血管紧张素转化酶底物 | 31384-90-4

• 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: 血管紧张素转化酶底物
• 中文别名: 马尿酰甘氨酰甘氨酸；N-苯甲酰甘氨酰甘氨酰甘氨酸
• 英文名称: hippuroyl-Gly-Gly
• 英文别名: N-benzoyl-glycyl=>glycyl=>glycine；N-Benzoyl-glycyl=>glycyl=>glycin；Benzoyl-diglycyl-glycin；Hippuryl-glycyl-glycin；Hippuryl-glycyl-glycine；2-[[2-[(2-benzamidoacetyl)amino]acetyl]amino]acetic acid
• CAS: 31384-90-4
• 化学式: C₁₃H₁₅N₃O₅
• mdl: MFCD00037790
• 分子量: 293.279
• InChiKey: CYQZRSVDAIOAIY-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 海关编码：
  2924299090

制备方法与用途

制备方法

生化研究。

用途简介 用途

生化研究。

反应信息

• 作为反应物：
  描述：

  血管紧张素转化酶底物 在 盐酸 作用下， 生成 N-benzoyl-glycyl=>glycyl=>glycine ethyl ester
  参考文献：
  名称：

  Curtius; Wuestenfeld, Journal fur praktische Chemie (Leipzig 1954), 1904, vol. <2> 70, p. 80

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(N-benzoyl-glycyl)-glycine hydrazide 在 sodium hydroxide 、 溶剂黄146 、 sodium nitrite 作用下， 生成 血管紧张素转化酶底物
  参考文献：
  名称：

  Curtius; Wuestenfeld, Journal fur praktische Chemie (Leipzig 1954), 1904, vol. <2> 70, p. 80

  摘要：

  DOI：

文献信息

• Linear energy correlations and failures in the low-energy tandem mass spectra of protonatedN-benzoylated tripeptides: Tools for probing mechanisms of CAD processes
  作者：Daniel G. Morgan、Maurice M. Bursey

  DOI：10.1002/jms.1190300410

  日期：1995.4

  The backbone cleavages for three series of protonated N-benzoyl tripeptide ions were studied in a hybrid tandem mass spectrometer: (i) benzoyl-Gly-Gly-Xxx, where Xxx = Gly, Ala, Val, Leu, Ile, Phe, Tyr, Met, Glu, Pro and Trp, (ii) benzoyl-Gly-Xxx-Gly, where Xxx = Gly, Ala, Leu, Phe, Tyr, Met and Trp, and (iii) benzoyl-Xxx-Gly-Gly, where Xxx = Gly, Ala, Val, Leu, Ile, Phe, Tyr, Met, Pro and Trp. C-Terminal y-type ions and N-terminal a- and b-type ions were noted in all three cases. For benzoyl-Gly-Gly-Xxx, a linear relationship between log (y1/b2) and the proton affinity of the C-terminal amino acid substituents was found: as the proton affinity of the C-terminal residue increases, the fraction of y1 ion formation increases. A similar relationship was noted for the benzoyl-Xxx-Gly-Gly tripeptides between log (y2/b1) and the proton affinity of the N-terminal amino acid substituent: as the proton affinity of the N-terminal residue increases, the fraction of b1 ion formation increases. For the series benzoyl-Gly-Xxx-Gly, these relationships did not hold true. These observations point to similar reaction pathways throughout the benzoyl-Gly-Gly-Xxx series and also similar pathways throughout the benzoyl-Xxx-Gly-Gly, but pathways that are substituent dependent for benzoyl-Gly-Xxx-Gly. The increased correlation coefficients for benzoyl-Gly-Gly-Xxx and benzoyl-Xxx-Gly-Gly when compared with the free tripeptides, suggest that fewer interfering competitive reactions exist, as fewer possibilities for internal hydrogen bonding exist in the N-benzoyl derivatives versus the free compounds.

  在一台混合串联质谱仪上，研究了三种系列的质子化N-苯甲酰三肽离子的骨架断裂：（i）苯甲酰-Gly-Gly-Xxx，其中Xxx = Gly、Ala、Val、Leu、Ile、Phe、Tyr、Met、Glu、Pro和Trp，（ii）苯甲酰-Gly-Xxx-Gly，其中Xxx = Gly、Ala、Leu、Phe、Tyr、Met和Trp，以及（iii）苯甲酰-Xxx-Gly-Gly，其中Xxx = Gly、Ala、Val、Leu、Ile、Phe、Tyr、Met、Pro和Trp。在所有三种情况下，都观察到了C端y型离子和N端a型及b型离子。对于苯甲酰-Gly-Gly-Xxx，发现log（y1/b2）与C端氨基酸取代基的质子亲和力之间存在线性关系：随着C端残基的质子亲和力增加，y1离子的形成分数增加。对于苯甲酰-Xxx-Gly-Gly三肽，log（y2/b1）与N端氨基酸取代基的质子亲和力之间存在类似的关系：随着N端残基的质子亲和力增加，b1离子的形成分数增加。对于苯甲酰-Gly-Xxx-Gly系列，这些关系并不成立。这些观察结果表明，在苯甲酰-Gly-Gly-Xxx系列和苯甲酰-Xxx-Gly-Gly系列中存在类似的反应途径，但对于苯甲酰-Gly-Xxx-Gly，途径依赖于取代基。与自由三肽相比，苯甲酰-Gly-Gly-Xxx和苯甲酰-Xxx-Gly-Gly的相关系数增加，表明存在的干扰竞争反应较少，因为在N-苯甲酰衍生物中内部氢键的可能性比自由化合物少。
• Novel gamma-butyrolactone derivatives
  申请人：SS PHARMACEUTICAL CO., LTD.

  公开号：EP0266568A2

  公开（公告）日：1988-05-11

  Novel y-butyrolactone derivatives having strong ACE inhibitory activity are provided. They are represented by the following general formula (I): wherein RI and R2 may be the same or different and mean individually a hydrogen atom or a straight-chain or branched alkyl or cycloalkyl group, or R1 and R2 are bonded together to mean an alkylene group having 2 - 6 carbon atoms, R3 denotes a hydrogen atom or a lower alkyl, aralkyl, amino lower alkyl or lower alkoxycarbonylamino lower alkyl group, R4 means a lower alkyl, cycloalkyl or aralkyl group, R5 means a hydrogen atom or a lower alkyl group, or R4 and R5 are bonded together to denote an alkylene group having 2 - 4 atoms, and R6 stands for a hydrogen atom or a lower alkyl or aralkyl group; or a pharmacologically acceptable salt thereof.

  本研究提供了具有较强 ACE 抑制活性的新型 y-丁内酯衍生物。它们由以下通式（I）表示： 其中 RI 和 R2 可以相同或不同，分别表示氢原子或直链或支链烷基或环烷基，或 R1 和 R2 结合在一起表示具有 2 - 6 个碳原子的亚烷基，R3 表示氢原子或低级烷基、芳烷基、氨基低级烷基或低级烷氧基羰基氨基低级烷基，R4 表示氢原子或低级烷基、芳烷基、氨基低级烷基或低级烷氧基羰基氨基低级烷基、R4 表示低级烷基、环烷基或芳烷基，R5 表示氢原子或低级烷基，或 R4 和 R5 键合在一起表示具有 2 - 4 个原子的亚烷基，R6 表示氢原子或低级烷基或芳烷基；或其药理上可接受的盐。
• Imai, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1924, vol. 136, p. 193
  作者：Imai

  DOI：——

  日期：——
• Composition containing a penem or carbapenem antibiotic
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0226304B1

  公开（公告）日：1991-08-28
• Design, synthesis, and biological evaluation of glycine-based molecular tongs as inhibitors of Aβ1–40 aggregation in vitro
  作者：Saverio Cellamare、Angela Stefanachi、Diana A. Stolfa、Teodora Basile、Marco Catto、Francesco Campagna、Eddy Sotelo、Pasquale Acquafredda、Angelo Carotti

  DOI：10.1016/j.bmc.2008.03.052

  日期：2008.5

  A series of N-terminus benzamides of glycine-based symmetric peptides, linked to m-xylylenediamine and 3,4'-oxydianiline spacers, were prepared and tested as inhibitors of beta-amyloid peptide A beta(1 - 40) aggregation in vitro. Compounds with good anti-aggregating activity were detected. Polyphenolic amides showed the highest anti-aggregating activity, with IC50 values in the micromolar range. Structure - activity relationships suggested that pi - pi stacking and hydrogen-bonding interactions play a key role in the inhibition of A beta(1 - 40) self-assembly leading to amyloid fibrils. (c) 2008 Elsevier Ltd. All rights reserved.