6-(Boc-amino)hexyl thiol | 478691-29-1

• 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: 6-(Boc-amino)hexyl thiol
• 英文别名: tert-butyl N-(6-sulfanylhexyl)carbamate
• CAS: 478691-29-1
• 化学式: C₁₁H₂₃NO₂S
• 分子量: 233.375
• InChiKey: UKCPAESMCGEPNP-UHFFFAOYSA-N

物化性质

• 沸点：
  339.4±25.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  39.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(Boc-amino)hexyl thiol 在 盐酸 、 碘 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis, and biological activity of folate receptor-targeted prodrugs of thiolate histone deacetylase inhibitors

  摘要：

  Aiming to develop selective anticancer drugs, we designed and synthesized three disulfides bearing a folic acid moiety as candidate folate receptor (FR)-targeted prodrugs of thiolate histone deacetylase inhibitors. Among them, compound 1 displayed growth-inhibitory activity toward folate receptor-positive MCF-7 breast cancer cells. The activity of I was significantly reduced by free folic acid, suggesting that cellular uptake of I is mediated by FR. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.040
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 生成 6-(Boc-amino)hexyl thiol
  参考文献：
  名称：

  Design, synthesis, and biological activity of folate receptor-targeted prodrugs of thiolate histone deacetylase inhibitors

  摘要：

  Aiming to develop selective anticancer drugs, we designed and synthesized three disulfides bearing a folic acid moiety as candidate folate receptor (FR)-targeted prodrugs of thiolate histone deacetylase inhibitors. Among them, compound 1 displayed growth-inhibitory activity toward folate receptor-positive MCF-7 breast cancer cells. The activity of I was significantly reduced by free folic acid, suggesting that cellular uptake of I is mediated by FR. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.040

文献信息

• HYDROGELS WITH BIODEGRADABLE CROSSLINKING
  申请人：ProLynx LLC

  公开号：US20170312368A1

  公开（公告）日：2017-11-02

  Hydrogels that degrade under appropriate conditions of pH and temperature by virtue of crosslinking compounds that cleave through an elimination reaction are described. The hydrogels may be used for delivery of various agents, such as pharmaceuticals.

  描述了在适当的pH和温度条件下，由于交联化合物通过消除反应而降解的水凝胶。这些水凝胶可以用于输送各种药剂，如药物。
• Oligonucleotide Conjugates by Means of Copper-Free Click Chemistry - Expanding the Repertoire of Strained Cyclooctyne Phosphoramidites
  作者：Gijsbert van der Marel、Dmitri Filippov、Pieter van Delft、Evert van Schie、Nico Meeuwenoord、Herman Overkleeft

  DOI：10.1055/s-0030-1260104

  日期：2011.9

  set of four phosphoramidite building blocks containing a strained dibenzocyclooctyne moiety is reported, including one example equipped with a cleavable disulfide linker. Application of these amidites in solid-phase oligonucleotide synthesis yields either 5′- or 3′-cyclooctyne-modified nucleic acids. The strained cyclooctyne-bearing oligonucleotides are used in rapid and clean conjugation reactions with

  报道了一组四个含有应变二苯并环辛炔部分的亚磷酰胺结构单元，包括一个配有可裂解的二硫键的实例。这些亚酰胺在固相寡核苷酸合成中的应用产生5'-或3'-环辛炔修饰的核酸。带有应变的带有环辛炔的寡核苷酸可用于与含叠氮化物（生物）分子的快速清洁偶联反应。 寡核苷酸-菌株诱导的环加成-缀合物-亚磷酰胺-生物缀合物
• Secondary Amine Pendant β-Peptide Polymers Displaying Potent Antibacterial Activity and Promising Therapeutic Potential in Treating MRSA-Induced Wound Infections and Keratitis
  作者：Yuxin Qian、Shuai Deng、Zihao Cong、Haodong Zhang、Ziyi Lu、Ning Shao、Sonia Abid Bhatti、Cong Zhou、Jiagao Cheng、Samuel H. Gellman、Runhui Liu

  DOI：10.1021/jacs.1c10659

  日期：2022.2.2

  tertiary amine) on the antibacterial performance of HDP-mimicking β-peptide polymers. Our studies show that a secondary ammonium is superior to either a primary ammonium or a tertiary ammonium as the cationic moiety in antibacterial β-peptide polymers. The optimal polymer, a homopolymer bearing secondary amino groups, displays potent antibacterial activity and the highest selectivity (low hemolysis and cytotoxicity)

  近年来，开发抗菌聚合物作为宿主防御肽 (HPD) 的合成模拟物以对抗抗生素耐药性细菌感染的兴趣加速发展。带正电荷的部分对于定义 HDP 模拟物的抗菌活性和真核毒性至关重要。大多数例子都使用伯胺或胍作为带正电荷的部分的来源，这受到 HDP 中赖氨酸和精氨酸残基的启发。在这里，我们探讨了胺基变化（伯胺、仲胺或叔胺）对模拟 HDP 的 β-肽聚合物的抗菌性能的影响。我们的研究表明，作为抗菌 β-肽聚合物中的阳离子部分，仲铵优于伯铵或叔铵。最佳聚合物，一种带有仲氨基的均聚物，显示出有效的抗菌活性和最高的选择性（低溶血和细胞毒性）。最佳聚合物显示出对抗生素抗性细菌的有效活性和在治疗 MRSA 诱导的伤口感染和角膜炎方面的高疗效，以及低急性皮肤毒性和低角膜上皮细胞毒性。这项工作表明仲胺可广泛用于抗菌聚合物的设计。
• US9649385B2
  申请人：——

  公开号：US9649385B2

  公开（公告）日：2017-05-16