L-天冬氨酸二甲酯 | 6384-18-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: L-天冬氨酸二甲酯
• 中文别名: L-天门冬氨酸甲酯
• 英文名称: L-Asp-(OMe)2
• 英文别名: L-Aspartic acid dimethyl ester；dimethyl L-aspartate；dimethyl aspartate；dimethyl (2S)-2-aminobutanedioate
• CAS: 6384-18-5
• 化学式: C₆H₁₁NO₄
• mdl: MFCD08669747
• 分子量: 161.158
• InChiKey: BYHXBBOSJKPUJL-BYPYZUCNSA-N

物化性质

• 熔点：
  115-116 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• 沸点：
  119-120 °C(Press: 16 Torr)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-天冬氨酸二甲酯 在 盐酸 作用下， 以 水 为溶剂， 生成 L-天冬氨酸二甲酯盐酸盐
  参考文献：
  名称：

  N-叔丁基磺酰基 (Bus) 保护基团在氨基酸和肽化学中的应用

  摘要：

  报道了叔丁基磺酰基 (Bus) 用于临时保护氨基酸和肽的效用。研究了存在其他 N 和 O 保护基团时的相容性和正交性。

  DOI：

  10.1055/s-0029-1217996
• 作为产物：
  描述：

  L-天门冬氨酸 在 硫酸 作用下， 以 甲醇 为溶剂， 生成 L-天冬氨酸二甲酯
  参考文献：
  名称：

  Method for preparing amino acid esters

  摘要：

  使用硫酸作为催化剂高收率制备氨基酸酯的方法，其中将氨基酸、硫酸和醇的混合物加热，同时将醇作为液体或气体加入反应混合物中，并蒸馏掉反应混合物中的醇。

  公开号：

  US05424476A1

文献信息

• SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS
  申请人：GLAXOSMITHKLINE LLC

  公开号：US20150152108A1

  公开（公告）日：2015-06-04

  The present invention relates to novel substituted bridged urea compounds, corresponding related analogs, pharmaceutical compositions and methods of use thereof. Sirtuin-modulating compounds of the present invention may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. The present invention also related to compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本发明涉及新型取代桥式脲化合物，相应的相关类似物，药物组合物以及其使用方法。本发明的抑制素调节化合物可用于延长细胞寿命，并治疗和/或预防各种疾病和疾病，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块疾病、炎症、癌症和/或潮红有关的疾病或疾病，以及那些会受益于增加线粒体活性的疾病或疾病。本发明还涉及包含抑制素调节化合物与另一治疗剂组合的组合物。
• [EN] SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS<br/>[FR] ANALOGUES D'URÉE PONTÉS SUBSTITUÉS EN TANT QUE MODULATEURS DE SIRTUINE
  申请人：GLAXOSMITHKLINE IP NO 2 LTD

  公开号：WO2016079709A1

  公开（公告）日：2016-05-26

  The present invention relates to novel substituted bridged urea analog compounds of Formula (I) or pharmaceutically acceptable salts thereof, corresponding pharmaceutical compositions, processes for making and use of such compounds, alone or in combination with other therapeutic agents, as Sirtuin Modulators useful for increasing lifespan of a cell, and for use in treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity.

  本发明涉及一种新型的取代桥式脲类似物化合物，其化学式为（I）或其药学上可接受的盐，相应的药物组合物，制备这种化合物的方法以及单独使用或与其他治疗剂联合使用的这些化合物作为Sirtuin调节剂，可用于增加细胞寿命，并用于治疗和/或预防各种疾病和紊乱，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块紊乱、炎症、癌症和/或潮红有关的疾病或紊乱，以及那些会受益于增加线粒体活性的疾病或紊乱。
• COMPOSITIONS AND METHODS FOR DETECTING NERVE AGENTS
  申请人：Corcoran Robert C.

  公开号：US20100130757A1

  公开（公告）日：2010-05-27

  The present invention provides methods and compositions for detecting, identifying and measuring the abundance of chemical nerve agents. Methods and compositions of the present invention are capable of providing selective detection of phosphorous based nerve agents, such as nerve agents that are esters of methyl phosphonic acid derivatives incorporating a moderately good leaving group at the phosphorus. Selectivity in the present invention is provided by a sensor composition having an alpha (α) effect nucleophile group that undergoes specific nucleophilic substitution and rearrangement reactions with phosphorus based nerve agents having a tetrahederal phosphorous bound to oxygen. The present invention includes embodiments employing a sensor composition further comprising a reporter group covalently linked to the alpha effect nucleophile group allowing rapid optical readout of nerve agent detection events, including direct visual readout and optical readout via spectroscopic analysis.

  本发明提供了用于检测、识别和测量化学神经毒剂丰度的方法和组合物。本发明的方法和组合物能够选择性地检测基于磷的神经毒剂，例如酯化了在磷上具有中等良好离去基团的甲基膦酸衍生物的神经毒剂。本发明中的选择性是通过具有α效应亲核基团的传感器组合物提供的，该亲核基团与磷基神经毒剂发生特定的亲核取代和重排反应，其中磷与氧结合形成四面体磷。本发明包括采用传感器组合物的实施例，该传感器组合物进一步包括与α效应亲核基团共价连接的报告基团，允许对神经毒剂检测事件进行快速光学读数，包括直接视觉读数和通过光谱分析的光学读数。
• The Enzyme‐Free Release of Nucleotides from Phosphoramidates Depends Strongly on the Amino Acid
  作者：Dejana Jovanovic、Peter Tremmel、Pradeep S. Pallan、Martin Egli、Clemens Richert

  DOI：10.1002/anie.202008665

  日期：2020.11.2

  Phosphoramidates composed of an amino acid and a nucleotide analogue are critical metabolites of prodrugs, such as remdesivir. Hydrolysis of the phosphoramidate liberates the nucleotide, which can then be phosphorylated to become the pharmacologically active triphosphate. Enzymatic hydrolysis has been demonstrated, but a spontaneous chemical process may also occur. We measured the rate of enzyme‐free

  由氨基酸和核苷酸类似物组成的氨基磷酸酯是瑞德西韦等前药的关键代谢物。氨基磷酸酯的水解释放出核苷酸，然后该核苷酸可以被磷酸化成具有药理活性的三磷酸盐。酶促水解已被证实，但也可能发生自发的化学过程。我们测量了 17 种核糖核苷酸的氨基磷酸酯与氨基酸或相关化合物在 pH 7.5 下的无酶水解速率。脯氨酸氨基磷酸酯快速水解，37°C 下含乙基咪唑的缓冲液中 Pro-AMP 的半衰期短至 2.4 小时；比 Ala-AMP 快 45 倍，比 Phe-AMP 快 120 倍。作为结晶伴侣与 RNase A 结合的 Gly-AMP、Pro-AMP、βPro-AMP 和 Phe-AMP 的晶体结构显示了羧酸盐如何很好地攻击氨基磷酸酯，从而有助于解释这种反应性。我们的结果对于新型抗病毒前药的设计具有重要意义。
• Synthesis of Dianionic and Trianionic Chiral, Chelating Ligands Based on Amino Acids
  作者：Madeleine Schultz、Jakov Kulis、Julie Murison、Genevieve W. Andrews

  DOI：10.1071/ch07430

  日期：——

  The synthesis of two new families of amino acid-containing chiral ligands, based on methyliminodiacetic acid and nitrilotriacetic acid cores, has been accomplished using a simple protection, solution-phase amide coupling, and deprotection strategy. The amino acids glycine, leucine, aspartic acid, and phenylalanine were used to demonstrate the versatility of the synthetic route, and that no epimerization occurs. The tridentate ligands bear C3 symmetry, whereas the bidentate ligands have C1 symmetry.

  我们采用简单的保护、溶液相酰胺偶联和脱保护策略，合成了基于亚甲基二乙酸和亚硝基三乙酸核心的两个新的含氨基酸手性配体家族。甘氨酸、亮氨酸、天门冬氨酸和苯丙氨酸等氨基酸被用来证明合成路线的通用性，而且不会发生外嵌合。三叉配体具有 C3 对称性，而双叉配体具有 C1 对称性。