二肽Amadori中间体的合成、表征及在卷烟中的应用

李诗平; 马林; 朱栋梁; 陈开波; 周顺; 张亚平; 王孝峰; 何庆

doi:10.3969/j.issn.2096-1553.2016.5.002

CN 41-1437/TS ISSN 2096-1553

二肽Amadori中间体的合成、表征及在卷烟中的应用

李诗平 , 马林 , 朱栋梁 , 陈开波 , 周顺 , 张亚平 , 王孝峰 , 何庆

李诗平, 马林, 朱栋梁, 等. 二肽Amadori中间体的合成、表征及在卷烟中的应用[J]. 轻工学报, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

引用本文: 李诗平, 马林, 朱栋梁, 等. 二肽Amadori中间体的合成、表征及在卷烟中的应用[J]. 轻工学报, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

LI Shi-ping, MA Lin, ZHU Dong-liang, et al. Amadori compounds of dipeptides: synthesis,characterization and application in cigarettes[J]. Journal of Light Industry, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

Citation: LI Shi-ping, MA Lin, ZHU Dong-liang, et al. Amadori compounds of dipeptides: synthesis,characterization and application in cigarettes[J]. Journal of Light Industry, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

二肽Amadori中间体的合成、表征及在卷烟中的应用

李诗平 ^1,2 ,
马林 ^{1

,} ,
朱栋梁 ² ,
陈开波 ² ,
周顺 ² ,
张亚平 ² ,
王孝峰 ² ,
何庆 ²

郑州轻工业学院食品与生物工程学院, 河南郑州 450001;
安徽中烟工业有限责任公司烟草化学安徽省重点实验室, 安徽合肥 230088

通讯作者: 马林

基金项目: 安徽中烟工业有限责任公司科技项目（2014112）
中图分类号: TS41⁺3;TS264.3

Amadori compounds of dipeptides: synthesis,characterization and application in cigarettes

College of Food and Bioengineering, Zhengzhou Universtiy of Light Industry, Zhengzhou 450001, China;
China Tobacco Anhui Industrial Co., Ltd., Anhui Key Laboratory of Tobacco Chemistry, Hefei 230088, China

Corresponding author: MA Lin,

Received Date: 2016-01-23
Available Online: 2016-09-15
CLC number: TS41⁺3;TS264.3

摘要: 以具有代表性的三种二肽Gly-Gln，Ala-Gln和Gly-Gly为氮源，以葡萄糖为糖源，制备了三种二肽Amadori中间体（APs）.采用HPLC监控反应进程以比较三种二肽的反应活性，其顺序依次为Ala-Gln >Gly-Gln >Gly-Gly.采用LC-MS/MS和ESI-MS/MS对三种二肽的APs的纯度及断裂模式进行表征和分析，结果表明，三种二肽APs的LC/MS纯度分别可达95%（Gly-Gln-APs）、97%（Ala-Gln-APs）和98%（Gly-Gly-APs），三种二肽APs断裂模式相似，主要碎片离子包括丢失糖分子形成的[M-162]⁺和[M-180]⁺碎片离子，以及丢失水分子形成的[M-36]⁺和[M-84]⁺离子.加香应用评价表明，三种二肽APs皆能与烟香谐调，提高香气量和烟气浓度，其中Ala-Gln-APs添加效果最好，对卷烟的香气特征和口感特性皆有明显的正面作用.
- 二肽 /
- Amadori中间体 /
- Maillard反应 /
- 卷烟加香
Abstract: Three dipeptide Amadori intermediates (APs) were prepared by three representative dipeptide Gly-Gln, Ala-Gln and Gly-Gly as the nitrogen source, and glucose as sugar sources. The reaction process was monitored by HPLC to compare reactivity of dipeptides, the reactivity order is Ala-Gln> Gly-Gln> Gly-Gly. The purity and fracture modes of three dipeptide APs were characterized and analysis using LC-MS/MS and ESI-MS/MS.The results showed that the LC/MS purity of three dipeptide APs was up to 95% (Gly-Gln-APs), 97% (Ala-Gln-APs) and 98% (Gly-Gly-APs). Three fracture pattern of dipeptide APs was similar, the main fragment ions including loss of sugar molecules formed [M-162]⁺ and [M-180]⁺ fragment ions; and loss of water molecule is formed [M-36]⁺ and [M-84]⁺ ions.The cigarette application evaluation showed that the three dipeptide APs have encountered with incense smoke harmonize and improve the aroma and the amount of gas concentration, wherein Ala-Gln-APs shows the best effects. An obvious positive effect could be found both in aroma and taste characteristics.
- dipeptide /
- Amadori compounds /
- Maillard reaction /
- cigarette flavoring
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李诗平, 马林, 朱栋梁, 等. 二肽Amadori中间体的合成、表征及在卷烟中的应用[J]. 轻工学报, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

引用本文: 李诗平, 马林, 朱栋梁, 等. 二肽Amadori中间体的合成、表征及在卷烟中的应用[J]. 轻工学报, 2016, 31(5): 8-14. doi: 10.3969/j.issn.2096-1553.2016.5.002

二肽Amadori中间体的合成、表征及在卷烟中的应用

通讯作者: 马林

郑州轻工业学院食品与生物工程学院, 河南郑州 450001;
安徽中烟工业有限责任公司烟草化学安徽省重点实验室, 安徽合肥 230088

收稿日期: 2016-01-23
网络出版日期: 2016-09-15

基金项目: 安徽中烟工业有限责任公司科技项目（2014112）

关键词:

摘要: 以具有代表性的三种二肽Gly-Gln，Ala-Gln和Gly-Gly为氮源，以葡萄糖为糖源，制备了三种二肽Amadori中间体（APs）.采用HPLC监控反应进程以比较三种二肽的反应活性，其顺序依次为Ala-Gln >Gly-Gln >Gly-Gly.采用LC-MS/MS和ESI-MS/MS对三种二肽的APs的纯度及断裂模式进行表征和分析，结果表明，三种二肽APs的LC/MS纯度分别可达95%（Gly-Gln-APs）、97%（Ala-Gln-APs）和98%（Gly-Gly-APs），三种二肽APs断裂模式相似，主要碎片离子包括丢失糖分子形成的[M-162]⁺和[M-180]⁺碎片离子，以及丢失水分子形成的[M-36]⁺和[M-84]⁺离子.加香应用评价表明，三种二肽APs皆能与烟香谐调，提高香气量和烟气浓度，其中Ala-Gln-APs添加效果最好，对卷烟的香气特征和口感特性皆有明显的正面作用.

English Abstract

Amadori compounds of dipeptides: synthesis,characterization and application in cigarettes

Corresponding author: MA Lin,

College of Food and Bioengineering, Zhengzhou Universtiy of Light Industry, Zhengzhou 450001, China;
China Tobacco Anhui Industrial Co., Ltd., Anhui Key Laboratory of Tobacco Chemistry, Hefei 230088, China

Received Date: 2016-01-23
Available Online: 2016-09-15

Abstract: Three dipeptide Amadori intermediates (APs) were prepared by three representative dipeptide Gly-Gln, Ala-Gln and Gly-Gly as the nitrogen source, and glucose as sugar sources. The reaction process was monitored by HPLC to compare reactivity of dipeptides, the reactivity order is Ala-Gln> Gly-Gln> Gly-Gly. The purity and fracture modes of three dipeptide APs were characterized and analysis using LC-MS/MS and ESI-MS/MS.The results showed that the LC/MS purity of three dipeptide APs was up to 95% (Gly-Gln-APs), 97% (Ala-Gln-APs) and 98% (Gly-Gly-APs). Three fracture pattern of dipeptide APs was similar, the main fragment ions including loss of sugar molecules formed [M-162]⁺ and [M-180]⁺ fragment ions; and loss of water molecule is formed [M-36]⁺ and [M-84]⁺ ions.The cigarette application evaluation showed that the three dipeptide APs have encountered with incense smoke harmonize and improve the aroma and the amount of gas concentration, wherein Ala-Gln-APs shows the best effects. An obvious positive effect could be found both in aroma and taste characteristics.