés par des fluides supercritiques. Des extraits riches en esters de saccharose non dérivatisés ont été obtenus par extraction avec un dioxyde de carbone supercritique d'une densité supérieure à 0,73 g/mL. Des extraits obtenus avec un dioxyde de carbone moins dense sont riches en composants provenant du tabac, avec des teneurs en esters de saccharose non détectables. Une purification supplémentaire de la fraction

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Section: Introductionmentioning

confidence: 99%

Isolation, Fractionation, and Identification of Sucrose Esters from Various Oriental Tobaccos Employing Supercritical Fluids

Ashraf‐Khorassani

Nazem

Taylor

et al. 2008

Beiträge Zur Tabakforschung International/Contributions to Tobacco Research

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“…Phylogenetic analysis of acylsugar-producing species point to sucrose as the ASAT ancestral acyl acceptor – it is the sugar acceptor in earlier diverging lineages leading to S. sinuata and P. axillaris (Moghe et al, 2017; Nadakuduti et al, 2017). Further, acylsucrose-accumulating species are present throughout the Solanaceae family (Burke et al, 1987; King and Calhoun, 1988; Matsuzaki et al, 1991; Maldonado et al, 2006; Ghosh et al, 2014; Liu et al, 2017; Moghe et al, 2017), whereas reported acylinositol accumulators are S. quitoense and S. lanceolatum ( Fig. 1 ) (Herrera-Salgado et al, 2005).…”

Section: Discussionmentioning

confidence: 99%

Solanaceae specialized metabolism in a non-model plant: trichome acylinositol biosynthesis

Leong

Hurney

Fiesel

et al. 2020

Preprint

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One sentence summary: Evidence that the final step in Solanum quitoense acylinositol biosynthesis evolved from an acylsucrose acetyltransferase enzyme. AbstractPlants make hundreds of thousands of biologically active specialized metabolites varying widely in structure, biosynthesis and the processes that they influence. An increasing number of these compounds are documented to protect plants from harmful insects, pathogens, or herbivores, or mediate interactions with beneficial organisms including pollinators and nitrogen fixing microbes. Acylsugars -one class of protective compounds -are made in glandular trichomes of plants across the Solanaceae family. While most described acylsugars are acylsucroses, published examples also include acylsugars with hexose cores. The South American fruit crop Solanum quitoense (Naranjilla) produces acylsugars that contain a myoinositol core. We identified an enzyme that acetylates triacylinositols, a function homologous to the last step in the Solanum lycopersicum acylsucrose biosynthetic pathway. Our analysis reveals parallels between S. lycopersicum acylsucrose and S. quitoense acylinositol biosynthesis, suggesting a common evolutionary origin.

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“…[28,29] , and cheese and milk fat [30]. This compound is contained in fruits as one of bound aroma compounds [31,32] or one of lipid constituents [33,34]. Moreover, the substance is known as nutritional requirement of some microorganisms [35] or as protective compound in some insect [36].…”

Section: Methodsmentioning

confidence: 99%

Gas-Chromatographic Determination of Volatile Fatty Acids in Aqueous Samples by Direct Injection.

et al. 1992

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SummaryA new kind of packed column, cross-linked PEG-20M column , was prepared and examined on effectiveness for gaschromatographic analysis of volatile fatty acids . Aqueous samples were directly injected on the column and separation pattern and reproducibility. were satisfactory .Volatile fatty acids in cow feces, poultry feces, swine feces , and rotten kitchen refuse were determined by this new column and direct injection technique . Acetic, propionic, isobutyric, butyric, 2-methylbutanoic, isovaleric, and valeric acids were detected in all samples .

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Leaf surface glycolipids from Nicotiana acuminata and Nicotiana pauciflora.

Cited by 12 publications

References 2 publications

Isolation, Fractionation, and Identification of Sucrose Esters from Various Oriental Tobaccos Employing Supercritical Fluids

Isolation, Fractionation, and Identification of Sucrose Esters from Various Oriental Tobaccos Employing Supercritical Fluids

Solanaceae specialized metabolism in a non-model plant: trichome acylinositol biosynthesis

Gas-Chromatographic Determination of Volatile Fatty Acids in Aqueous Samples by Direct Injection.

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