ethyl (2S)-2-(heptadeca-10,12-diynoylamino)propanoate | 1009058-19-8

• 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: ethyl (2S)-2-(heptadeca-10,12-diynoylamino)propanoate
• CAS: 1009058-19-8
• 化学式: C₂₂H₃₅NO₃
• 分子量: 361.525
• InChiKey: NFULEWCIEMGOPV-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (2S)-2-(heptadeca-10,12-diynoylamino)propanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以92%的产率得到(2S)-2-(heptadeca-10,12-diynoylamino)propanoic acid
  参考文献：
  名称：

  Self-assembled helical ribbon and tubes of alanine-based amphiphiles induced by two different formation mechanisms

  摘要：

  Three long chain alanine-based amphiphiles (1-3) possessing either a saturated long alkyl chain group or unsaturated groups as the self-assembling unit of a highly organized molecular architecture were synthesized. Their self-assembling properties were investigated using EF-TEM, SEM, CD, XRD, and FTIR. The D-form (1) and the L-form (2) enantiomers showed the opposite CD signals. Furthermore, electron micrographs of the self-assembled 1 and 2 exhibited right- and left-handed helical structures, respectively. The helical structures of amphiphiles 1 and 2 were developed into tubular structures by slow cooling. On the other hand, in the helical ribbon growth process, the helical pitch and ribbon width were changed in fast cooling process. The findings strongly imply that the helical ribbon growth of alanine-based amphiphiles can be induced by two different pathways. This mechanism, quite different from that observed for sugar- and cholesterol-based tubes, is a rare example for a tube formation process. (c) 2007 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2007.11.062
• 作为产物：
  描述：

  10,12-十七二炔酸 、 L-丙氨酸乙酯盐酸盐 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 以75%的产率得到ethyl (2S)-2-(heptadeca-10,12-diynoylamino)propanoate
  参考文献：
  名称：

  Self-assembled helical ribbon and tubes of alanine-based amphiphiles induced by two different formation mechanisms

  摘要：

  Three long chain alanine-based amphiphiles (1-3) possessing either a saturated long alkyl chain group or unsaturated groups as the self-assembling unit of a highly organized molecular architecture were synthesized. Their self-assembling properties were investigated using EF-TEM, SEM, CD, XRD, and FTIR. The D-form (1) and the L-form (2) enantiomers showed the opposite CD signals. Furthermore, electron micrographs of the self-assembled 1 and 2 exhibited right- and left-handed helical structures, respectively. The helical structures of amphiphiles 1 and 2 were developed into tubular structures by slow cooling. On the other hand, in the helical ribbon growth process, the helical pitch and ribbon width were changed in fast cooling process. The findings strongly imply that the helical ribbon growth of alanine-based amphiphiles can be induced by two different pathways. This mechanism, quite different from that observed for sugar- and cholesterol-based tubes, is a rare example for a tube formation process. (c) 2007 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2007.11.062

文献信息

• Self-assembled helical ribbon and tubes of alanine-based amphiphiles induced by two different formation mechanisms
  作者：Soo Jin Lee、Eunjeong Kim、Moo Lyong Seo、Youngkyu Do、Young-A. Lee、Shim Sung Lee、Jong Hwa Jung、Masaki Kogiso、Toshimi Shimizu

  DOI：10.1016/j.tet.2007.11.062

  日期：2008.2

  Three long chain alanine-based amphiphiles (1-3) possessing either a saturated long alkyl chain group or unsaturated groups as the self-assembling unit of a highly organized molecular architecture were synthesized. Their self-assembling properties were investigated using EF-TEM, SEM, CD, XRD, and FTIR. The D-form (1) and the L-form (2) enantiomers showed the opposite CD signals. Furthermore, electron micrographs of the self-assembled 1 and 2 exhibited right- and left-handed helical structures, respectively. The helical structures of amphiphiles 1 and 2 were developed into tubular structures by slow cooling. On the other hand, in the helical ribbon growth process, the helical pitch and ribbon width were changed in fast cooling process. The findings strongly imply that the helical ribbon growth of alanine-based amphiphiles can be induced by two different pathways. This mechanism, quite different from that observed for sugar- and cholesterol-based tubes, is a rare example for a tube formation process. (c) 2007 Elsevier Ltd. All rights reserved