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Direct HPLC separation of carnosine enantiomers with two chiral stationary phases based on penicillamine and teicoplanin derivatives

机译:基于青霉胺和Teicoplanin衍生物的两种手性固定阶段直接HPLC分离肉瘤映异构体

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Abstract > Carnosine is present in high concentrations in specific human tissues such as the skeletal muscle, and among its biological functions, the remarkable scavenging activity toward reactive carbonyl species is noteworthy. Although the two enantiomers show almost identical scavenging reactivity toward reactive carbonyl species, only <sc>d</sc> ‐carnosine is poorly adsorbed at the gastrointestinal level and is stable in human plasma. Direct methods for the enantioselective analysis of carnosine are still missing even though they could find more effective applications in the analysis of complex matrices. In the present study, the use of two different chiral stationary phases is presented. A chiral ligand‐exchange chromatography stationary phase based on N,S ‐dioctyl <sc>‐d‐</sc> penicillamine resulted in the direct enantioseparation of carnosine. Indeed, running the analysis at 25°C and 1.0?mL/min with a 1.5?mM copper(II) sulfate concentration allowed us to obtain separation and resolution factors of 3.37 and 12.34, respectively. However, the use of a copper(II)‐containing eluent renders it hardly compatible with mass spectrometry detectors. With the teicoplanin‐based stationary phase, a mass spectrometry compatible method was successfully developed. Indeed, a water/methanol 60:40 v/v pH 3.1 eluent flowed at 1.0?mL/min and with a 25°C column temperature produced separation and resolution factors of 2.60 and 4.16, respectively. </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 Type =“main”XML:Lang =“en”> <标题类型=“main”>摘录</标题> >肉核苷酸在特定的人体组织如骨骼肌中的高浓度存在,以及其生物功能,对反应性羰基物种的显着清除活性值得注意。虽然两个对映体对反应性羰基物种表示几乎相同的清除反应性,但是仅<sc> d </ sc> -carnosine在胃肠水平上吸附很差,并且在人血浆中稳定。即使在复杂矩阵的分析中,它们仍然缺少对肉核苷酸映射分析的直接方法仍然缺失。在本研究中,提出了两种不同的手性固定阶段。基于 N,S / I> -DiOctyl <sc> -d - </ sc>青霉素的手性配体 - 交换色谱法固定相位,导致肉毒碱的直接映对映射。实际上,在25℃和1.0×ml / min的情况下运行分析,其中1.5毫米铜(II)硫酸盐浓度使我们分别获得3.37和12.34的分离和分辨率。然而,使用铜(II)的洗脱液呈现与质谱探测器几乎不相容。通过基于Teicoplanin的固定相,成功开发了一种质谱相容方法。实际上,水/甲醇60:40 v / v pH </ i> 3.1洗脱液在1.0?ml / min以1.0×ml / min流动,分别产生25°C柱温度分别产生2.60和4.16的分离因子。 </ 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-35800/'>《Journal of separation science.》</a> <b style="margin: 0 2px;">|</b><span>2018年第6期</span><b style="margin: 0 2px;">|</b><span>共7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=Fumagalli Laura&option=202" target="_blank" rel="nofollow">Fumagalli Laura;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Pucciarini Lucia&option=202" target="_blank" rel="nofollow">Pucciarini Lucia;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Regazzoni Luca&option=202" target="_blank" rel="nofollow">Regazzoni Luca;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Gilardoni Ettore&option=202" target="_blank" rel="nofollow">Gilardoni Ettore;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Carini Marina&option=202" target="_blank" rel="nofollow">Carini Marina;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Vistoli Giulio&option=202" target="_blank" rel="nofollow">Vistoli Giulio;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Aldini Giancarlo&option=202" target="_blank" rel="nofollow">Aldini Giancarlo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sardella Roccardo&option=202" target="_blank" rel="nofollow">Sardella Roccardo;</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>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of PerugiaPerugia Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of MilanMilan Italy;</p> <p>Department of Pharmaceutical SciencesUniversity of PerugiaPerugia 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/159.html" title="化学">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=carnosine enantiomers&option=203" rel="nofollow">carnosine enantiomers;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chiral ligand‐exchange chromatography&option=203" rel="nofollow">chiral ligand‐exchange chromatography;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=direct enantioselective methods&option=203" rel="nofollow">direct enantioselective methods;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=mass spectrometry&option=203" rel="nofollow">mass spectrometry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=teicoplanin&option=203" rel="nofollow">teicoplanin;</a> </p> <div class="translation"> 机译:肉毒鱼对映体;手性配体 - 交换色谱;直接对映选择性方法;质谱;Teicoplanin; </div> </li> </ul> </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/0704025846514.html">Direct HPLC separation of carnosine enantiomers with two chiral stationary phases based on penicillamine and teicoplanin derivatives</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Fumagalli Laura&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Fumagalli Laura,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Pucciarini 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href="/academic-journal-cn_chinese-journal-analytical-chemistry_thesis/0201230632810.html">新型纤维素衍生物手性固定相的制备及其对几种对映异构体的高效液相色谱分离</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=孙艳伟&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 孙艳伟</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=梁晓梅&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,梁晓梅</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=周志强&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,周志强</a> <span> <a href="/journal-cn-10804/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 分析化学 </a> </span> <span> . 2006</span><span>,第U09期</span> </span> </div> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-journal-cn_journal-chizhou-university_thesis/0201235093493.html">多糖类衍生物高效液相色谱手性固定相用于分离对映异构体</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=陈平&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 陈平</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=严永新&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,严永新</a> <span> <a href="/journal-cn-3902/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 池州学院学报 </a> </span> <span> . 2006</span><span>,第003期</span> </span> </div> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-journal-cn_chinese-journal-chromatography_thesis/0201247239545.html">高效液相色谱手性固定相的研究Ⅴ——二肽叔丁酰胺型手性固定相拆分α-氨基酸、二茂铁基氨基酸及二肽衍生物对映异构体</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘晋钫&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 刘晋钫</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=徐修容&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,徐修容</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=黄嘉鑫&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,黄嘉鑫</a> <span> <a href="/journal-cn-14390/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 色谱 </a> </span> <span> . 1990</span><span>,第004期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-59220_thesis/020222588000.html">烟草中四种亚硝胺对映异构体的手性HPLC分离</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李琛琛&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 李琛琛</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=文大为&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,文大为</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=张建勋&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,张建勋</a> <span> <a href="/conference-cn-59220/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 中国化学会第九届分析化学年会暨全国原子光谱学术会议 </a> <span> <span> . 2006</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/02031350545.html">几个曼尼希碱化合物对映异构体的HPLC手性分离分析研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=毕玉金&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 毕玉金</a> <span> . 2007</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120111776666.html">一种基于反相HPLC分离二氢杨梅素和其(2S,3S)手性异构体的方法</a> <b>[P]</b> . <span> 中国专利: CN111721873A </span> <span> . 2020-09-29</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120112340551.html">一种分离维格列汀与其手性异构体的HPLC方法</a> <b>[P]</b> . <span> 中国专利: CN112362782A </span> <span> . 2021-02-12</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130463313157.html">chiral stationary phases, wide spectrum containing n, n '(pentafluoro - benzoil) trans 1,2 diamminocicloesano as selector for the separation of enantiomers by hplcprocess for their preparation and their use.</a> <b>[P]</b> . <span> 外国专利: <!-- --> IT1231735B </span> <span> . 1991-12-21</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:手性固定相,广谱,包含n,n'(五氟-苯甲腈)反式1,2二氨基联氨氯磺酸作为选择剂,用于通过hplc法分离对映体,以进行制备和使用。 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130467450681.html">chiral stationary phases, wide spectrum containing n, n '(pentafluoro benzoil) trans 1,2 diamminocicloesano as selector for the separation of enantiomers by hplcprocess for their preparation and their use.</a> <b>[P]</b> . <span> 外国专利: <!-- --> IT8921583D0 </span> <span> . 1989-08-31</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:手性固定相,广谱,包含n,n'(五氟苯甲酰基)反式1,2二氨基联氨氯磺酸作为选择剂,可通过hplc法分离对映体,以进行制备和使用。 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130443522826.html">INSOLUBILIZED POLYSACCHARIDE DERIVATIVES BY BRIDGING THEIR CHAINS. THEIR USE AS STATIONARY CHIRAL PHASES AND ENANTIOSELECTIVE MEMBRANES FOR THE SEPARATION OF ENANTIOMERS</a> <b>[P]</b> . <span> 外国专利: <!-- 法国专利: --> FR2838430A1 </span> <span> . 2003-10-17</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:通过桥接它们的链来溶解多糖衍生物。它们用作分离手性的固定手性相和对映体选择性膜 </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('0704025846514','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" 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