DY647-N-hydroxysuccinimidyl ester | 890436-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: DY647-N-hydroxysuccinimidyl ester
• 英文别名: DY647 N-hydroxysuccinimide ester；DY647-NHS
• CAS: 890436-22-3
• 化学式: C₃₆H₄₁N₃O₁₀S₂
• 分子量: 739.868
• InChiKey: DHPDDVGVRRSIOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  51.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  181.5
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  N¹-(1-(4-([1,1′-biphenyl]-2-ylcarboxamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-N4-((1-(20-amino-3,6,9,12,15,18-hexaoxaicosyl)-1H-1,2,3-triazol-4-yl)methyl)succinamide 、 DY647-N-hydroxysuccinimidyl ester 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Selective Fluorescent Nonpeptidic Antagonists For Vasopressin V₂ GPCR: Application To Ligand Screening and Oligomerization Assays.

  摘要：

  A series of fluorescent benzazepine ligands for the arginine-vasopressin V-2 receptor (AVP V2R) was synthesized using "Click" chemistry. Their in vitro pharmacological profile at AVP V2R, V1aR, V1bR, and oxytocin receptor was measured by binding assay and functional studies. Compound 9p, labeled with Lissamine Rhodamine B using novel solid-phase organic tagging (SPOrT) resin, exhibited a high affinity for V2R (4.0 nM), an excellent selectivity toward V2R and antagonist properties. By changing the nature of the dye, DY647 and Lumi4-Tb probes 44 and 47 still display a high affinity for V2R (5.6 and 5.8 nM, respectively). These antagonists constitute the first high-affinity selective nonpeptidic fluorescent ligands for V2R. They enabled the development of V2R time-resolved FRET-based assay readily amenable to high-throughput screening. Taking advantage of their selectivity, these compounds were also successfully involved in the study of V1aR-V2R dimerization on cell surface.

  DOI：

  10.1021/jm3006146

文献信息

• Labeled ligands of the oxytocyn receptor
  申请人：Université de Strasbourg

  公开号：EP2716638A1

  公开（公告）日：2014-04-09

  The invention relates to compounds of formula: wherein L and A are as defined in the description. These compounds can be used as ligands of the oxytocin receptor.

  这项发明涉及以下化合物的公式：其中L和A如描述中所定义。这些化合物可以用作催产素受体的配体。
• [EN] LABELED LIGANDS OF THE OXYTOCIN RECEPTOR<br/>[FR] LIGANDS MARQUÉS DU RÉCEPTEUR DE L'OCYTOCINE
  申请人：UNIV STRASBOURG

  公开号：WO2014056852A1

  公开（公告）日：2014-04-17

  The invention relates to compounds of formula (I) wherein L and A are as defined in the description. These compounds can be used as ligands of the oxytocin receptor.

  这项发明涉及公式（I）中的化合物，其中L和A如描述中所定义。这些化合物可以用作催产素受体的配体。
• Substrates of O6-alkylguanine-DNA alkyltransferase and mutants thereof
  申请人：Bourrier Emmanuel

  公开号：US09024022B2

  公开（公告）日：2015-05-05

  The invention relates to compounds of formula (I′): in which A, L2, M and B are as defined in the description. These compounds are substrates of O6-alkylguanine-DNA alkyltransferase and mutants thereof.

  该发明涉及公式（I′）的化合物：其中A、L2、M和B如描述中所定义。这些化合物是O6-烷基鸟嘌呤-DNA烷基转移酶及其突变体的底物。
• From the Promiscuous Asenapine to Potent Fluorescent Ligands Acting at a Series of Aminergic G-Protein-Coupled Receptors
  作者：Candide Hounsou、Corinne Baehr、Vincent Gasparik、Doria Alili、Abderazak Belhocine、Thiéric Rodriguez、Elodie Dupuis、Thomas Roux、André Mann、Denis Heissler、Jean-Philippe Pin、Thierry Durroux、Dominique Bonnet、Marcel Hibert

  DOI：10.1021/acs.jmedchem.7b01220

  日期：2018.1.11

  Monoamine neurotransmitters such as serotonin, dopamine, histamine, and noradrenaline have important and varied physiological functions and similar chemical structures. Representing important pharmaceutical drug targets, the corresponding G-protein-coupled receptors (termed aminergic GPCRs) belong to the class of cell membrane receptors and share many levels of similarity as well. Given their pharmacological

  单胺神经递质（例如5-羟色胺，多巴胺，组胺和去甲肾上腺素）具有重要且变化的生理功能和相似的化学结构。代表重要的药物靶标，相应的G蛋白偶联受体（称为胺能GPCR）属于细胞膜受体，并且也具有许多相似度。考虑到它们的药理和结构紧密性，可以假设有可能衍生出一个普遍存在的配体，以提供用于大量GPCR的快速荧光探针，这些GPCR例如用于基于FRET的结合测定中。在这里，我们报告非选择性药物阿塞那平的荧光衍生物，这些衍生物被设计，合成和评估为34种血清素，多巴胺，组胺，褪黑激素，乙酰胆碱和肾上腺素能受体的配体。看来，这种策略迅速导致了针对14种胺能GPCR的纳摩尔亲和力荧光探针的发现和开发。为了证明所选探针适合用于药物发现目的，在竞争结合测定中与未标记的竞争者进行了测试。
• A Time-Resolved FRET Cell-Based Binding Assay for the Apelin Receptor
  作者：Christel Valencia、Céline Dujet、Jean-François Margathe、Xavier Iturrioz、Thomas Roux、Eric Trinquet、Pascal Villa、Marcel Hibert、Elodie Dupuis、Catherine Llorens-Cortes、Dominique Bonnet

  DOI：10.1002/cmdc.201700106

  日期：2017.6.21

  allowed the validation of a binding assay with a high signal-to-noise ratio. In such an assay, the most potent sub-nanomolar fluorescent probe was found to be competitively displaced by the endogenous apelin peptides with binding constants similar to those obtained in a classical radioligand assay. We have thus validated the first TR-FRET cell-based binding assay for ApelinR with potential high-throughput

  通过对α-肼基肽进行化学选择性酰化，设计并合成了带有多种间隔基的apelin-13和一种由DY647衍生的特殊荧光团。所得探针对野生型和SNAP标记的apelin受体（ApelinR）都具有非常高的亲和力和功效。他们给出了时间分辨的FRET（TR-FRET）信号，其中稀土镧系元素被用作嫁接到SNAP标记受体上的供体荧光团。该特异性信号允许以高信噪比验证结合测定。在这种测定中，发现最有效的亚纳摩尔荧光探针被内源性apelin肽竞争性置换，其结合常数类似于经典放射性配体测定中获得的结合常数。