glycyl-L-leucinamide | 17331-92-9

• 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
• 英文名称: glycyl-L-leucinamide
• 英文别名: H-Gly-Leu-NH2；Gly-Leu-NH2；gly-leu-NH₂；N-glycyl-L-leucine amide；N-Glycyl-L-leucin-amid；N-Glycyl-L-leucin-amid; (N-Glycyl-L-leucin)-amid；Glycylleucinamid；(2S)-2-[(2-aminoacetyl)amino]-4-methylpentanamide
• CAS: 17331-92-9
• 化学式: C₈H₁₇N₃O₂
• 分子量: 187.242
• InChiKey: VLQRUHMMBPNZGY-LURJTMIESA-N

物化性质

• 沸点：
  433.3±30.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  98.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  glycyl-L-leucinamide 、 Z-L-GluOMe 在 Bacillus licheniformis Glu-specific endopeptidase (BL-GSE) 、 sodium chloride 、 calcium chloride 作用下， 以7.5%的产率得到Z-Glu-Gly-Leu-NH2
  参考文献：
  名称：

  Effect of freezing on the enzymatic coupling of specific amino acid-containing peptide fragments

  摘要：

  The effect of freezing on the enzymatic coupling of highly specific amino acid-containing peptide fragments was investigated using trypsin, a-chymotrypsin, and Bacillus licheniformis Glu-specific endopeptidase as biocatalysts. Comparison with reactions at normal temperature indicates that freezing efficiently represses the cleavage of specific peptide bonds independent of their individual localisation and specificity achieving irreversible and efficient peptide bond formation without proteolytic side reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00187-7
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 钯 作用下， 生成 glycyl-L-leucinamide
  参考文献：
  名称：

  Smith; Slonim, Journal of Biological Chemistry, 1948, vol. 176, p. 835,839

  摘要：

  DOI：

文献信息

• Synthesising protease-stable isopeptides by proteases: an efficient biocatalytic approach on the basis of a new type of substrate mimetics
  作者：Nicole Wehofsky、Frank Bordusa、Mandy Alisch

  DOI：10.1039/b105752a

  日期：——

  A biocatalytic route to the ‘post-synthesis’ formation of Asp/Glu-derived isopeptides is illustrated on the basis of the Staphylococcus aureus V8 protease used as the biocatalyst, a new type of substrate mimetics as the donor peptides, and several acceptor peptides varying in length and sequence.

  一种生物催化途径用于“合成后”形成Asp/Glu衍生的异肽，基于以金黄色葡萄球菌V8蛋白酶作为生物催化剂、作为供体肽的新型底物模拟物以及几种在长度和序列上变化的受体肽的组合。
• The formation and stability of imidazolidinone adducts from acetaldehyde and model peptides
  作者：Lindsay F. Fowles、Eleanor Beck、Simon Worrall、Brian C. Shanley、John de Jersey

  DOI：10.1016/0006-2952(95)02408-5

  日期：1996.5

  The kinetics of the reaction of acetaldehyde (AcH) with the alpha-amino group of several di- and tripeptides to form 2-methylimidazolidin-4-one adducts were determined at pH 7, 4, 37 degrees C, using reverse phase HPLC to separate peptides from adducts. The imidazolidin-4-one structure of the adducts was confirmed by 13C NMR spectroscopy. The reaction of val-gly-gly with AcH was shown to follow second-order

  使用反相HPLC分离法测定乙醛（AcH）与几种二肽和三肽的α-氨基形成2-甲基咪唑啉丁-4-酮加成物的反应动力学，其pH为7、4、37摄氏度加合物中的肽。通过13C NMR光谱确认了加合物的咪唑啉丁-4-酮结构。Val-gly-gly与AcH的反应在两种反应物的较大浓度范围内均遵循二级动力学，k2 = 0.734 +/- 0.032 M（-1）min（-1）。在类似于酒精在慢性乙醇氧化过程中的肝脏条件下（[Ach] o = 50-910 microm； [游离肽α-氨基] o = 1.5 mM），反应进行到有效地使所有AcH均具有被消耗了。N末端氨基酸的侧链显示对咪唑烷酮的形成速率没有显着影响。在60至100摄氏度下观察到val-gly-gly和AcH的咪唑啉酮加合物的分解。将Arrhenius曲线外推至37摄氏度，得出的K（obs）估计为0.002 h-1（t1 / 2约14天）。基于这
• Tandem Electrochemical Oxidative Azidation/Heterocyclization of Tryptophan‐Containing Peptides under Buffer Conditions
  作者：Yiyi Weng、Xiaobin Xu、Hantao Chen、Yiyang Zhang、Xianfeng Zhuo

  DOI：10.1002/anie.202206308

  日期：2022.10.10

  Manganese-catalyzed late-stage derivatization was used to construct azide-substituted tetrazolo[1,5-a]indole-containing peptides through a radical azidation/heterocyclization cascade. This electrochemical oxidative strategy could be conducted under mild, efficient, and environmentally friendly conditions in buffer solution.

  锰催化后期衍生化用于通过自由基叠氮化/杂环化级联构建叠氮取代的四唑并[1,5- a ]吲哚肽。这种电化学氧化策略可以在缓冲溶液中温和、高效、环保的条件下进行。
• Tissue-specific genome engineering using CRISPR-Cas9
  申请人：Pfizer Inc.

  公开号：US10851367B2

  公开（公告）日：2020-12-01

  The present application provides compounds, compositions, uses thereof for the treatment of diseases, conditions and/or disorders, and uses thereof as asialoglycoprotein receptor (ASGPR) targeting agents.

  本申请提供了用于治疗疾病、病症和/或失调的化合物、组合物及其用途，以及其作为淀粉样糖蛋白受体（ASGPR）靶向药物的用途。
• Alcalase-catalyzed Synthesis of Novel 2,6-Dimethoxyhydroquinone-3-mercaptoacetyl-peptide Conjugates
  作者：Wen-Fu Chen、Ming-Chu Jong、Shui-Tein Chen、Leung Sheh

  DOI：10.1002/jccs.199900017

  日期：1999.2

  AbstractSeven dipeptide and one tripeptide conjugates of the cytotoxic drug 2,6‐dimethoxyhydroquinone‐3‐mercaptoacetic acid (DMQ‐MA) conjugates were prepared successfully by an alcalase‐catalyzed reaction in alcohols, using DMQ‐MA‐X‐OMe as the acyl donor and H2N‐Y‐CONH2 as the nucleophile (where X and Y are amino acids, and amino acid/dipeptides, respectively).