2-[[(2-Methylpropan-2-yl)oxycarbonylamino]-(2-methylpropyl)amino]acetic acid | 357953-50-5

• 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: 2-[[(2-Methylpropan-2-yl)oxycarbonylamino]-(2-methylpropyl)amino]acetic acid
• CAS: 357953-50-5
• 化学式: C₁₁H₂₂N₂O₄
• 分子量: 246.307
• InChiKey: VKBXHBMVLHJPIO-UHFFFAOYSA-N

物化性质

• 熔点：
  63 °C(Solv: ethyl ether (60-29-7))
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[[(2-Methylpropan-2-yl)oxycarbonylamino]-(2-methylpropyl)amino]acetic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 51.0h， 生成 N'-Isobutyl-N'-[2-(N-isobutyl-hydrazino)-acetyl]-hydrazinecarboxylic acid benzyl ester
  参考文献：
  名称：

  Retro Hydrazino-azapeptoids as Peptidomimetics of Proteasome Inhibitors

  摘要：

  Several groups of proteasome inhibitors are widely used to study the role of the ubiquin proteasome pathway in various cellular processes or as anticancer drugs. Peptidomimetics have been developed to circumvent problems inherent in peptides such as poor bioavailability and protease-mediated degradation, while retaining biological activity. In this study, we introduce new pseudopeptides, the retro hydrazino-azapeptoids, designed as proteasome inhibitor peptidomimetics. Their proteasome inhibitory activity and antiproliferative properties are reported here.

  DOI：

  10.1021/jm049455f
• 作为产物：
  描述：

  N^α-i-Butyl-N^β-Boc hydrazinoglycine methyl ester 在 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 1.5h， 以79%的产率得到2-[[(2-Methylpropan-2-yl)oxycarbonylamino]-(2-methylpropyl)amino]acetic acid
  参考文献：
  名称：

  氮杂-β（3）-肽（N（α）-取代的肼基乙酸低聚物）的溶液合成和表征。

  摘要：

  DOI：

  10.1021/jo001500d

文献信息

• Retro Hydrazino-azapeptoids as Peptidomimetics of Proteasome Inhibitors
  作者：Sandrine Aubin、Bénédicte Martin、Jean-Guy Delcros、Yannick Arlot-Bonnemains、Michèle Baudy-Floc'h

  DOI：10.1021/jm049455f

  日期：2005.1.1

  Several groups of proteasome inhibitors are widely used to study the role of the ubiquin proteasome pathway in various cellular processes or as anticancer drugs. Peptidomimetics have been developed to circumvent problems inherent in peptides such as poor bioavailability and protease-mediated degradation, while retaining biological activity. In this study, we introduce new pseudopeptides, the retro hydrazino-azapeptoids, designed as proteasome inhibitor peptidomimetics. Their proteasome inhibitory activity and antiproliferative properties are reported here.
• Solution Synthesis and Characterization of Aza-β³-peptides (N^α-Substituted Hydrazino Acetic Acid Oligomers)
  作者：Arnaud Cheguillaume、Arnaud Salaün、Sourisak Sinbandhit、Michel Potel、Philippe Gall、Michèle Baudy-Floc'h、Philippe Le Grel

  DOI：10.1021/jo001500d

  日期：2001.7.1