N-(6-[生物素胺]己基)-3-(2-吡啶二硫)丙酰胺 | 129179-83-5

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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
• 中文名称: N-(6-[生物素胺]己基)-3-(2-吡啶二硫)丙酰胺
• 中文别名: N-(6-[生物素胺]己基)-3’-(2’-吡啶二硫)丙酰胺；N-(6-[生物素胺]己基)- 3-(2-吡啶二硫) 丙酰胺
• 英文名称: biotin-HPDP
• 英文别名: N-[6-(biotinamido)hexyl]-3'-(2'-pyridyldithio)propionamide；N-[6-(biotinamide)hexyl]-3'-(2'-pyridyldithio)propionamide；Biotin HPDP；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[3-(pyridin-2-yldisulfanyl)propanoylamino]hexyl]pentanamide
• CAS: 129179-83-5
• 化学式: C₂₄H₃₇N₅O₃S₃
• 分子量: 539.787
• InChiKey: QLPHBNRMJLFRGO-YDHSSHFGSA-N

物化性质

• 熔点：
  160-163°C
• 沸点：
  876.0±65.0 °C(Predicted)
• 密度：
  1.28
• 溶解度：
  不溶于水； DMSO 中≥101.4 mg/mL； ≥8.29 mg/mL，乙醇溶液（需要超声波）

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  188
• 氢给体数：
  4
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

简介

N-(6-[生物素胺]己基)-3-(2-吡啶二硫)丙酰胺是一种巯基反应的生物素酰化试剂。它不溶于水，需在适当的溶剂如二甲基亚砜（DMSO）、二甲基甲酰胺（DMF）或含水溶液中溶解。

应用

N-(6-[生物素胺]己基)-3-(2-吡啶二硫)丙酰胺具有双环生物素环结构，其中生物素戊酸侧链连接在1,6-二氨基己烷联接基团上，并且末端保留了巯基反应基团。该产品的末端吡啶二硫化物基团可以与游离巯基参与形成二硫键或释放吡啶-2-硫酮，从而促进蛋白质或其他分子之间的结合。此外，此产品能将修饰后的分子更好地固定在抗生物素蛋白或链霉抗生物素探针上。

反应信息

• 作为试剂：
  描述：

  、 N-(N-L-γ-谷氨酰基-S-亚硝基-L-半胱氨酰----甘氨酸 、 甲基硫代磺酸甲酯 、 sodium dodecyl-sulfate 、 丙酮 在 丙酮 、 sodium dodecyl-sulfate 、 N-(6-[生物素胺]己基)-3-(2-吡啶二硫)丙酰胺 、 维生素C钠 、 水 、 4-羟乙基哌嗪乙磺酸 、 氯化钠 、 N-[2-(Dimethylamino)ethyl]-2-(2-ethylbutoxy)-N-methyl-2,2-diphenylacetamide--hydrogen chloride (1/1) 、 streptavidin-agarose 、 mercaptoethyl alcohol 作用下， 反应 18.58h， 生成 D-生物素
  参考文献：
  名称：

  JNK3 AS A TARGET FOR THE TREATMENT OF ANGIOGENESIS-RELATED DISEASES

  摘要：

  本文提供了治疗患有或存在血管新生相关疾病风险的受试者的方法。该方法包括向受试者施用抑制JNK3表达的治疗剂量的药物，或抑制JNK3活性的治疗剂量的药物。可通过这些方法治疗的疾病包括癌症、类风湿性关节炎、血管疾病和其他由过度血管新生引起的疾病。治疗剂可以是化合物、小分子、肽、抗体、反义核酸、核酶等。本文还提供了鉴定调节JNK3表达的候选药物的方法。

  公开号：

  US20100272712A1

文献信息

• Detection of nitrosylated proteins
  申请人：Janssen M. Yvonne

  公开号：US20050238734A1

  公开（公告）日：2005-10-27

  The present invention, in some aspects, relates to systems and methods for determining oxidized proteins, including nitrosylated proteins such as S-nitrosylated proteins. The systems and methods of the invention can be used in vitro (e.g., in cell or tissue culture) or in vivo. For instance, in some cases, the invention can be used to spatially determine the location and/or concentration of oxidized proteins within cells and/or tissues (e.g., through visual detection). In one set of embodiments, a nitrosylated or otherwise oxidized moiety on a protein may be reacted with a detection entity, which may be, for example, fluorescent, radioactive, electron-dense, able to bind to a signaling entity or a binding partner in order to produce a signal, etc. As a specific example, a nitrosothiol moiety on a nitrosylated protein may be reacted with an alkylating agent to form an alkylthio moiety; the alkylthio moiety may include a detection entity or otherwise be able to interact with a signaling entity. In some embodiments, other moieties on the protein may be altered or blocked before reaction of the protein with the detection entity. Such moieties on the protein may be, for instance, non-oxidized or non-nitrosylated moieties able to react with the detection entity. As a particular example, in a protein containing nitrosothiol and (non-nitrosylated) thiol moieties, the thiol moieties may first be altered or blocked prior to reaction of the protein with the detection entity. Also provided in certain aspects of the present invention are kits for determining oxidized proteins, which may include components such as detection entities, alkylating agents, blocking agents, reducing agents, signaling entities, binding partners, antibodies, instructions, and the like.

  本发明在某些方面涉及测定氧化蛋白质（包括亚硝基化蛋白质，如 S-亚硝基化蛋白质）的系统和方法。本发明的系统和方法可用于体外（如细胞或组织培养）或体内。例如，在某些情况下，本发明可用于从空间上确定细胞和/或组织内氧化蛋白质的位置和/或浓度（例如，通过视觉检测）。在一组实施例中，蛋白质上的亚硝基化或其他氧化分子可与检测实体反应，检测实体可以是荧光的、放射性的、电子密度的、能够与信号实体或结合伙伴结合以产生信号的等等。举个具体例子，亚硝基化蛋白质上的亚硝基硫醇分子可与烷化剂反应形成烷硫基分子；烷硫基分子可包含检测实体或能与信号实体相互作用。在某些实施方案中，蛋白质上的其他分子可以在蛋白质与检测实体反应之前被改变或阻断。例如，蛋白质上的这些分子可以是能够与检测实体发生反应的非氧化或非亚硝基化分子。例如，在含有亚硝基硫醇和（非亚硝基化的）硫醇分子的蛋白质中，硫醇分子可以在蛋白质与检测实体反应之前首先被改变或阻断。本发明的某些方面还提供了用于测定氧化蛋白质的试剂盒，其中可包括检测实体、烷化剂、阻断剂、还原剂、信号实体、结合伙伴、抗体、说明书等成分。
• TRANSPORT OF NANO- AND MACROMOLECULAR STRUCTURES INTO CYTOPLASM AND NUCLEUS OF CELLS
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP1850876A1

  公开（公告）日：2007-11-07
• Detection of glutathionylated proteins
  申请人：Janssen-Heininger M. Yvonne

  公开号：US20080014595A1

  公开（公告）日：2008-01-17

  The present invention, in some aspects, relates to systems and methods for determining oxidized proteins, including glutathionylated proteins such as S-glutathionylated proteins. The systems and methods of the invention can be used in vitro (e.g., in cell or tissue culture) or in vivo, for example, to diagnose a person having an oxidative stress condition. For instance, in some cases, the invention can be used to spatially determine the location and/or concentration of oxidized proteins within cells and/or tissues (e.g., through visual detection). In one set of embodiments, a glutathionylated or otherwise oxidized moiety on a protein may be reacted with a detection entity, which may be, for example, fluorescent, radioactive, electron-dense, able to bind to a signaling entity or a binding partner in order to produce a signal, etc. As a specific example, a glutathionylated moiety on a glutathionylated protein may be reacted with an alkylating agent to form an alkylthio moiety; the alkylthio moiety may include a detection entity or otherwise be able to interact with a signaling entity. In some embodiments, other moieties on the protein may be altered or blocked before reaction of the protein with the detection entity. Such moieties on the protein may be, for instance, non-oxidized or non-glutathionylated moieties able to react with the detection entity. As a particular example, in a protein containing a glutathionylated moiety and non-glutathionylated thiol moieties, the thiol moieties may first be altered or blocked prior to reaction of the protein with the detection entity. Also provided in certain aspects of the present invention are kits for determining oxidized proteins, which may include components such as detection entities, alkylating agents, blocking agents, reducing agents, signaling entities, binding partners, antibodies, instructions, and the like.
• DETECTION OF GLUTATHIONYLATED PROTEINS
  申请人：The University of Vermont and State Agricultural College

  公开号：US20150056633A1

  公开（公告）日：2015-02-26

  The present invention, in some aspects, relates to systems and methods for determining oxidized proteins, including glutathionylated proteins such as S-glutathionylated proteins. The systems and methods of the invention can be used in vitro (e.g., in cell or tissue culture) or in vivo, for example, to diagnose a person having an oxidative stress condition. For instance, in some cases, the invention can be used to spatially determine the location and/or concentration of oxidized proteins within cells and/or tissues (e.g., through visual detection). In one set of embodiments, a glutathionylated or otherwise oxidized moiety on a protein may be reacted with a detection entity, which may be, for example, fluorescent, radioactive, electron-dense, able to bind to a signaling entity or a binding partner in order to produce a signal, etc. As a specific example, a glutathionylated moiety on a glutathionylated protein may be reacted with an alkylating agent to form an alkylthio moiety; the alkylthio moiety may include a detection entity or otherwise be able to interact with a signaling entity. In some embodiments, other moieties on the protein may be altered or blocked before reaction of the protein with the detection entity. Such moieties on the protein may be, for instance, non-oxidized or non-glutathionylated moieties able to react with the detection entity. As a particular example, in a protein containing a glutathionylated moiety and non-glutathionylated thiol moieties, the thiol moieties may first be altered or blocked prior to reaction of the protein with the detection entity. Also provided in certain aspects of the present invention are kits for determining oxidized proteins, which may include components such as detection entities, alkylating agents, blocking agents, reducing agents, signaling entities, binding partners, antibodies, instructions, and the like.
• US8053243B2
  申请人：——

  公开号：US8053243B2

  公开（公告）日：2011-11-08