摘要
为开发一种基于美拉德反应中间体Heyns化合物的烟用香原料,以D-果糖(Fru)和L-苏氨酸(Thr)为原料合成了2-L-苏氨酸-2-脱氧-D-葡萄糖(Thr-Glu),利用红外光谱(IR)、核磁共振波谱(1~H NMR、13~C NMR)和高分辨质谱(HRMS)等技术对其进行了表征,采用热重-差热分析(TG-DTA)和在线裂解气相色谱/质谱联用法(Py-GC/MS)进行热裂解分析,并采用1,1-二苯基-2-三硝基苯肼(DPPH)自由基清除法和还原能力法检测了体外抗氧化活性。结果表明:①Thr-Glu的纯度(质量分数)达到99%,产率为69.7%。②Thr-Glu的初始裂解温度为118.65℃,500℃时总失重达到80%;裂解产物的数量随温度的升高而增加,裂解产物主要为杂环类、醛类、羧酸类和酮类化合物,具有焦甜香、烘焙香、坚果香、甜香、花香和奶香等香韵。③Thr-Glu具有较强的DPPH自由基清除能力和还原能力,是一种潜在的抗氧化剂。
In order to develop new cigarette flavors based on Heyns compounds,a Maillard reaction intermediate, 2-L-threonine-2-deoxy-D-glucose（Thr-Glu）, was synthesized from D-fructose（Fru） and L-threonine（Thr）. The structure of the target product was characterized by IR,1-H NMR,13-C NMR and HRMS spectra. The thermal stability of the product was investigated by thermogravimetry-differential thermal analysis（TG-DTA）and online pyrolysis gas chromatography-mass spectroscopy（Py-GC/MS）. The antioxidant activity of the product was tested with DPPH free radical scavenging assay and reducing capacity assay. The results showed that：1）The synthesized product was the target compound（Thr-Glu） with 99% purity,and the yield of69.7%. 2）The initial pyrolysis temperature of Thr-Glu was 118.65 ℃,its total thermal mass loss reached about80% up to 500 ℃. The number of pyrolytic products of Thr-Glu increased with the rise of temperature,and the major pyrolytic products were heterocyclic hydrocarbons,aldehydes,carboxylic acids,and ketones. Thr-Glu featured burnt-sweet,toasted,nutty,sweet,floral and creamy aroma. 3）Thr-Glu had a strong DPPH scavenging activity and reducing capacity,and was a potential antioxidant.
作者
武超伟
陈芝飞
赵永振
段鹍
霍娟
付瑜锋
何峰
芦昶彤
WU Chaowei1, CHEN Zhifei2, ZHAO Yongzhen2, DUAN Kun2. HUO Juan3, FU Yufeng2, HE Feng4, LU Changtong.2(1. Henan Cigarette Industrial Reconstituted Tobacco Sheet Co., Ltd., Xuchang 461100, Henan, China 2. Technology Center, China Tobacco Henan Industrial Co., Ltd., Zhengzhou 450000, China 3. Zhengzhou University, Zhengzhou 450001, China 4. Technology Center, China Tobacco Hebei Industrial Co., Ltd., Shijiazhuang 050000, Chin)
出处
《烟草科技》
EI
CAS
CSCD
北大核心
2018年第3期62-71,共10页
Tobacco Science & Technology
基金
河南中烟工业有限责任公司科技攻关项目"新型美拉德反应中间体的合成及应用技术研究"(YN2015002)
