CAS: 534-30-5; (S)-3-(1H-Imidazol-5-yl)-2-(Trimethylammonio)Propanoate

该化合物是氨基酸丁胺的一种自然产生的化合物,被归类为乙型,是一种带有正和负电荷但总体上中性zwitter化合物,其结构特征包括一个碳箱基组,一个氨基组和一个从丁基衍生出来的侧链,有助于其在生物系统中的功能多功能性.

结构式图片

合成工艺路线路线简述

  • 合成目标产物 Hercynine 主要起始原料 L-Histidine, N,N-Dimethyl-, Hydrochloride (1:1) And Iodomethane
  • (文献来源)合成步骤主要原料 L-Histidine, N,N-Dimethyl-, Hydrochloride (1:1) 和 Iodomethane
Hercynine Methyl Ester 在 盐酸体系中,用 水作为反应溶剂,反应 48.0H,以24%的收率获得hercynine
参考文献:开发用于定量分析人全血中海西宁的 Lc-串联质谱法
标题:开发用于定量分析人全血中海西宁的 Lc-串联质谱法
摘要:鉴于麦角硫因独特的氧化还原行为涉及快速再生过程,其前体和氧化还原代谢物海西宁的测量对于评估其在氧化应激或其他生物过程中的作用可能特别有用.因此,开发了一种用于测定全血中海西宁浓度的 Lc-Ms/Ms 方法.用冷水裂解红细胞后,样品在微量浓缩器上过滤,温度控制在 4 °c.然后用焦碳酸二乙酯处理澄清的过滤流体以衍生化海西宁,用于通过 Lc-Ms/Ms 进行分析.衍生化的分析物在 C18 色谱柱上以 Carbethoxy 衍生物的形式等度分离,流动相为 0.1% V/V 甲酸水溶液和乙腈 (95:5).通过 M/Z 270.28->95 和 273 处的 Mrm 转换监测流出物.海西宁及其氘代对应物分别为 21->95.没有观察到 Mrm 跃迁之间的串扰,并且在 35-1120 Nmol/L 的范围内发现了良好的线性.Lod 和 Loq 分别为 10.30 和 31.21 Nmol/L,日内和中间精度低于
Doi:10.3390/Molecules23123326

海关参考信息

专利信息


专利号:US-2025115557-A1
优先权日:2022-02-16
标题:Total syntheses of selenoneine, iso-selenoneine, and isomers
发明人:ACHOUBA ADEL; AYOTTE PIERRE
权利人:UNIV LAVAL
摘要:A process for the total synthesis of selenoneine, iso-selenoneine, and isomers thereof is disclosed herein. Regarding the synthesis of selenoneine, the process comprises reacting an alkylated L-histidine methyl ester with a stable, acid-labile alkylating agent followed by reaction with elemental selenium under mildly basic conditions; and an acidic hydrolysis step. Regarding the synthesis of iso-selenoneine, the process comprises reacting hercynine with an electrophilic R—Se—X species, wherein the R—Se—X species is obtained by reaction of an alkyl diselenide with X 2 , and wherein X is F, Cl, Br or I; and a deprotection reaction.

专利号:WO-2023183543-A1
优先权日:2022-03-25
标 题 :Chemoenzymatic synthesis of selenoneine and its analogs
发明人:SEYEDSAYAMDOST MOHAMMAD; KAYROUZ CHASE
权利人:UNIV PRINCETON
摘要:Disclosed is a method for forming selenoneine or analogs thereof. The method may include phosphorylating sodium selenide to a selenophosphate, using adenosine triphosphate (ATP) and at least a first protein, generating a selenosugar by converting the selenophosphate using at least a second protein in the presence of a common sugar donor, and forming selenoneine or an analog thereof by combining the selenosugar with N,N,N-trimethyl-L- histidine or analogs thereof using at least a third protein. The method may include combining SenA, SenB, and SenC in an aqueous buffer at neutral pH and ambient temperature, and allowing SenA, SenB, and SenC to form selenoneine or an analog thereof in the presence of ATP, a common sugar donor, and sodium selenide.

专利号:WO-2025090082-A1
优先权日:2023-10-26
标题:Scalable, economical synthesis of selenoneine and its analogs
发明人:SEYEDSAYAMDOST MOHAMMAD R; KAYROUZ CHASE M
权利人:UNIV PRINCETON
摘要:The present disclosure provides a rapid, facile, economical, and highly scalable method for producing selenoneine. The method involves SenA, hercynine, a selenosugar, and optionally a reductant, and a single, high-yielding enzymatic step in, e.g, aneutral-pH aqueous buffer and at ambient temperature. It can achieve yields of around 5 grams selenoneine per liter reaction with approximate costs of $100 per gram selenoneine.

专利号:US-2025197902-A1
优先权日:2022-03-30
标题 :Chemoenzymatic synthesis of selenoneine and its analogs
发明人:SEYEDSAYAMDOST MOHAMMAD R; KAYROUZ CHASE M
权利人:UNIV PRINCETON
摘要:Disclosed is a method for forming selenoneine or analogs thereof. The method may include phosphorylating sodium selenide to a selenophosphate, using adenosine triphosphate (ATP) and at least a first protein, generating a selenosugar by converting the selenophosphate using at least a second protein in the presence of a common sugar donor, and forming selenoneine or an analog thereof by combining the selenosugar with N,N,N-trimethyl-L-histidine or analogs thereof using at least a third protein. The method may include combining SenA, SenB, and SenC in an aqueous buffer at neutral pH and ambient temperature, and allowing SenA, SenB, and SenC to form selenoneine or an analog thereof in the presence of ATP, a common sugar donor, and sodium selenide.

专利号:US-12122967-B1
优先权日:2017-04-04
标题:Process for production of H2 rich synthesis gas from coal/steam with Cu—Fe-alumina based catalysts
发明人:SIRIWARDANE RANJANI
权利人:US ENERGY; US DEPT ENERGY
摘要:Materials, methods to prepare, and methods of use for producing an H2 rich synthesis gas stream from coal free of nitrogen is described. One embodiment of the method comprises. The method includes an oxygen carrier at least partially reduced using a fuel in a reactor forming a reduced metal oxide comprised of first series—3d block-transition metals or mixture thereof. The reduced metal oxide is reacted with the solid fuel/steam to produce H2 and CO2/CO in the reactor; and the reduced metal oxide is added separately or simultaneously with a solid fuel while not impregnating the solid fuel with the reduced metal oxide.

专利号:CN-109554414-B
优先权日:2018-11-09
标 题:Application of Enoki mushroom genes Fvegt1, Fvegt2 and Fvegt3 in the synthesis of ergothioneine
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✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.3389/fbioe.2021.662655
摘要:He J, Liu C, Du M, Zhou X, Hu Z, Lei A, Wang J. Metabolic Responses of a Model Green Microalga Euglena gracilis to Different Environmental Stresses. Front Bioeng Biotechnol. 2021;9():662655.
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