6-(2-amino-9-oxo-9H-acridin-10-yl)hexanoic acid | 477865-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-(2-amino-9-oxo-9H-acridin-10-yl)hexanoic acid
• 英文别名: 6-(2-amino-9-oxo-9H-acridin-10-yl)-hexanoic acid；6-(2-amino-9-oxoacridin-10-yl)hexanoic acid
• CAS: 477865-88-6
• 化学式: C₁₉H₂₀N₂O₃
• 分子量: 324.379
• InChiKey: GHGZZWKOWUSLGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(2-amino-9-oxo-9H-acridin-10-yl)hexanoic acid 在 乙酸酐 、 N,N-二异丙基乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 以360 mg (86%)的产率得到6-(2-acetamido-9-oxo-9H-acridin-10-yl)hexanoic acid
  参考文献：
  名称：

  Acridone derivatives as labels for fluorescence detection of target materials

  摘要：

  本发明涉及具有特征性荧光寿命的新吖啶酮染料衍生物。还公开了利用吖啶酮染料标记目标生物材料的方法，并将标记的材料用于生物分析中。吖啶酮衍生物具有以下结构：其中Z1和Z2代表必要的原子，以完成一个环，两个融合环或三个融合环的芳香或杂芳系统，每个环由选自碳原子和最多两个选自氧、氮和硫的原子组成；R2、R3、R4和R5选自氢、卤素、酰胺、羟基、氰基、硝基、单取代或双硝基取代苄基、氨基、单取代或双C1-C4烷基取代的氨基、巯基、羰基、羧基、C1-C6烷氧基、丙烯酸酯、乙烯基、苯乙烯基、芳基、杂芳基、C1-C20烷基、芳基烷基、磺酸酯、磺酸、季铵盐、羟基基团—E—F和基团—(CH2—)nY；R1选自氢、单取代或双硝基取代苄基、C1-C20烷基、芳基烷基、基团—E—F和基团—(CH2—)nY；其中E是一个间隔基团，F是一个目标配位基团；Y选自磺酸酯、硫酸酯、膦酸酯、磷酸酯、季铵盐和羧基；n为1至6的整数。该发明还涉及一组不同荧光吖啶酮染料衍生物，每种染料具有不同的荧光寿命，该染料组特别适用于多参数分析。

  公开号：

  US20040191792A1

文献信息

• ACRIDONE DERIVATIVES AS LABELS FOR FLUORESCENCE DETECTION OF TARGET MATERIALS
  申请人：SMITH JOHN ANTHONY

  公开号：US20080139788A1

  公开（公告）日：2008-06-12

  Disclosed are new acridone dye derivatives having characteristic fluorescence lifetimes. Also disclosed are methods for labelling target biological materials employing the acridone dyes and use of the labelled materials in biological assays. The acridone derivatives have the following structure: in which Z 1 and Z 2 represent the atoms necessary to complete one ring, two fused ring, or three fused ring aromatic or heteroaromatic systems, each ring having five or six atoms selected from carbon atoms and optionally no more than two atoms selected from oxygen, nitrogen and sulphur; R 2 , R 3 , R 4 and R 5 are selected from hydrogen, halogen, amide, hydroxyl, cyano, nitro, mono- or di-nitro-substituted benzyl, amino, mono- or di-C 1 -C 4 alkyl-substituted amino, sulphydryl, carbonyl, carboxyl, C 1 -C 6 alkoxy, acrylate, vinyl, styryl, aryl, heteroaryl, C 1 -C 20 alkyl, aralkyl, sulphonate, sulphonic acid, quaternary ammonium, the group -E-F and the group —(CH 2 —) n Y; R 1 is selected from hydrogen, mono- or di-nitro-substituted benzyl, C 1 -C 20 alkyl, aralkyl, the group -E-F and the group —(CH 2 —) n Y; where E is a spacer group, F is a target bonding group; Y is selected from sulphonate, sulphate, phosphonate, phosphate, quaternary ammonium and carboxyl; and n is an integer from 1 to 6. The invention also relates to a set of different fluorescent acridone dye derivatives, each dye having a different fluorescence lifetime, the set of dyes being particularly useful for multiparameter analysis.

  本发明涉及具有特征荧光寿命的新蒽醌染料衍生物。本发明还涉及使用蒽醌染料标记目标生物材料的方法以及标记材料在生物测定中的应用。蒽醌衍生物具有以下结构：其中Z1和Z2代表必要的原子以完成一个环，两个融合环或三个融合环的芳香或杂芳香系统，每个环具有从碳原子中选择的五个或六个原子以及最多从氧，氮和硫中选择的两个原子；R2，R3，R4和R5选择自氢，卤素，酰胺，羟基，氰基，硝基，单取代或双取代苯甲基，氨基，单取代或双取代C1-C4烷基取代的氨基，巯基，羰基，羧基，C1-C6烷氧基，丙烯酸酯，乙烯基，苯乙烯基，芳基，杂芳基，C1-C20烷基，芳基烷基，磺酸盐，磺酸，季铵盐，-E-F基团和-(CH2-)nY基团；R1选择自氢，单取代或双取代苯甲基，C1-C20烷基，芳基烷基，-E-F基团和-( -)nY基团；其中E是一个间隔基团，F是一个目标键合基团；Y选择自磺酸盐，硫酸盐，膦酸盐，磷酸盐，季铵盐和羧基；n是1到6的整数。本发明还涉及一组不同荧光蒽醌染料衍生物，每种染料具有不同的荧光寿命，该染料组合特别适用于多参数分析。
• FLUOROGENIC PEPTIDES AND THEIR METHOD OF PRODUCTION
  申请人：Graves Pierre

  公开号：US20110039289A1

  公开（公告）日：2011-02-17

  A method of making a fluorogenic peptide with an acridone fluorophor is provided, the method comprising the steps of: (a) providing an acridone derivative, said acridone derivative having first and second reactive groups (or precursors thereof), (b) providing a solid phase support provided with reactive species for reacting with the first reactive group of the acridone derivative (c) causing the solid phase support and acridone derivative to react so that the acridone derivative is attached to the solid phase support (d) providing the peptide or reagents for the formation of the peptide, and (e) subsequent to step (c), causing the reaction of the second acridone reactive group with the peptide or one or more of the reagents for the formation of the peptide.

  提供了一种制备含有吖啶酮荧光团的荧光肽的方法，该方法包括以下步骤：(a)提供一种吖啶酮衍生物，该吖啶酮衍生物具有第一和第二反应基团(或其前体)；(b)提供一种固相支持，该固相支持具有用于与吖啶酮衍生物的第一反应基团反应的反应物种；(c)使固相支持和吖啶酮衍生物反应，以使吖啶酮衍生物附着到固相支持上；(d)提供肽或形成肽的试剂；(e)在步骤(c)之后，使第二吖啶酮反应基团与肽或形成肽的一个或多个试剂反应。
• US8034558B2
  申请人：——

  公开号：US8034558B2

  公开（公告）日：2011-10-11
• [EN] ACRIDONE DERIVATIVES AS LABELS FOR FLUORESCENCE DETECTION OF TARGET MATERIALS<br/>[FR] DERIVES D'ACRIDONE UTILISES COMME ETIQUETTES DANS LA DETECTION PAR FLUORESCENCE DE MATERIAUX CIBLES
  申请人：AMERSHAM BIOSCIENCES UK LTD

  公开号：WO2002099424A2

  公开（公告）日：2002-12-12

  Disclosed are new acridone dye derivatives having characteristic fluorescence lifetimes. Also disclosed are methods for labelling target biological materials employing the acridone dyes and use of the labelled materials in biological assays. The acridone derivatives have the following structure:in which Z?1 and Z2¿ represent the atoms necessary to complete one ring, two fused ring, or three fused ring aromatic or heteroaromatic systems, each ring having five or six atoms selected from carbon atoms and optionally no more than two atoms selected from oxygen, nitrogen and sulphur; R?2, R3, R4 and R5¿ are selected from hydrogen, halogen, amide, hydroxyl, cyano, nitro, mono- or di-nitro-substituted benzyl, amino, mono- or di-C¿1?-C4 alkyl-substituted amino, sulphydryl, carbonyl, carboxyl, C1-C6 alkoxy, acrylate, vinyl, styryl, aryl, heteroaryl, C1-C20 alkyl, aralkyl, sulphonate, sulphonic acid, quaternary ammonium, the group -E-F and the group -(CH2-)nY; R?1¿ is selected from hydrogen, mono- or di-nitro-substituted benzyl, C¿1?-C20 alkyl, aralkyl, the group -E-F and the group -(CH2-)nY; where E is a spacer group, F is a target bonding group; Y is selected from sulphonate, sulphate, phosphonate, phosphate, quaternary ammonium and carboxyl; and n is an integer from 1 to 6.The invention also relates to a set of different fluorescent acridone dye derivatives, each dye having a different fluorescence lifetime, the set of dyes being particularly useful for multiparameter analysis.
• [EN] FLUOROGENIC PEPTIDES AND THEIR METHOD OF PRODUCTION<br/>[FR] PEPTIDES FLUOROGÈNES ET LEUR PROCÉDÉ DE PRODUCTION
  申请人：ASSAYMETRICS LTD

  公开号：WO2009112791A1

  公开（公告）日：2009-09-17

  A method of making a fluorogenic peptide with an acridone fluorophor is provided, the method comprising the steps of: (a) providing an acridone derivative, said acridone derivative having first and second reactive groups (or precursors thereof), (b) providing a solid phase support provided with reactive species for reacting with the first reactive group of the acridone derivative (c) causing the solid phase support and acridone derivative to react so that the acridone derivative is attached to the solid phase support (d) providing the peptide or reagents for the formation of the peptide, and (e) subsequent to step (c), causing the reaction of the second acridone reactive group with the peptide or one or more of the reagents for the formation of the peptide.