N-(N-benzyloxycarbonyl-DL-valyl)-glycine | 74088-26-9

• 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: N-(N-benzyloxycarbonyl-DL-valyl)-glycine
• 英文别名: N-(N-Benzyloxycarbonyl-DL-valyl)-glycin；2-(2-{[(Benzyloxy)carbonyl]amino}-3-methylbutanamido)acetic acid；2-[[3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]acetic acid
• CAS: 74088-26-9
• 化学式: C₁₅H₂₀N₂O₅
• 分子量: 308.334
• InChiKey: MWOJWUBBCZRMTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(N-benzyloxycarbonyl-DL-valyl)-glycine 在 甲醇 、 钯 作用下， 生成 N-DL-valyl-glycine
  参考文献：
  名称：

  Davis, Annales de Chimie (Cachan, France), 1954, vol. <12> 9, p. 399,426

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄氧羰基-DL-缬氨酸 在 sodium hydroxide 、 氯甲酸乙酯 作用下， 生成 N-(N-benzyloxycarbonyl-DL-valyl)-glycine
  参考文献：
  名称：

  Davis, Annales de Chimie (Cachan, France), 1954, vol. <12> 9, p. 399,426

  摘要：

  DOI：

文献信息

• Peptidoaminobenzophenones, a novel class of ring-opened derivatives of 1,4-benzodiazepines
  作者：Kentaro Hirai、Teruyuki Ishiba、Hirohiko Sugimoto、Kazuyuki Sasakura、Toshio Fujishita、Tatsuro Toyoda、Yuji Tsukinoki、Hirokuni Joyama、Hisao Hatakeyama、Katsumi Hirose

  DOI：10.1021/jm00181a013

  日期：1980.7

  the corresponding NH derivatives. Some compounds had very high activities in antipentylenetetrazole and antifighting tests in mice when orally administered. Very weak toxicity was also found in these compounds. Water solubility of the peptidoaminobenzophenones and their salts were tested. Possible in these compounds. Water solubility of the peptidoaminobenzophenones and their salts were tested. Possible

  已通过几种途径制备了一系列新的肽氨基二苯甲酮，并对其中枢神经系统活性进行了评估。讨论了系列中的结构-活动关系。通常，二肽基-N-甲基氨基二苯甲酮显示出比相应的NH衍生物更高的活性。口服时，某些化合物在抗戊烯四唑和小鼠抗战斗试验中具有很高的活性。在这些化合物中也发现非常弱的毒性。测试了肽氨基二苯甲酮及其盐的水溶性。这些化合物中可能存在。测试了肽氨基二苯甲酮及其盐的水溶性。还讨论了通过末端氨基酸的酶促裂解将肽氨基二苯甲酮进行体内转化，然后化学环化成1,4-苯并二氮杂ze的方法。
• DNA double-strand break repair in cell-free extracts from Ku80-deficient cells: implications for Ku serving as an alignment factor in non-homologous DNA end joining
  作者：E. Feldmann、V. Schmiemann、W. Goedecke、S. Reichenberger、P. Pfeiffer

  DOI：10.1093/nar/28.13.2585

  日期：2000.7.1

  Non-homologous DNA end joining (NHEJ) is considered the major pathway of double-strand break (DSB) repair in mammalian cells and depends, among other things, on the DNA end-binding Ku70/80 hetero­dimer. To investigate the function of Ku in NHEJ we have compared the ability of cell-free extracts from wild-type CHO-K1 cells, Ku80-deficient xrs6 cells and Ku80-cDNA-complemented xrs6 cells (xrs6-Ku80) to rejoin different types of DSB in vitro. While the two Ku80-proficient extracts were highly efficient and accurate in rejoining all types of DNA ends, the xrs6 extract displayed strongly decreased NHEJ efficiency and accuracy. The lack of accuracy is most evident in non-homologous terminus configurations containing 3′-overhangs that abut a 5′-overhang or blunt end. While the sequences of the 3′-overhangs are mostly preserved by fill-in DNA synthesis in the Ku80-proficient extracts, they are always completely lost in the xrs6 extract so that, instead, small deletions displaying microhomology patches at their breakpoints arise. In summary, our results are consistent with previous results from Ku-deficient yeast strains and indicate that Ku may serve as an alignment factor that not only increases NHEJ efficiency but also accuracy. Furthermore, a secondary NHEJ activity is present in the absence of Ku which is error-prone and possibly assisted by base pairing interactions.

  非同源 DNA 末端连接 (NHEJ) 被认为是哺乳动物细胞中双链断裂 (DSB) 修复的主要途径，并且取决于 DNA 末端结合 Ku70/80 异二聚体等。为了研究 Ku 在 NHEJ 中的功能，我们比较了野生型 CHO-K1 细胞、Ku80 缺陷型 xrs6 细胞和 Ku80-cDNA 互补的 xrs6 细胞 (xrs6-Ku80) 的无细胞提取物重新加入不同类型的细胞的能力。 DSB 体外。虽然两种 Ku80 丰富的提取物在重新连接所有类型的 DNA 末端时非常高效且准确，但 xrs6 提取物却显示出 NHEJ 效率和准确度大幅下降。在包含与 5' 突出端或平端相连的 3' 突出端的非同源末端构型中，准确性的缺乏最为明显。虽然 3'-突出端的序列大部分通过填充 DNA 合成在 Ku80 熟练的提取物中得以保留，但它们在 xrs6 提取物中总是完全丢失，因此，相反，在其断点处出现显示微同源补丁的小缺失。总之，我们的结果与 Ku 缺陷酵母菌株的先前结果一致，表明 Ku 可能作为比对因子，不仅提高 NHEJ 效率，而且提高准确性。此外，在缺乏 Ku 的情况下存在二级 NHEJ 活性，这很容易出错，并且可能通过碱基配对相互作用来辅助。
• 2-OXAMIDE INHIBITORS OF PHOSPHOLIPASE A2 ACTIVITY AND CELLULAR ARACHIDONATE RELEASE BASED ON DIPEPTIDES AND PSEUDOPEPTIDES
  申请人：Dennis Edward A.

  公开号：US20120095096A1

  公开（公告）日：2012-04-19

  The disclosure provides a series of 2-oxoamides based on dipeptides and pseudodipeptides, which were synthesized and their activities toward two human intracellular phospholipases A2 (GIVA CPLA 2 and GVIA 1PLA 2 ) and one human secretory phospholipase A2 (GVsPLA 2 ) were evaluated. Derivatives containing a free carboxyl group are selective GIVA cPLA 2 inhibitors. A derivative based on the ethyl ester of an ether pseudodipeptide is the first 2-oxoamide, which preferentially inhibits GVIA iPLA 2 . The effect of 2-oxoamides on the generation of arachidonic acid from RAW 264.7 macrophages was also studied. It was found that selective GIVA cPLA 2 inhibitors preferentially inhibited cellular arachidonic acid release; in which one pseudodipeptide gave an IC50 value of 2 μM.

  该披露提供了一系列基于二肽和假二肽的2-氧代酰胺，这些化合物已被合成，并评估了它们对两种人类细胞内磷脂酶A2（GIVA CPLA2和GVIA 1PLA2）以及一种人类分泌型磷脂酶A2（GVsPLA2）的活性。含有自由羧基的衍生物是选择性的GIVA CPLa href=https://www.molaid.com/MS_77825 target="_blank">LA2抑制剂。一种基于乙酰化假二肽的2-氧代酰胺是首个优先抑制GVIA iPLA2的化合物。还研究了2-氧代酰胺对RAW 264.7巨噬细胞中花生四烯酸生成的影响。发现选择性的GIVA CPLa href=https://www.molaid.com/MS_77825 target="_blank">LA2抑制剂优先抑制细胞花生四烯酸释放；其中一个假二肽给出了2μM的IC50值。
• Wieland et al., Justus Liebigs Annalen der Chemie, 1953, vol. 583, p. 129,145
  作者：Wieland et al.

  DOI：——

  日期：——
• Acid-catalyzed Decarbobenzoxylation
  作者：Noel F. Albertson、Frank C. McKay

  DOI：10.1021/ja01117a053

  日期：1953.11