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A Promiscuous Cytochrome P450 Hydroxylates Aliphatic and Aromatic C?H Bonds of Aromatic 2,5‐Diketopiperazines

机译:一种混杂的细胞色素p450羟基族脂族和芳族C-H键的芳族2,5-二酮哌嗪

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Abstract > Cytochrome P450 enzymes generally functionalize inert C?H bonds, and thus, they are important biocatalysts for chemical synthesis. However, enzymes that catalyze both aliphatic and aromatic hydroxylation in the same biotransformation process have rarely been reported. A recent biochemical study demonstrated the P450 TxtC for the biosynthesis of herbicidal thaxtomins as the first example of this unique type of enzyme. Herein, the detailed characterization of substrate requirements and biocatalytic applications of TxtC are reported. The results reveal the importance of N‐methylation of the thaxtomin diketopiperazine (DKP) core on enzyme reactions and demonstrate the tolerance of the enzyme to modifications on the indole and phenyl moieties of its substrates. Furthermore, hydroxylated, methylated, aromatic DKPs are synthesized through a biocatalytic route comprising TxtC and the promiscuous N ‐methyltransferase Amir_4628; thus providing a basis for the broad application of this unique P450. </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”>摘要</标题> >细胞色素p450酶通常官能化惰性C'h键,因此它们是重要的生物催化剂化学合成。然而,很少报道催化在相同的生物转化过程中催化脂族和芳族羟基化的酶。最近的生化研究证明了除草剂的生物合成的P450 TXTC作为这种独特类型的酶的第一个例子。这里,报道了TXTC的底物要​​求和生物催化应用的详细表征。结果揭示了硫脲二酮哌嗪(DKP)核的N-甲基化对酶反应的重要性,并证明酶对其基材的吲哚和苯基部分的改性的耐受性。此外,通过包含TxtC和混合物的生物催化途径合成羟基化,甲基化,芳族DKP,并将其混杂的 n-甲基转移酶AMIR_4628合成。因此,为广泛应用这种独特的P450提供基础。 </ 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-16039/'>《Chembiochem: A European journal of chemical biology》</a> <b style="margin: 0 2px;">|</b><span>2019年第8期</span><b style="margin: 0 2px;">|</b><span>共10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=Jiang Guangde&option=202" target="_blank" rel="nofollow">Jiang Guangde;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zhang Yi&option=202" target="_blank" rel="nofollow">Zhang Yi;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Powell Magan M.&option=202" target="_blank" rel="nofollow">Powell Magan M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Hylton Sarah M.&option=202" target="_blank" rel="nofollow">Hylton Sarah M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Hiller Nicholas W.&option=202" target="_blank" rel="nofollow">Hiller Nicholas W.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Loria Rosemary&option=202" target="_blank" rel="nofollow">Loria Rosemary;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ding Yousong&option=202" target="_blank" rel="nofollow">Ding Yousong;</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 Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</p> <p>Department of Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</p> <p>Department of Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</p> <p>Department of Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</p> <p>Department of Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</p> <p>Department of Plant PathologyUniversity of FloridaGainesville FL 32611 USA;</p> <p>Department of Medicinal ChemistryUniversity of FloridaGainesville FL 32610 USA;</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/179.html" title="分子生物学">分子生物学;</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=biocatalysis&option=203" rel="nofollow">biocatalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cytochromes&option=203" rel="nofollow">cytochromes;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=enzymes&option=203" rel="nofollow">enzymes;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydroxylation&option=203" rel="nofollow">hydroxylation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=structure–activity relationship&option=203" rel="nofollow">structure–activity relationship;</a> </p> <div class="translation"> 机译:生物催化;细胞学;酶;羟基化;结构 - 活动关系; 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1992</span><span>,第001期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-35230_thesis/020221259989.html">氮杂苯型芳族化合物生成热,电荷分布和键序的定量共振论计算</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=吴颢&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 吴颢</a> <span> <a href="/conference-cn-35230/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 第七届全国物理有机化学讨论会 </a> <span> <span> . 1995</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020316220566.html">青海钩虾细胞色素P450家族成员的鉴定及主要水体污染物的诱导表达</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=郑志琴&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 郑志琴</a> <span> . 2020</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120104504028.html">混有工程热塑性塑料的α-烯烃单体与一种或多种乙烯基或亚乙烯基芳族单体和/或一种或多种位阻脂族或环脂族乙烯基或亚乙烯基单体的共聚体的热塑性组合物</a> <b>[P]</b> . <span> 中国专利: CN1298425A </span> <span> . 2001-06-06</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061201268698.html">一种由乙烯基芳族化合物、共轭脂族二烯烃及烯键式不饱和腈制备水性聚合物分散体的方法</a> <b>[P]</b> . <span> 中国专利: CN102224177B </span> <span> . 2013.10.30</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130402283576.html">Hydroxylation of branched aliphatic or aromatic substrates using cytochrome P450 derived from Amycolatopsis lurida</a> <b>[P]</b> . <span> 外国专利: <!-- 日本专利: --> JP2019536479A </span> <span> . 2019-12-19</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:分支支链脂肪族或芳香族底物的羟化反应使用细胞色素P450衍生自Amycolatopsis lurida </span> </p> </li> <li> <div> <b>4. </b><a 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<span>机译:分枝的脂族或芳族底物的羟基氧化作用,应用支链淀粉LURIDA细胞色素P450 </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('0704022055749','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="" onclick="$('.journalsub-pop-up').hide()"> <p class="pardon">抱歉,该期刊暂不可订阅,敬请期待!</p> <p class="current">目前支持订阅全部北京大学中文核心(2020)期刊目录。</p> <div style="display: flex;margin-top: 69px;justify-content: space-between;"> <div class="no-sub" 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