Isolation of glycolipids from the surface lipids of Nicotiana bigelovii and their distribution in Nicotiana species.

Matsuzaki, Toshiake; Shinozaki, Yasuhiro; Suhara, Shizuo; Ninomiya, Masaki; Shigematsu, Hitoshi; Koiwai, Akira

doi:10.1271/bbb1961.53.3079

Cited by 19 publications

(15 citation statements)

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“…Acylsugars can be categorized as sucrose or glucose esters based on the sugar cores, which are decorated with varying numbers or lengths of acyl chains (Kim et al, 2012). Whereas some wild tomatoes produce a mixture of acylsucroses and acylglucoses, we observed only acylsucroses (Figures 1 and 4), consistent with previous identification of these compounds in N. benthamiana (Matsuzaki et al, 1989; Matsuzaki et al, 1992; Hagimori et al, 1993; Slocombe et al, 2008). Nevertheless, it has been reported that N. benthamiana produces acylglucoses, although in lower abundance than acylsucroses (Hagimori et al, 1993), and one glucose ester structure has been proposed (Matsuzaki et al, 1992).…”

Section: Discussionsupporting

confidence: 91%

An acylsugar-deficientNicotiana benthamianastrain for aphid and whitefly research

Feng¹,

Acosta‐Gamboa

Kruse

et al. 2020

Preprint

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Nicotiana benthamiana is used extensively as a platform for transient gene expression and as a model system for studying plant-virus interactions. However, many tobacco-feeding insects, e.g. Myzus persicae (green peach aphids) and Bemisia tabaci (whiteflies), grow poorly on N. benthamiana, limiting its utility for research on plant-insect interactions. Using CRISPR/Cas9, we generated knockout mutations in two N. benthamiana acylsugar acyltransferase genes, ASAT1 and ASAT2, which contribute to the biosynthesis of insect-deterrent acylsucroses. Whereas ASAT1 mutations reduced the abundance of two predominant acylsucroses, ASAT2 mutations caused almost complete depletion of foliar acylsucroses. Both M. persicae and B. tabaci survived and reproduced significantly better on asat2 mutant plants than on wildtype N. benthamiana. Furthermore, ASAT1 and ASAT2 mutations reduced the water content and increased the temperature of leaves, indicating that foliar acylsucroses can protect against desiccation. Improved aphid and whitefly performance on ASAT2 mutants will make it possible to use the efficient transient overexpression and gene expression silencing systems that are available for N. benthamiana to study plant-insect interactions. Additionally, the absence of acylsugars in ASAT2 mutant lines will simplify transient expression assays for the functional analysis of acylsugar biosynthesis genes from other Solanaceae.

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Section: Discussionsupporting

confidence: 91%

An acylsugar-deficientNicotiana benthamianastrain for aphid and whitefly research

Feng¹,

Acosta‐Gamboa

Kruse

et al. 2020

Preprint

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“…It also has many other uses in industry and is either produced chemically or through fermentation by fungi and bacteria. 3 – Methyl – valeric acid, found in Toombak, has a strong, pungent, fruity and cheesy flavour [ 78 ] and is formed from the alkaline hydrolysis of glycolipids found in Nicotiana species including Nicotiana rustica [ 79 ]. Pantothenic acid (vitamin B5) most likely originates from the plant structure with no harmful addition to users.…”

Section: Discussionmentioning

confidence: 99%

The ultra-structural, metabolomic and metagenomic characterisation of the sudanese smokeless tobacco ‘Toombak’

et al. 2021

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“…Nicotiana tabacum species appear to be a fertile source of sucrose esters as well as glucose esters. Plants of 57 Nicotiana species have been screened via thin layer chromatography for glycolipids (4). The results were tentatively classified as follows: a) species having no glycolipids in the surface lipids, b) species having glucose esters mainly, c) species having sucrose esters mainly (N. glutinosa, N. tomentosa, N. plumbanginifolia, N. tomentosiformis, N. tabacum, and N. longiflora), and d) species having both glucose and sucrose esters.…”

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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Isolation of glycolipids from the surface lipids of Nicotiana bigelovii and their distribution in Nicotiana species.

Cited by 19 publications

References 0 publications

An acylsugar-deficientNicotiana benthamianastrain for aphid and whitefly research

An acylsugar-deficientNicotiana benthamianastrain for aphid and whitefly research

The ultra-structural, metabolomic and metagenomic characterisation of the sudanese smokeless tobacco ‘Toombak’

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

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