Identification and Quantification of Sucrose Esters in Various Turkish Tobaccos

Abstract

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)

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

“…In addition to acetyl, the three acyl substitution patterns were governed by the presence of butyl, pentyl, and hexyl substituents. The presence of unsaturation in one of the acyl chains gave rise to another homologous series wherein isomers of the same mass were discovered (18,19). Our success with supercritical CO 2 for extraction has prompted us to now consider supercritical fluid chromatography for isolation of individual sucrose esters that are observed in "crude" extracts as opposed to conventional liquid chromatography.…”

“…We now wish to report our results concerning the characterization of sucrose esters derived from five Oriental tobacco samples employing first supercritical fluid extraction to produce the crude sucrose ester extract and then a combination of supercritical fluid-gas-liquid chromatographies coupled with evaporative light scattering and mass spectral detection applied to the crude extract. Air-dried, ground Oriental tobacco samples [from a previous classical liquid phase study (19) with conventional solvents] served as the source of sucrose esters.…”

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

“…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 .…”

“…). Second, all ions matching the possible SE ions were selected for MS 2 fragmentation, and characteristic fragment ions were selected for further MS 3 (with curtain mass differences (162 or 204) between its parent ions). Third, the SE suspect was confirmed by its characteristic fragment ions from MS 3 (the expelled groups in MS 3 matched as aliphatic acids from C2 to C9).…”

“…Sucrose esters (SEs) are principal components of trichome exudates produced by certain Nicotiana, Lycopersicon, Solanum, and Datura species . They are believed to be important in plant or insect interactions and possess both antibiotic and plant‐growth regulating activities . Most of them are considered to be some of the most significant aroma precursors responsible for Oriental tobacco flavor .…”