N-[2-(D-biotinylamino)ethyl]-N,N'-dimethylethylenediamine | 1162643-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: N-[2-(D-biotinylamino)ethyl]-N,N'-dimethylethylenediamine
• 英文别名: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-methyl-N-[2-(methylamino)ethyl]pentanamide
• CAS: 1162643-39-1
• 化学式: C₁₄H₂₆N₄O₂S
• 分子量: 314.452
• InChiKey: OJILVERBBONVFL-GVXVVHGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  98.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[2-(D-biotinylamino)ethyl]-N,N'-dimethylethylenediamine 在 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.25h， 生成 4-(aminomethyl)-N-methyl-N-(2-(N-methyl-5-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethyl)benzamide
  参考文献：
  名称：

  [EN] BIOLUMINESCENCE-TRIGGERED PHOTOCATALYTIC LABELING
  [FR] MARQUAGE PHOTOCATALYTIQUE DÉCLENCHÉ PAR BIOLUMINESCENCE

  摘要：

  Provided herein are systems, methods, and compositions for bioluminescence-triggered catalysis of bioorthogonal labeling chemistries in a proximity dependent manner. In particular, provided herein are bioluminescent proteins or complexes, luminophore substrates thereof, photocatalysts or photosensitizers, activatable labels, and systems thereof, and methods of catalytically activating the activatable labels via bioluminescence-triggered catalysis.

  公开号：

  WO2023215514A2
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-N'-[2-(D-biotinylamino)ethyl]-N,N'-dimethylethylenediamine 在 三氟乙酸 作用下， 生成 N-[2-(D-biotinylamino)ethyl]-N,N'-dimethylethylenediamine
  参考文献：
  名称：

  [EN] BIOLUMINESCENCE-TRIGGERED PHOTOCATALYTIC LABELING
  [FR] MARQUAGE PHOTOCATALYTIQUE DÉCLENCHÉ PAR BIOLUMINESCENCE

  摘要：

  Provided herein are systems, methods, and compositions for bioluminescence-triggered catalysis of bioorthogonal labeling chemistries in a proximity dependent manner. In particular, provided herein are bioluminescent proteins or complexes, luminophore substrates thereof, photocatalysts or photosensitizers, activatable labels, and systems thereof, and methods of catalytically activating the activatable labels via bioluminescence-triggered catalysis.

  公开号：

  WO2023215514A2

文献信息

• PHOTODYNAMIC CONJUGATES WITH BIOCIDAL PROPERTIES
  申请人：L. MOLTENI & C. DEI FRATELLI ALITTI SOCIETA' DI ESERCIZIO SOCIETA' PER AZIONI

  公开号：EP0760679A1

  公开（公告）日：1997-03-12
• US5869051A
  申请人：——

  公开号：US5869051A

  公开（公告）日：1999-02-09
• [EN] PHOTODYNAMIC CONJUGATES WITH BIOCIDAL PROPERTIES<br/>[FR] CONJUGUES PHOTODYNAMIQUES AYANT DES PROPRIETES BIOCIDES
  申请人：L. MOLTENI & C. DEI FRATELLI ALITTI SOCIETA' DI ESERCIZIO SOCIETA' PER AZIONI

  公开号：WO1995032001A1

  公开（公告）日：1995-11-30

  (EN) Photodynamic conjugates consisting of a carrier molecule and of an organic molecule able to efficiently produce singlet oxygen after irradiation are described. Said conjugates are useful either for therapeutical or diagnostic aim.(FR) L'invention concerne des conjugués photodynamiques constitués d'une molécule porteuse et d'une molécule organique, pouvant produire efficacement de l'oxygène singulet après exposition à un rayonnement. Lesdits conjugués peuvent être utilisés à des fins thérapeutiques ou diagnostiques.
• Design and synthesis of a photocleavable biotin-linker for the photoisolation of ligand–receptor complexes based on the photolysis of 8-quinolinyl sulfonates in aqueous solution
  作者：Shin Aoki、Nanako Matsuo、Kengo Hanaya、Yasuyuki Yamada、Yoshiyuki Kageyama

  DOI：10.1016/j.bmc.2009.03.031

  日期：2009.5

  The ability of avidin (Avn) to form strong complex with biotin (Btn) is frequently used in the detection and isolation of biomolecules in biochemical, analytical, and medicinal research. The fact that the binding is nealy irreversible, however, constitutes a drawback in term of the isolation and purification of intact biomolecules. We recently found that 8-quinolinyl esters of aromatic or aliphatic sulfonic acids undergo photolysis when irradiated at 300-330 nm in aqueous solution at neutral pH. In this work, a biotin-dopamine (BD) conjugate containing a photocleavable 8-quinolinyl benzenesulfonate (QB) linker, BDQB, was designed and synthesized for use in the efficient recovery of dopamine-protein (e.g., antibody) complexes from an Avn-Btn system. The complexation of BDQB with a primary anti-dopamine antibody (anti-dopamine IgG(1) from mouse) on an Avn-coated plate was confirmed by an enzyme-linked immunosorbent assay ( ELISA) utilizing a secondary antibody (anti-IgG(1) antibody) conjugated with horseradish peroxidase (HRP). Upon the photoirradiation (at 313 nm) of the BDQB-IgG(1) complex, the release of dopamine-IgG(1) complex was confirmed by ELISA. Characterization of the resulting photoreleased dopamine anti-dopamine IgG(1) complex was performed by SDS-PAGE and Western blot. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] BIOLUMINESCENCE-TRIGGERED PHOTOCATALYTIC LABELING<br/>[FR] MARQUAGE PHOTOCATALYTIQUE DÉCLENCHÉ PAR BIOLUMINESCENCE
  申请人：[en]PROMEGA CORPORATION

  公开号：WO2023215514A2

  公开（公告）日：2023-11-09

  Provided herein are systems, methods, and compositions for bioluminescence-triggered catalysis of bioorthogonal labeling chemistries in a proximity dependent manner. In particular, provided herein are bioluminescent proteins or complexes, luminophore substrates thereof, photocatalysts or photosensitizers, activatable labels, and systems thereof, and methods of catalytically activating the activatable labels via bioluminescence-triggered catalysis.