Boc-β-Ala-1-adamantylamide | 88574-52-1

• 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: Boc-β-Ala-1-adamantylamide
• 英文别名: tert-butyl (3-((3s,5s,7s)-adamantan-1-ylamino)-3-oxopropyl)carbamate；tert-butyl N-{2-[(adamantan-1-yl)carbamoyl]ethyl}carbamate；tert-butyl ((adamantan-1-ylamino)-3-oxopropyl)carbamate；tert-butyl N-[3-(1-adamantylamino)-3-oxopropyl]carbamate
• CAS: 88574-52-1
• 化学式: C₁₈H₃₀N₂O₃
• 分子量: 322.448
• InChiKey: QKTQDYZLNPBVLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Boc-β-Ala-1-adamantylamide 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 生成 {(S)-1-[2-(Adamantan-1-ylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Salvadori; Marastoni; Tomatis, Farmaco, Edizione Scientifica, 1983, vol. 38, # 9, p. 640 - 646

  摘要：

  DOI：
• 作为产物：
  描述：

  Boc-beta-丙氨酸 、 金刚烷胺 在 N,N-二异丙基乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以71%的产率得到Boc-β-Ala-1-adamantylamide
  参考文献：
  名称：

  Supramolecular metalloglycodendrimers selectively modulate lectin binding and delivery of Ru(ii) complexes into mammalian cells

  摘要：

  宿主-客体相互作用被用于将Ru(ii)-glycodendrimers控制释放到癌细胞中，通过与内质网反应诱导细胞毒性。

  DOI：

  10.1039/c6ob01546h

文献信息

• Asymmetric Disulfanylbenzamides as Irreversible and Selective Inhibitors of<i>Staphylococcus aureus</i>Sortase A
  作者：Fabian Barthels、Gabriella Marincola、Tessa Marciniak、Matthias Konhäuser、Stefan Hammerschmidt、Jan Bierlmeier、Ute Distler、Peter R. Wich、Stefan Tenzer、Dirk Schwarzer、Wilma Ziebuhr、Tanja Schirmeister

  DOI：10.1002/cmdc.201900687

  日期：2020.5.19

  community-acquired infections, with drug-resistant strains being responsible for tens of thousands of deaths per year. S. aureus sortase A inhibitors are designed to interfere with virulence determinants. We have identified disulfanylbenzamides as a new class of potent inhibitors against sortase A that act by covalent modification of the active-site cysteine. A broad series of derivatives were synthesized to

  金黄色葡萄球菌是医院和社区获得性感染的最常见原因之一，耐药菌株每年导致数万人死亡。金黄色葡萄球菌分选酶 A 抑制剂旨在干扰毒力决定因素。我们已经确定二硫烷基苯甲酰胺是一类新型有效的分选酶 A 抑制剂，通过活性位点半胱氨酸的共价修饰发挥作用。合成了一系列广泛的衍生物来推导构效关系（SAR）。体外和计算机方法使实验观察到的结合亲和力和选择性合理化。研究发现，最活跃的化合物具有个位数的微摩尔 Ki 值，在 10 μM 的有效抑制剂浓度下，金黄色葡萄球菌纤维蛋白原附着量减少高达 66%。这种新分子类别表现出最小的细胞毒性、较低的细菌生长抑制和分选酶介导的金黄色葡萄球菌细胞粘附受损。
• Formation of a large-scale ordered honeycomb pattern by an organogelator via a self-assembly process
  作者：Mingming Zhang、Shengtong Sun、Xudong Yu、Xinhua Cao、Ying Zou、Tao Yi

  DOI：10.1039/c000928h

  日期：——

  We have developed a facile strategy to fabricate a large-scale, orderly-patterned honeycomb structure by using supramolecular self-assembly of a low mass organic molecule.

  我们开发了一种简便的策略，利用低质量有机分子的超分子自组装，制造出大规模、有序图案的蜂窝结构。
• Hexameric Supramolecular Scaffold Orients Carbohydrates To Sense Bacteria
  作者：Dan Grünstein、Maha Maglinao、Raghavendra Kikkeri、Mayeul Collot、Konstantin Barylyuk、Bernd Lepenies、Faustin Kamena、Renato Zenobi、Peter H. Seeberger

  DOI：10.1021/ja2036767

  日期：2011.9.7

  Carbohydrates are integral to biological signaling networks and cell-cell interactions, yet the detection of discrete carbohydrate-lectin interactions remains difficult since binding is generally weak. A strategy to overcome this problem is to create multivalent sensors, where the avidity rather than the affinity of the interaction is important. Here we describe the development of a series of multivalent sensors that self-assemble via hydrophobic supramolecular interactions. The multivalent sensors are comprised of a fluorescent ruthenium(II) core surrounded by a heptarnannosylated beta-cyclodextrin scaffold. Two additional series of complexes were synthesized as proof-of-principle for supramolecular self-assembly, the fluorescent core alone and the core plus beta-cydodextrin. Spectroscopic analyses confirmed that the three mannosylated sensors displayed 14, 28, and 42 sugar units, respectively. Each complex adopted original and unique spatial arrangements. The sensors were used to investigate the influence of carbohydrate spatial arrangement and clustering on the mechanistic and qualitative properties of lectin binding. Simple visualization of binding between a fluorescent, multivalent mannose complex and the Escherichia coli strain ORN178 that possesses mannose-specific receptor sites illustrates the potential for these complexes as biosensors.
• REFILLABLE DRUG DELIVERY BY AFFINITY HOMING
  申请人：UNIVERSITY OF NOTRE DAME DU LAC

  公开号：US20210154322A1

  公开（公告）日：2021-05-27

  Described herein are compositions and methods for a novel drug delivery platform using affinity homing. Also disclosed herein are a drug delivery system, methods for using the novel drug delivery platform and a kit.