tert-butyl ((S)-7-chloro-5-(4-((S)-3-methyl-2-(thiophene-3-carboxamido)butan-2-yl)-1H-1,2,3-triazol-1-yl)-6-oxoheptyl)carbamate | 1396463-56-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: tert-butyl ((S)-7-chloro-5-(4-((S)-3-methyl-2-(thiophene-3-carboxamido)butan-2-yl)-1H-1,2,3-triazol-1-yl)-6-oxoheptyl)carbamate
• 英文别名: tert-butyl N-[(5S)-7-chloro-5-[4-[(2S)-3-methyl-2-(thiophene-3-carbonylamino)butan-2-yl]triazol-1-yl]-6-oxoheptyl]carbamate
• CAS: 1396463-56-1
• 化学式: C₂₄H₃₆ClN₅O₄S
• 分子量: 526.1
• InChiKey: FECKIMQOJXVXOJ-UUOWRZLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl ((S)-7-chloro-5-(4-((S)-3-methyl-2-(thiophene-3-carboxamido)butan-2-yl)-1H-1,2,3-triazol-1-yl)-6-oxoheptyl)carbamate 在 potassium fluoride 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3S)-7-((tert-butoxycarbonyl)amino)-3-(4-(3-methyl-2-(thiophene-3-carboxamido)butan-2-yl)-1H-1,2,3-triazol-1-yl)-2-oxoheptyl glycinate
  参考文献：
  名称：

  [EN] NON-PEPTIDIC QUENCHED FLUORESCENT IMAGING PROBES
  [FR] SONDES NON PEPTIDIQUES AVEC INHIBITEUR DE FLUORESCENCE POUR L'IMAGERIE PAR FLUORESCENCE

  摘要：

  公开号：

  WO2012118715A9
• 作为产物：
  描述：

  (S)-()-2-叠氮基-6-(叔丁氧羰基-氨基)己酸(二环己基铵)盐 在 N-甲基吗啉 、 copper(l) iodide 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 25.5h， 生成 tert-butyl ((S)-7-chloro-5-(4-((S)-3-methyl-2-(thiophene-3-carboxamido)butan-2-yl)-1H-1,2,3-triazol-1-yl)-6-oxoheptyl)carbamate
  参考文献：
  名称：

  [EN] NON-PEPTIDIC QUENCHED FLUORESCENT IMAGING PROBES
  [FR] SONDES NON PEPTIDIQUES AVEC INHIBITEUR DE FLUORESCENCE POUR L'IMAGERIE PAR FLUORESCENCE

  摘要：

  公开号：

  WO2012118715A9

文献信息

• Non-peptidic quenched fluorescent imaging probes
  申请人：Bogyo Matthew S.

  公开号：US09180209B2

  公开（公告）日：2015-11-10

  Methods and materials for the imaging of cells and tissues containing active proteases such as cathepsin are disclosed. The present materials include activity based probes that bind to an enzyme and are subsequently cleaved. Cleavage results in covalent attachment of a fluorescent signal to a target protease due to removal of a quenching group which, when present on the probe causes altered or no fluorescence. The probes are non-peptidic, small molecule scaffolds linked to a reactive acyloxymethyl ketone group, a fluorophore and a quencher. The probes are cell permeable and may use, for example, a QSY21 (CAS 304014-13-9) quencher and a cyanine dye. The probes form covalent bonds with the active site of cysteine cathepsins, proteases that are upregulated at the tumor boundaries with normal tissue and at sites of inflammation.

  本文披露了用于成像包含活性蛋白酶（如卡特普西蛋白酶）的细胞和组织的方法和材料。目前的材料包括活性基质探针，其与酶结合并随后被裂解。裂解导致荧光信号与目标蛋白酶的共价结合，因为探针上的猝灭基团被去除，当存在于探针上时，会导致荧光发生变化或不发光。这些探针是非肽类、小分子支架，链接到反应性酰氧甲基酮基团、荧光染料和猝灭剂。探针对细胞具有渗透性，例如可以使用QSY21（CAS 304014-13-9）猝灭剂和青烷染料。这些探针与半胱氨酸卡特普西蛋白酶的活性位点形成共价键，这些蛋白酶在肿瘤边界与正常组织以及炎症部位上调。
• NON-PEPTIDIC QUENCHED FLUORESCENT IMAGING PROBES
  申请人：Bogyo Matthew S.

  公开号：US20140140930A1

  公开（公告）日：2014-05-22

  Methods and materials for the imaging of cells and tissues containing active proteases such as cathepsin are disclosed. The present materials include activity based probes that bind to an enzyme and are subsequently cleaved. Cleavage results in covalent attachment of a fluorescent signal to a target protease due to removal of a quenching group which, when present on the probe causes altered or no fluorescence. The probes are non-peptidic, small molecule scaffolds linked to a reactive acyloxymethyl ketone group, a fluorophore and a quencher. The probes are cell permeable and may use, for example, a QSY21 (CAS 304014-13-9) quencher and a cyanine dye. The probes form covalent bonds with the active site of cysteine cathepsins, proteases that are upregulated at the tumor boundaries with normal tissue and at sites of inflammation.
• US9180209B2
  申请人：——

  公开号：US9180209B2

  公开（公告）日：2015-11-10