Boc-Pro-(4R)Azp-OH | 1251461-90-1

• 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: Boc-Pro-(4R)Azp-OH
• CAS: 1251461-90-1
• 化学式: C₁₅H₂₃N₅O₅
• 分子量: 353.378
• InChiKey: LLTKFPGBWCDKSP-VWYCJHECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  135.91
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Boc-Pro-(4R)Azp-OH 在 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Functionalizable Oligoprolines as Molecular Scaffolds

  摘要：

  Azidoproline (Azp) containing oligoprolines are conformationally well-defined, helical molecular scaffolds that allow for facile functionalization. Within this article we describe the synthesis of Azp-containing oligoprolines and different strategies to introduce functional moieties. In addition, the influence of factors such as substituents at the y-position of proline as well as functional groups at the termini on the conformational stability of the molecular scaffolds are briefly presented.

  DOI：

  10.2533/chimia.2011.264
• 作为产物：
  描述：

  methyl (2S,4R)-4-azidopyrrolidine-2-carboxylate 在 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 Boc-Pro-(4R)Azp-OH
  参考文献：
  名称：

  Functionalizable Oligoprolines as Molecular Scaffolds

  摘要：

  Azidoproline (Azp) containing oligoprolines are conformationally well-defined, helical molecular scaffolds that allow for facile functionalization. Within this article we describe the synthesis of Azp-containing oligoprolines and different strategies to introduce functional moieties. In addition, the influence of factors such as substituents at the y-position of proline as well as functional groups at the termini on the conformational stability of the molecular scaffolds are briefly presented.

  DOI：

  10.2533/chimia.2011.264

文献信息

• Functionalizable Collagen Model Peptides
  作者：Roman S. Erdmann、Helma Wennemers

  DOI：10.1021/ja103392t

  日期：2010.10.13

  The functionalizability and conformational properties of azidoproline (Azp)-containing collagen model peptides (CMPs) were studied. The results show that (4R)Azp has a similar stabilizing effect on the collagen triple helix as (4R)hydroxyproline and that functionalized CMPs are readily accessible by "click" chemistry. The resulting triazole-functionalized CMPs form stable triple helices, demonstrating that sterically demanding moieties in three symmetry-related positions in all strands are tolerated. The straightforward synthesis and facile functionalizability of the Azp-containing CMPs are intriguing for the development of functional collagen-based materials.