N,N',N'',N'''-tetrakis[3-(tert-butoxycarbonylamino)propionyl]-1,6,20,25-tetraaza[6.1.6.1]pacacyclophane | 77929-40-9

• 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,N',N'',N'''-tetrakis[3-(tert-butoxycarbonylamino)propionyl]-1,6,20,25-tetraaza[6.1.6.1]pacacyclophane
• 英文别名: tetrakis[N-(tert-butoxycarbonyl)-β-alanyl]-1,6,20,25-tetraaza[6.16.1]paracyclophane；tert-butyl N-[3-oxo-3-[12,22,27-tris[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]-7,12,22,27-tetrazapentacyclo[26.2.2.23,6.213,16.218,21]octatriaconta-1(30),3(38),4,6(37),13(36),14,16(35),18,20,28,31,33-dodecaen-7-yl]propyl]carbamate
• CAS: 77929-40-9
• 化学式: C₆₆H₉₂N₈O₁₂
• 分子量: 1189.5
• InChiKey: ZGQKXMGDSCQYIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  86
• 可旋转键数：
  20
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  235
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N,N',N'',N'''-tetrakis[3-(tert-butoxycarbonylamino)propionyl]-1,6,20,25-tetraaza[6.1.6.1]pacacyclophane 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 3-Amino-1-[12,22,27-tris(3-aminopropanoyl)-7,12,22,27-tetrazapentacyclo[26.2.2.23,6.213,16.218,21]octatriaconta-1(30),3(38),4,6(37),13(36),14,16(35),18,20,28,31,33-dodecaen-7-yl]propan-1-one
  参考文献：
  名称：

  Odashima, Kazunori; Koga, Kenji, Heterocycles, 1981, vol. 15, # 2, p. 1151 - 1154

  摘要：

  DOI：
• 作为产物：
  描述：

  Boc-beta-丙氨酸 、 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 N,N',N'',N'''-tetrakis[3-(tert-butoxycarbonylamino)propionyl]-1,6,20,25-tetraaza[6.1.6.1]pacacyclophane
  参考文献：
  名称：

  Odashima, Kazunori; Koga, Kenji, Heterocycles, 1981, vol. 15, # 2, p. 1151 - 1154

  摘要：

  DOI：

文献信息

• Molecular Recognition by Supramolecular Hosts Composed of an Adamantyl-appended Macrocycle with Cyclodextrins in Water
  作者：Osamu Hayashida、Itaru Hamachi

  DOI：10.1246/cl.2003.288

  日期：2003.3

  A supramolecular system composed of a cyclophane bearing adamantyl moieties with cyclodextrins was developed. The binding affinities of cyclophane toward fluorescent guests such as TNS were effectively retained even when the host was assembled with α-cyclodextrin in neutral aqueous media. Its binding site was significantly apolar and well shielded from the bulk aqueous phase. The marked motional repression

  开发了由带有金刚烷基部分的环烷和环糊精组成的超分子系统。即使当主体在中性水性介质中与 α-环糊精组装时，环烷对荧光客体如 TNS 的结合亲和力也能有效保留。它的结合位点是显着非极性的并且与本体水相很好地屏蔽。对于捕获的客体分子也观察到显着的运动抑制。
• Synthesis and guest-binding study of polytopic multi(cyclophane) hosts
  作者：Osamu Hayashida、Yousuke Takaoka、Itaru Hamachi

  DOI：10.1016/j.tetlet.2005.07.010

  日期：2005.9

  Novel bis(cyclophanes) bearing glucosides and pentakis(cyclophanes) bearing glucosides were prepared as water-soluble hosts by connecting two or five macrocyclic skeletons, respectively. The guest-binding affinities of the present bis(cyclophanes) and pentakis(cyclophanes) toward a hydrophobic dye, 6-p-toluidinonaphthalene-2-sulfonate, were enhanced 13- and 1200-fold, respectively, relative to that

  通过分别连接两个或五个大环骨架，将新型的含葡萄糖苷的双（环烷）和含葡萄糖的五环（环烷）制备为水溶性主体。相对于相应的单环，本发明的双（环烷）和五（环）对疏水染料6-对甲苯二萘基萘-2-磺酸的客体结合亲和力分别提高了13-和1200-倍。环烷，反映了大环化合物的多价效应。
• Fluorophore Appended Saccharide Cyclophane:  Self-Association, Fluorescent Properties, Heterodimers with Cyclodextrins, and Cross-Linking Behavior with Peanut Agglutinin of Dansyl-Modified Saccharide Cyclophane
  作者：Osamu Hayashida、Itaru Hamachi

  DOI：10.1021/jo0496852

  日期：2004.5.1

  A saccharide cyclophane bearing an environment-sensitive fluorophore (1) was prepared by introducing not only three branches with a terminal galactose residue but also one with a dansyl moiety into a tetraaza[6.1.6.1]paracyclophane skeleton. Self-association behavior of the dansyl-appended saccharide cyclophane was characterized in aqueous media by fluorescence spectroscopy and dynamic light scattering measurements. At least in the concentrations below 1.0 x 10(-5) M, saccharide cyclophane 1 existed in a monomeric state, whereas it tended to form self-aggregated complexes in the higher concentration. Solvent polarity dependency on the emission spectra of 1 was examined by fluorescence spectroscopy. With increasing dioxane contents in dioxane/water solvents, the fluorescence intensity originating from the dansyl moiety of 1 increased along with a concomitant blue shift of the fluorescence maximum (lambda(em)). In the monomeric state of 1 in water, the dansyl moiety of 1 was not fully included into its cyclophane cavity but partially exposed to the bulk aqueous phase. In the higher concentration ranges in an aggregate state, however, the dansyl group of 1 was located in the apolar cyclophane cavity whose microenvironment was equivalent to the polarity of 1-butanol evaluated on the basis of a correlation between lambda(em) and solvent polarity. This indicates an intermolecular inclusion of the dansyl moiety within the cyclophane. When cyclodextrin (CD) was mixed with 1, the dansyl group of 1 was bound to an internal cavity of CD such as gamma-CD, beta-CD, 6-O-alpha-glucosyl-beta-CD, and 6-O-alpha-maltosyl-beta-CD with binding constants of 7.5 x 10(2), 7.8 x 10(2), 7.7 x 10(2), and 6.0 x 10(2) M-1, respectively. Such a supramolecular assembling of dansyl-modified cyclophane 1 and CDs caused changes of the fluorescence spectra as well as appearance of induced CD bands in aqueous media. Furthermore, saccharide cyclophane 1 was selectively bound to peanut agglutinin (PNA), galactoside-binding lectin, which was readily monitored by a visible turbidity of the solution due to a cross-linking agglutination of these components, as well as by fluorescence spectroscopy.
• ODASHIMA KAZUNORI; KOGA KENJI, HETEROCYCLES, 1981, 15, NO 2, SPEC. ISSUE, 1151-1154
  作者：ODASHIMA KAZUNORI、 KOGA KENJI

  DOI：——

  日期：——