Analysis and pyrolysis study of sucrose esters in flue-cured tobacco

IF 5.8 2区化学 Q1 CHEMISTRY, ANALYTICAL

Journal of Analytical and Applied Pyrolysis Pub Date : 2025-02-20 DOI:10.1016/j.jaap.2025.107054

Junchen Zhu , Qi Li , Hairong Yang , Yue Xie , Hongru Feng , Huabing Liu , Boka Xiang , Kailong Yuan , Cuirong Sun , Yuanjiang Pan

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引用次数: 0

Abstract

Pyrolysis behavior of sucrose esters (SEs) significantly impacts the aroma and quality of cigarettes. However, there is limited research on SEs and their pyrolysis in Flue-cured tobacco. In this study, nine SEs and their three pyrolysis products, glucose esters (GEs), were identified using LC-MSⁿ, with six esters being reported in Flue-cured tobacco for the first time. The aging and baking processes of tobacco leaves promoted the pyrolysis of most SEs along with the formation of GEs. During long-term storage at 4 ℃, tobacco SE was found to undergo 3-methylvaleryl intramolecular migration from glucose to fructose as well as intermolecular elimination and addition reaction of acetyl groups, greatly enriching the types of tobacco SEs. By comparing different storage temperatures, this acyl migration demonstrated a temperature dependence. Under simulated cigarette smoking conditions via thermal microwave plasma treatment, SE was rapidly degraded into GE intermediates, fatty acids, furfural, and other aroma compounds. These insights advance our understanding of SE pyrolysis and aroma development, and provide potential explanations for the structural diversity of tobacco SEs.

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烤烟中蔗糖酯的分析与热解研究

蔗糖酯的热解行为对卷烟的香气和品质有重要影响。然而，目前对SEs及其在烤烟中的热解研究较少。本研究利用LC-MSn对9种se及其3种热解产物葡萄糖酯（GEs）进行了鉴定，其中6种se为首次在烤烟中发现。烟叶的老化和烘烤过程促进了大部分se的热解，同时也促进了GEs的形成。在4℃长期贮藏过程中，烟草SE发生了3-甲基戊酰从葡萄糖到果糖的分子内迁移和乙酰基的分子间消除加成反应，极大地丰富了烟草SE的种类。通过比较不同的储存温度，这种酰基迁移表现出温度依赖性。在模拟吸烟条件下，通过热微波等离子体处理，SE被迅速降解为GE中间体、脂肪酸、糠醛和其他芳香化合物。这些发现促进了我们对SE热解和香气发展的理解，并为烟草SE结构多样性提供了潜在的解释。

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来源期刊

Journal of Analytical and Applied Pyrolysis 化学-分析化学

CiteScore

9.10

自引率

11.70%

发文量

340

审稿时长

44 days

期刊介绍： The Journal of Analytical and Applied Pyrolysis (JAAP) is devoted to the publication of papers dealing with innovative applications of pyrolysis processes, the characterization of products related to pyrolysis reactions, and investigations of reaction mechanism. To be considered by JAAP, a manuscript should present significant progress in these topics. The novelty must be satisfactorily argued in the cover letter. A manuscript with a cover letter to the editor not addressing the novelty is likely to be rejected without review.