N-6-aminocaproic acid-N'-{4'-amino-4'-[2''-tert-(butoxycarbonyl)ethyl]-heptanoic acid-di-tert-butyloate}-amide | 880359-86-4

• 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-6-aminocaproic acid-N'-{4'-amino-4'-[2''-tert-(butoxycarbonyl)ethyl]-heptanoic acid-di-tert-butyloate}-amide
• 英文别名: Ditert-butyl 4-(6-aminohexanoylamino)-4-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]heptanedioate
• CAS: 880359-86-4
• 化学式: C₂₈H₅₂N₂O₇
• 分子量: 528.73
• InChiKey: LCCIKDFVEWGPSV-UHFFFAOYSA-N

物化性质

• 沸点：
  619.6±55.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  37
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-6-aminocaproic acid-N'-{4'-amino-4'-[2''-tert-(butoxycarbonyl)ethyl]-heptanoic acid-di-tert-butyloate}-amide 在 氢溴酸 、 1-羟基苯并三唑 、 溶剂黄146 、 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 32.0h， 生成 4-{6-[6-(6-Benzyloxycarbonylamino-hexanoylamino)-hexanoylamino]-hexanoylamino}-4-(2-carboxy-ethyl)-heptanedioic acid
  参考文献：
  名称：

  Chemiluminescent acridinium-9-carboxamide boronic acid probes: Application to a homogeneous glycated hemoglobin assay

  摘要：

  Chemiluminescent acridinium-9-carboxamide probes containing 1, 3, 9, and 27 phenylboronic acids were prepared and their chemiluminescent properties evaluated. The relative chemiluminescent signal from the probes varied from 4 to 0.83 x 10(19) counts/mol across the series, while the apparent affinity of the probes for the diabetes marker glycated hemoglobin increased from 211 to 0.43 mu M. The dose-dependent modulation of the chemiluminescent intensity of the probes upon binding was used to demonstrate a homogeneous assay for glycated hemoglobin. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.11.062
• 作为产物：
  描述：

  6-benzyloxycarbonylaminocapronoyl chloride 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-6-aminocaproic acid-N'-{4'-amino-4'-[2''-tert-(butoxycarbonyl)ethyl]-heptanoic acid-di-tert-butyloate}-amide
  参考文献：
  名称：

  Chemiluminescent acridinium-9-carboxamide boronic acid probes: Application to a homogeneous glycated hemoglobin assay

  摘要：

  Chemiluminescent acridinium-9-carboxamide probes containing 1, 3, 9, and 27 phenylboronic acids were prepared and their chemiluminescent properties evaluated. The relative chemiluminescent signal from the probes varied from 4 to 0.83 x 10(19) counts/mol across the series, while the apparent affinity of the probes for the diabetes marker glycated hemoglobin increased from 211 to 0.43 mu M. The dose-dependent modulation of the chemiluminescent intensity of the probes upon binding was used to demonstrate a homogeneous assay for glycated hemoglobin. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2005.11.062

文献信息

• Chiral Water-Soluble Perylenediimides
  作者：Cordula D. Schmidt、Christoph Böttcher、Andreas Hirsch

  DOI：10.1002/ejoc.200900777

  日期：2009.11

  For the first time the synthesis of covalently linked very water-soluble chiral perylenediimides (PDIs) is presented. The PDIs carry the amino acids alanine or lysine as imide substituents, respectively, which are coupled to Newkome-type dendrimers acting as hydrophilic groups. The tert-butyl-protected precursors 5 as well as its water-soluble free acid compounds 6 were investigated by absorption, fluorescence

  首次提出了共价连接的极水溶性手性苝二亚胺 (PDI) 的合成。PDI 分别携带氨基酸丙氨酸或赖氨酸作为酰亚胺取代基，它们与作为亲水基团的 Newkome 型树枝状大分子偶联。通过吸收、荧光和圆二色 (CD) 光谱研究了叔丁基保护的前体 5 及其水溶性游离酸化合物 6。除了空间上最拥挤的第二代丙氨酸化合物 5f 和 6f 之外，所有手性染料都显示出双信号 CD 效应，这表明螺旋聚集。第一代丙氨酸化合物 6b 在缓冲溶液中表现出最大的 CD 效应，其聚集行为也通过使用低温透射电子显微镜直接证明。此外，发现 6b 手性超结构的形成与 pH 值和浓度有关。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Synthesis and Aggregation Properties of Water-Soluble Newkome-Dendronized Perylenetetracarboxdiimides
  作者：Cordula D. Schmidt、Christoph Böttcher、Andreas Hirsch

  DOI：10.1002/ejoc.200700567

  日期：2007.11

  2G-counterpart 1b. The asymmetric derivatives 2b reveals pronounced aggregation properties due to the presence of both a 2G-dendron and a flexible and non-bulky dodecyl substituent. The 1G-analogue 2a is insoluble in water as a result of insufficient overall hydrophilicity caused by only one 1G-Newkome dendron. Within the series of water-soluble perylenes 1 and 2b the asymmetric derivative 2b forms the most

  介绍了三种高水溶性苝四甲二亚胺（“苝双酰亚胺”，PBI）染料 1 和 2b 的合成和表征。水溶性由 1G-和 2G-Newkome 树突的外围树突化提供。这些两亲物在水中的聚集行为以及它们的叔丁基保护的前体分子 3 和 4 在有机溶剂中的聚集行为通过紫外/可见光和荧光光谱进行了研究。对称的 1G 树枝状染料 1a 比其 2G 对应物 1b 更容易形成聚集体。由于 2G-树突和灵活且非庞大的十二烷基取代基的存在，不对称衍生物 2b 显示出明显的聚集特性。由于仅由一个 1G-Newkome 树突引起的整体亲水性不足，1G-类似物 2a 不溶于水。在一系列水溶性苝 1 和 2b 中，不对称衍生物 2b 在水中形成最规则形状的胶束（pH = 7.2），其平均直径为 16 nm，如过渡电子显微镜 (TEM) 所示。bola-amphiphiles 1a 和 1b 平均形成较小聚集体的分布，形状不太明确。（©
• Perylene-Based Nanotweezers: Enrichment of Larger-Diameter Single-Walled Carbon Nanotubes
  作者：Claudia Backes、Cordula D. Schmidt、Frank Hauke、Andreas Hirsch

  DOI：10.1002/asia.201000647

  日期：2011.2.1

  The solubilization of single‐walled carbon nanotubes (SWCNTs) by a novel tweezer‐shaped molecule with perylene bisimide moieties that act as aromatic anchoring groups is presented. Encouraging results of the tweezer‐dispersion concept is combined with the outstanding exfoliation and dispersion efficiencies of designed perylene bisimide derivatives, which have previously turned out as most‐powerful

  提出了一种新型的镊子形分子对单壁碳纳米管（SWCNT）的增溶作用，该分子带有作为芳香族锚定基团的per双酰亚胺部分。镊子分散概念的令人鼓舞的结果与设计的per二酰亚胺衍生物出色的剥落和分散效率相结合，后者以前被证明是功能最强大的SWCNT分散剂。基于纳米镊子与直径大于0.8 nm的SWCNT之间的优选相互作用，在较小直径的SWCNT物种中温和离心后，上清液将被消耗掉。通过UV / Vis和nIR吸收光谱以及SWCNT和per的发射光谱的组合进行表征。
• Compound bearing beta-galactoside-introduced self-immolative linker
  申请人：IntoCell Inc.

  公开号：US11065343B2

  公开（公告）日：2021-07-20

  The present invention relates to a compound bearing a self-immolative linker having β-galactoside-introduced thereto. In a compound bearing a β-galactoside-introduced self-immolative linker according to the present invention, particularly, the self-immolative linker may form a glycosidic bond with a protein (e.g., an oligopeptide, polypeptide, an antibody, etc.) or ligand which has specific affinity for a desired target or with an active agent (e.g., a drug, a toxin, a ligand, a detection probe, etc.), which has a specific function or activity so as to allow the selective release of the active agent within a target cell.

  本发明涉及一种含有自巯基连接体的化合物，该连接体中引入了β-半乳糖苷。根据本发明，在含有引入了β-半乳糖苷的自巯基连接体的化合物中，特别是自巯基连接体可与蛋白质（例如、寡肽、多肽、抗体等）或配体形成糖苷键，这些蛋白质或配体对所需靶标或活性剂（如药物、毒素、配体、检测探针等）具有特定的亲和力，具有特定的功能或活性，从而使活性剂在靶细胞内选择性释放。
• Compound Bearing Beta-Galactoside-Introduced Self-Immolative Linker
  申请人：IntoCell Inc.

  公开号：US20190328902A1

  公开（公告）日：2019-10-31

  The present invention relates to a compound bearing a self-immolative linker having β-galactoside-introduced thereto. In a compound bearing a β-galactoside-introduced self-immolative linker according to the present invention, particularly, the self-immolative linker may form a glycosidic bond with a protein (e.g., an oligopeptide, polypeptide, an antibody, etc.) or ligand which has specific affinity for a desired target or with an active agent (e.g., a drug, a toxin, a ligand, a detection probe, etc.), which has a specific function or activity so as to allow the selective release of the active agent within a target cell.