N_ε-2-[2-(2-methoxyethoxy)etoxy]acetyl-L-lysine-N-carboxyanhydride | 260429-01-4

• 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
• 英文名称: N_ε-2-[2-(2-methoxyethoxy)etoxy]acetyl-L-lysine-N-carboxyanhydride
• 英文别名: NΕ-2-[2-(2-methoxyethoxy)ethoxy]acetyl-L-lysine-N-carboxanhydride；N-[4-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]butyl]-2-[2-(2-methoxyethoxy)ethoxy]acetamide
• CAS: 260429-01-4
• 化学式: C₁₄H₂₄N₂O₇
• 分子量: 332.354
• InChiKey: AHMXLUZVTDKWPV-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  23
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(2-(2-甲氧基乙氧基)乙氧基)乙酸 在 1,1-二氯甲醚 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 54.0h， 生成 N_ε-2-[2-(2-methoxyethoxy)etoxy]acetyl-L-lysine-N-carboxyanhydride
  参考文献：
  名称：

  使用不带电的棒状多肽的水性胆甾醇液晶

  摘要：

  α-螺旋多肽聚(N(ε)-2-[2-(2-甲氧基乙氧基)乙氧基]乙酰-赖氨酸) (1) 的水性溶致液晶相行为已使用光学显微镜和X 射线散射。发现光学纯 1 的溶液以随着平均链长增加而降低的体积分数形成胆甾型液晶。在非常高的体积分数下，观察到六方中间相的形成。胆甾相的间距可以通过对映体样品 L-1 和 D-1 的混合物而改变，其中间距随着混合物接近等摩尔而增加。胆甾相可以使用磁场或剪切流解扭成向列相，在去除场或剪切后松弛成胆甾相。

  DOI：

  10.1021/ja047932d

文献信息

• General Method for Purification of α-Amino acid-<i>N</i>-carboxyanhydrides Using Flash Chromatography
  作者：Jessica R. Kramer、Timothy J. Deming

  DOI：10.1021/bm101123k

  日期：2010.12.13

  We describe the application of flash column chromatography on silica gel as a rapid and general method to obtain pure a-amino acid-N-carboxyanhydride (NCA) monomers, the widely used precursors for the synthesis of polypeptides, without the need for recrystallization. This technique was effective at removing all common impurities from NCAs and was found to work for a variety of NCAs, including those synthesized using different routes, as well as those bearing either hydrophilic or hydrophobic side chains. All chromatographed NCAs required no further purification and could be used directly to form high molecular weight polypeptides. This procedure is especially useful for the preparation of highly functional and low melting NCAs that are difficult to crystallize and, consequently, to polymerize. This method solves many long-standing problems in NCA purification and provides rapid access to NCAs that were previously inaccessible in satisfactory quality for controlled polymerization. This method is also practical in that it requires less time than recrystallization and often gives NCAs in improved yields.
• Methylated Mono- and Diethyleneglycol Functionalized Polylysines:  Nonionic, α-Helical, Water-Soluble Polypeptides
  作者：Miaoer Yu、Andrew P. Nowak、Timothy J. Deming、Darrin J. Pochan

  DOI：10.1021/ja993637v

  日期：1999.12.1