谷氨酸甲酯 盐酸盐 | 32668-14-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 谷氨酸类衍生物
• 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: 谷氨酸甲酯 盐酸盐
• 中文别名: L-谷氨酰胺甲酯盐酸盐；谷氨酸甲酯盐酸盐；L-谷氨酰胺甲酯单盐酸盐
• 英文名称: L-glutamine methyl ester hydrochloride
• 英文别名: methyl (2S)-2,5-diamino-5-oxopentanoate;hydrochloride
• CAS: 32668-14-7
• 化学式: C₆H₁₂N₂O₃*ClH
• mdl: MFCD00237059
• 分子量: 196.634
• InChiKey: HGYBXODOMJPMNO-WCCKRBBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.59
• 重原子数：
  12
• 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：
  95.4
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36
• 海关编码：
  2924199090
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H319

反应信息

• 作为反应物：
  描述：

  谷氨酸甲酯 盐酸盐 在 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (S)-2-N-[4-(3-pyridyloxymethyl)-2-phenylbenzoyl]amino-4-(aminocarbonyl)-butanoic acid
  参考文献：
  名称：

  Potent and Selective Non-Cysteine-Containing Inhibitors of Protein Farnesyltransferase

  摘要：

  Potent and selective non-thiol-containing inhibitors of protein farnesyltransferase are described. FTI-276 (1) was transformed into pyridyl ether analogue 19. The potency of pyridyl ether 19 was improved by modification of the biphenyl core to that of an o-tolyl substituted biphenyl core to give 29. In addition to 0.4 nM in vitro potency, 29 displayed 350 nM potency in whole cells as the parent carboxylic acid. The o-tolyl biphenyl core dramatically and unexpectedly enhanced the potency of other compounds as exemplified by 46, 47, 48, and 49.

  DOI：

  10.1021/jm980298s
• 作为产物：
  描述：

  N²-benzyloxycarbonyl-L-glutamine methyl ester 在 盐酸 、 钯 作用下， 生成 谷氨酸甲酯 盐酸盐
  参考文献：
  名称：

  The Synthesis of Peptides of L-Glutamine by the Carbobenzoxy Azide Method¹

  摘要：

  DOI：

  10.1021/ja01639a063

文献信息

• SMALL MOLECULE MODULATORS OF PCSK9 AND METHODS OF USE THEREOF
  申请人：ADAERATA, LIMITED PARTNERSHIP

  公开号：US20160031935A1

  公开（公告）日：2016-02-04

  A compound of Formula (I): or a pharmaceutically acceptable salt, hydrate, solvate, or racemic mixture or stereoisomer thereof, and methods for preventing or treating an LDL-cholesterol-related disease or disorder using such compound(s), and kits and compositions comprising such compound(s).

  公式（I）的化合物：或其药用可接受的盐、水合物、溶剂合物、或其拉克米混合物或立体异构体，以及使用这种化合物预防或治疗LDL胆固醇相关疾病或紊乱的方法，以及包含这种化合物的试剂盒和组合物。
• Amino Acids and Peptides. VI. Novel Peptide Bond Formation catalyzed by Metal Ions. IV. Formation of optically Active Amino Acid Amides and Peptide Amides
  作者：MITSUYOSHI WAGATSUMA、SHIRO TERASHIMA、SHUN-ICHI YAMADA

  DOI：10.1248/cpb.21.422

  日期：——

  The Cu (II)-catalyzed peptide bond formation previously reported by us, was applied to the synthesis of optically active amino acid amides and peptide amides. Treatment of an optically active amino acid ester with a primary amine in the presence of anhydrous CuCl2 afforded the desired amino acid secondary amide, without racemization, in 60-70% yield. However, the same reaction with a secondary amine with larger steric hindrance than primary amine gave an optically active tertiary amide in a very low yield as expected from the proposed mechanism. Almost all the amino acid amides could be isolated as hydrochlorides or as free bases. Some peptide amides, i. e. Z-Gly-Gly-NH-Bzl, and Z-Ala-Gly-NH-Bzl, were also prepared.

  我们之前报道的Cu(II)催化肽键形成反应，被应用于光学活性氨基酸酰胺和肽酰胺的合成。在无水CuCl2的存在下，将光学活性氨基酸酯与一级胺反应，可以获得所需的氨基酸次级酰胺，且未发生消旋化，产率为60-70%。然而，与具有比一级胺更大空间位阻的二级胺进行相同反应，根据提出的机理预期，得到的光学活性三级酰胺产率非常低。几乎所有的氨基酸酰胺都可以分离为盐酸盐形式或游离碱形式。一些肽酰胺，例如Z-Gly-Gly-NH-Bzl和Z-Ala-Gly-NH-Bzl，也被制备出来。
• [EN] IMMUNOSTIMULATING AGENT<br/>[FR] AGENT IMMUNOSTIMULANT
  申请人：AJINOMOTO KK

  公开号：WO2017073797A1

  公开（公告）日：2017-05-04

  The present invention aims to provide an immunostimulating agent superior in an immunostimulatory effect, particularly a compound useful as a vaccine adjuvant, a pharmaceutical composition containing the compound, a vaccine containing the compound and an antigen. The present invention relates to an immunostimulating agent containing at least one kind of a compound represented by the formula (I) : wherein each symbol is as defined in the DESCRIPTION, or a salt thereof, or at least one kind of a compound represented by the formula (II) : wherein each symbol is as defined in the DESCRIPTION, or a salt thereof.

  本发明旨在提供一种免疫刺激剂，其在免疫刺激效果方面优越，特别是作为疫苗佐剂有用的化合物，含有该化合物的药物组合物，含有该化合物和抗原的疫苗。本发明涉及一种免疫刺激剂，其至少包含下式(I)所表示的一种化合物：其中每个符号如描述中所定义，或其盐，或至少包含下式(II)所表示的一种化合物：其中每个符号如描述中所定义，或其盐。
• A Convenient Two-Step Synthesis of Amino Acid Derived Chiral 3-Substituted [1,4]Benzodiazepin-2-ones
  作者：Gautam Panda、Jitendra Kumar Mishra

  DOI：10.1055/s-2005-869950

  日期：——

  A new two-step route to chiral 3-substituted [1,4]benzo-diazepin-2-ones is described, which involves the coupling of 2-nitrobenzyl bromide with a series of amino acids, followed by diazepine ring formation with Fe/AcOH at110 °C.

  描述了一种新的手性 3-取代 [1,4]苯并-二氮杂-2-酮的两步法，其涉及将 2-硝基苄基溴与一系列氨基酸偶联，然后与 Fe/形成二氮杂环。乙酸在 110 °C。
• Amino acid-based enantiomerically pure 3-substituted 1,4-benzodiazepin-2-ones: A new class of anti-ischemic agents
  作者：Jitendra Kumar Mishra、Puja Garg、Preeti Dohare、Ashutosh Kumar、Mohammad Imran Siddiqi、Madhur Ray、Gautam Panda

  DOI：10.1016/j.bmcl.2006.12.001

  日期：2007.3

  A series of 3-substituted 1,4-benzodiazepin-2-ones derived from S and R amino acids were evaluated for their anti-ischemic activity in vitro. Treatment with compounds 7h, 16, 9d, and 17 decreased the apoptotic neuronal number, however increased the neuronal viability. The compounds decreasing apoptosis could protect neurons from the ischemic injury. The difference in the activities of 1,4-benzodiazepin-2-ones

  评估了一系列源自S和R氨基酸的3-取代的1,4-苯并二氮杂-2-酮在体外的抗缺血活性。用化合物7h，16、9d和17处理可减少凋亡的神经元数量，但增加神经元的生存能力。减少细胞凋亡的化合物可以保护神经元免受缺血性损伤。在分子模型研究的基础上，讨论和解释了衍生自S-和R-氨基酸的1,4-苯并二氮杂-2-酮的活性差异。