Isolation and Characterization of Tetra- and Triacylglucose from the Surface Lipids of<i>Nicotiana miersii</i>

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

doi:10.1080/00021369.1989.10869814

Cited by 10 publications

(7 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In total, eight homologues with saturated fatty acids and five homologues with unsaturated fatty acids were observed. To date, an unsaturated methyl C 4 glucose ester acyl group having one double bond has been reported in Nicotiana species 16. Another report also indicated the possible presence of unsaturated acyl groups in SEs of Nicotiana species 17…”

Section: Resultsmentioning

confidence: 95%

Rapid characterization of the sucrose esters from oriental tobacco using liquid chromatography/ion trap mass spectrometry

Ding¹,

Xie²,

Zhao³

et al. 2006

Rapid Comm Mass Spectrometry

View full text Add to dashboard Cite

Sucrose esters (SEs) from oriental tobacco are normally characterized by gas chromatography/mass spectrometry (GC/MS) after a long saponification and derivatization procedure. To simplify the process, a rapid method has been developed by using liquid chromatography coupled with electrospray ion trap mass spectrometry (LC/ESI-MSn). Using the characteristic fragmentation behavior of abundant SEs identified by GC/MS after purification by gel permeation chromatography (GPC) from cuticular waxes of green oriental tobacco leaf, two types of SEs from green and cured oriental tobacco were identified by MSn analysis. The first is one of three types reported formerly and has 13 SE homologues. However, the presence of unsaturation in one of the acyl substituents of this first type gave rise to a new series with three homologues. The other was found to be a new type and had three homologues. The proposed method enables the rapid and sensitive characterization of SEs from oriental tobacco.

show abstract

Section: Resultsmentioning

confidence: 95%

Rapid characterization of the sucrose esters from oriental tobacco using liquid chromatography/ion trap mass spectrometry

Ding¹,

Xie²,

Zhao³

et al. 2006

Rapid Comm Mass Spectrometry

View full text Add to dashboard Cite

show abstract

“…In Nicotiana, SE are well characterized and are grouped into at least eight types of acetylated or non-acetylated 2,3,4-tri-O-acyl-"-D-glucopyranoside-"-D-fructofuranosides where the acyl groups are C 3 to C 8 straight or branched aliphatic acids (5). Only in one published case has an unsaturated acyl constitutent with one double bond been shown (6). While all known Nicotiana SE contain three acyl groups on the glucose moiety, the nature of groups occurring at specific positions (e.g.…”

Section: Resumementioning

confidence: 99%

Identification and Quantification of Sucrose Esters in Various Turkish Tobaccos

Ashraf-Khorassani

Nazem

Taylor

et al. 2005

Beiträge Zur Tabakforschung International/Contributions to Tobacco Research

View full text Add to dashboard Cite

SUMMARYGas chromatography-mass spectrometry (GC-MS) and reversed-phase liquid chromatography-mass spectrometry (LC-MS) were used to compare and quantify sucrose esters (SE) in five different tobaccos. The concentration of SE varied from 340 to 950 :g/g. In order to quantify the SE in each tobacco, the trimethylsilane (TMS) derivative of each sample was analyzed via GC-MS. It appeared that in the five tobaccos, the intensities of the five chosen SE-derived molecular masses increased in the order m/z 622 < 636 < 678 < 650 < 664 for samples 1-3, but for samples 4 and 5, the m/z 678 and 650 were reversed. In order to qualitatively characterize the various SE chromatographic fractions LC-MS was used. It was determined that the lowest parent SE m/z in which acetyl was attached to glucose was detected at m/z 566 (10 carbons), and the highest m/z was found at 692 (19 carbons). Some m/z values showed more than one peak which indicated the presence of isomers. All samples showed the presence of at least five different SE peaks wherein acetyl was attached to fructose (i.e. m/z 205). Also, acyl unsaturation was observed in selected fractions. [Beitr. Tabakforsch. Int. 21 (2005)

show abstract

“…Extraction solvent plays the most important role in ASE. Dichloromethane and acetonitrile were manifested the superior capability to extract SEs from tobacco leaves in LSE and UAE . The extraction solvents tested in this study are dichloromethane, acetonitrile, and their mixtures (1:1, v/v) and the results are shown in Table .…”

Section: Resultsmentioning

confidence: 99%

“…Depending on the placement of the acyl functionality on the glucose (GLU) or the fructose (FRU) ring, SEs are divided into four major types as shown in Fig. . Due to the complex of esterification within SE molecules, all known SEs were reported as four acyl groups connected with the GLU moiety at various positions (C‐2, C‐3, or C‐4).…”

Section: Introductionmentioning

confidence: 99%

Separation and characterization of sucrose esters from Oriental tobacco leaves using accelerated solvent extraction followed by SPE coupled to HPLC with ion‐trap MS detection

Zhu

Feng

Yang

et al. 2013

J of Separation Science

View full text Add to dashboard Cite

Sucrose esters (SEs) were successfully extracted from Oriental tobacco leaves using a new methodology based on accelerated solvent extraction followed by hydrophilic-lipophilic balanced cartridge cleanup step. The SEs were detected by HPLC with ion-trap MS detection using an electrospray interface operated in the positive ion mode. This methodology combines the high efficiency of extraction provided by a pressurized fluid and the highly sensitive characterization offered by ion-trap MS. Under the optimized conditions, 14 SEs were first identified among a total of 23 SEs found in Oriental tobacco leaves. Under the same conditions, only four new SEs were extracted by using traditional ultrasound-assisted extraction and liquid-solid extraction methods. The present method might be potentially useful in high-efficiency extraction and sensitive characterization of SEs from complex matrices such as tobacco leaves.

show abstract

Isolation and Characterization of Tetra- and Triacylglucose from the Surface Lipids ofNicotiana miersii

Cited by 10 publications

References 0 publications

Rapid characterization of the sucrose esters from oriental tobacco using liquid chromatography/ion trap mass spectrometry

Rapid characterization of the sucrose esters from oriental tobacco using liquid chromatography/ion trap mass spectrometry

Identification and Quantification of Sucrose Esters in Various Turkish Tobaccos

Separation and characterization of sucrose esters from Oriental tobacco leaves using accelerated solvent extraction followed by SPE coupled to HPLC with ion‐trap MS detection

Contact Info

Product

Resources

About