Combining liquid chromatography and tandem mass spectrometry approaches to the study of monoterpene glycosides (aroma precursors) in wine grape

Flamini Riccardo; Menicatti Marta; De Rosso Mirko; Gardiman Massimo; Mayr Christine; Pallecchi Marco; Danza Giovanna; Bartolucci Gianluca

摘要

Abstract > Monoterpene‐glycosides are important aroma precursors that, undergo hydrolysis, confer intense floral notes to the wines. Therefore, the knowledge of the nature of the sugar residues and the structure of these molecules is of great interest. In present study, liquid chromatography (LC) separation coupled with different mass spectrometry (MS) experiments for the characterization of these compounds were explored. The LC parameters were tuned to optimize the resolution between the analytes present in grape sample extracts. Twenty principal peaks with a relative abundance 1% were selected and divided in 4 classes characterized by different molecular weight. In general, positive ionization of the studied compounds displayed the [M?+?NH <sub>4</sub> ] + ion as base peak. On the contrary, a distribution between [M?+?Cl] ? and [M?+?HCOO] ? species was observed in negative ion mode. However, a clear differentiation between the studied compounds was only possible by combining both LC and tandem MS (MS/MS). Indeed, by applying a series of energy resolved MS/MS experiments and monitoring both positive and negative ions, a structural characterization of the analytes was achieved. The proposed LC‐MS/MS approach provided the profile of monoterpenol‐diglycosides and allowed the identification of a series of isobaric terpene‐diglycosides in grape. The study of their MS/MS spectra indicated the structure of geranic and/or nerolic acid aglycones. To verify the interest of studied compounds, a preliminary evaluation of the intensity of signals of these glycosides were carried out. The obtained results showed a significant difference between the grape samples collected in two different vintages. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract XMLNS =“http://www.wiley.com/namespaces/wiley”type =“main”xml：lang =“en”> <title type =“main”>抽象</ title> > monotpene-糖苷是重要的芳香前体，即经历水解，赋予葡萄酒的强烈花香。因此，了解糖残基的性质和这些分子的结构具有很大的兴趣。在本研究中，探讨了与不同质谱（MS）实验结合的液相色谱（LC）分离用于表征这些化合物的表征。调整LC参数以优化葡萄样品提取物中存在的分析物之间的分辨率。具有相对丰度的20个主要峰值＆ 1％被选中并分为4个等级，其特征在于不同的分子量。通常，所研究的化合物的阳性电离显示为基峰作为基峰的[M + + NH <sub> 4 </ sup>]离子。相反，在负离子模式下观察到[m？+ + cl] 和[m≤+ hcoo] β</ sup>物种之间的分布。然而，通过组合LC和串联MS（MS / MS），才能实现研究的化合物之间的明显分化。实际上，通过应用一系列能量分辨的MS / MS实验并监测正极和负离子，实现了分析物的结构表征。所提出的LC-MS / MS方法提供了单波培酚 - 二甘油苷的谱，并允许鉴定一系列的葡萄葡萄萜二甘油酯。对其MS / MS光谱的研究表明了天竺葵和/或萘酸糖酮的结构。为了验证所研究的化合物的兴趣，进行了这些糖苷的信号强度的初步评价。所得结果在两种不同年份收集的葡萄样品之间存在显着差异。 </ p> </ abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-34906/'>《Journal of mass spectrometry: JMS》</a> <b style="margin: 0 2px;">|</b><span>2018年第9期</span><b style="margin: 0 2px;">|</b><span>共9页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Flamini Riccardo&option=202" target="_blank" rel="nofollow">Flamini Riccardo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Menicatti Marta&option=202" target="_blank" rel="nofollow">Menicatti Marta;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=De Rosso Mirko&option=202" target="_blank" rel="nofollow">De Rosso Mirko;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Gardiman Massimo&option=202" target="_blank" rel="nofollow">Gardiman Massimo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Mayr Christine&option=202" target="_blank" rel="nofollow">Mayr Christine;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Pallecchi Marco&option=202" target="_blank" rel="nofollow">Pallecchi Marco;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Danza Giovanna&option=202" target="_blank" rel="nofollow">Danza Giovanna;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bartolucci Gianluca&option=202" target="_blank" rel="nofollow">Bartolucci Gianluca;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Council for Agricultural Research and Economics–Viticulture and Enology (CREA‐VE)Viale XXVIII Aprile 26 Conegliano TV 31015 Italy;</p> <p>Department of Neurosciences Psychology Drug Research and Child HealthUniversity of FlorenceVia U. Schiff 6 50019 Sesto F.no (FI) Florence Italy;</p> <p>Council for Agricultural Research and Economics–Viticulture and Enology (CREA‐VE)Viale XXVIII Aprile 26 Conegliano TV 31015 Italy;</p> <p>Council for Agricultural Research and Economics–Viticulture and Enology (CREA‐VE)Viale XXVIII Aprile 26 Conegliano TV 31015 Italy;</p> <p>Department of Agronomy Food Natural Resources Animals and Environment (DAFNE)University of PadovaLegnaro PD Italy;</p> <p>Department of Experimental and Clinical Biomedical Sciences “Mario Serio”University of FlorenceViale Morgagni 50 Florence FI 50134 Italy;</p> <p>Department of Experimental and Clinical Biomedical Sciences “Mario Serio”University of FlorenceViale Morgagni 50 Florence FI 50134 Italy;</p> <p>Department of Neurosciences Psychology Drug Research and Child HealthUniversity of FlorenceVia U. Schiff 6 50019 Sesto F.no (FI) Florence Italy;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1187.html" title="分析化学">分析化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=aroma&option=203" rel="nofollow">aroma;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=ERMS&option=203" rel="nofollow">ERMS;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=glycoside monoterpene&option=203" rel="nofollow">glycoside monoterpene;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=LC‐MS/MS&option=203" rel="nofollow">LC‐MS/MS;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=wine&option=203" rel="nofollow">wine;</a> </p> <div class="translation"> 机译：香气;ERMS;糖苷单萜;LC-MS / MS;葡萄酒; </div> </li> </ul> </div> </div> <div class="literature cardcommon" id="literaturereference" style="display:none"> <div class="similarity "> <h3 class="all_title" id="enpatent111">引文网络</h3> <div class="referencetab clearfix"> <ul id="referencedaohang"> <li dataid="referenceul">参考文献</li> <li dataid="citationul">引证文献</li> <li dataid="commonreferenceul">共引文献</li> <li dataid="commoncitationul">同被引文献</li> <li dataid="tworeferenceul">二级参考文献</li> <li dataid="twocitationul">二级引证文献</li> </ul> </div> <div class="reference_details" id="referenceList"> <ul id="referenceul"></ul> <ul id="citationul"></ul> <ul id="commonreferenceul"></ul> <ul id="commoncitationul"></ul> <ul id="tworeferenceul"></ul> <ul id="twocitationul"></ul> </div> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704025633449.html">Combining liquid chromatography and tandem mass spectrometry approaches to the study of monoterpene glycosides (aroma precursors) in wine grape</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Flamini Riccardo&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Flamini Riccardo,</a> <a 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class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：由不同品种的葡萄制成的葡萄汁和葡萄酒的前体定量方法，涉及在酶处理之前或之后释放葡萄汁的香气以进行定量，确定浓度和计算葡萄汁中前体的含量 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704025633449','4',7,2,1,'',this,24)" class="delivery" prompt="010401" title="通过人工服务将文献原文发送至邮箱" >获取原文</div> <div class="journalsub-pop-up" style="display: none"> <div class="journal-sub"> <h2>期刊订阅</h2> <img src="https://cdn.zhangqiaokeyan.com/img/loginclose.png" alt="关闭" onclick="$('.journalsub-pop-up').hide()"> <p 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