aminoluciferin | 676460-30-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: aminoluciferin
• 英文别名: luciferin；D-luciferin；6'-Deoxyluciferin；(4S)-2-(1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
• CAS: 676460-30-3
• 化学式: C₁₁H₈N₂O₂S₂
• 分子量: 264.329
• InChiKey: SVVRFTXLHTTYAG-SSDOTTSWSA-N

物化性质

• 沸点：
  515.9±60.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 Nitrate 、 异丙醇 作用下， 生成 aminoluciferin
  参考文献：
  名称：

  萤光素硼酸酯反应性的表征-稳定性提高的炎症氧化剂探针

  摘要：

  荧光素的硼酸酯衍生物，其包含氧化剂活化的自消灭部分，最近已被开发用于动物模型中过氧化氢的生物发光检测。在这里，我们报告萤光素硼酸频哪醇酯（LBE）的合成和表征，作为用于检测过氧化氢，次氯酸和过亚硝酸盐的探针，具有改善的稳定性和响应时间。HPLC分析表明，LBE在磷酸盐缓冲液中迅速水解为萤光素硼酸（LBA）。过氧化氢缓慢氧化LBA，形成萤光素酶底物萤光素（Luc-OH）作为唯一产物。次氯酸盐还可以将LBA氧化为荧光素，但随后的Luc-OH与次氯酸盐反应生成了氯化的荧光素Luc-OH-Cl，在pH 7时其荧光量子产率高于荧光素。图4中所示的底物也是萤光素酶的底物（Takakura H等人，ChemBioChem 2012； 13：1424）。与其他硼酸盐探针相似，LBA在两个途径中被过亚硝酸盐氧化。Luc-OH是主要途径的产物，对于所有测试的氧化剂而言都是相同的，而非荧光硝化衍生物Luc-NO

  DOI：

  10.1016/j.dyepig.2020.108693

文献信息

• Luminescence-based methods and probes for measuring cytochrome P450 activity
  申请人：Promega Corporation

  公开号：US07692022B2

  公开（公告）日：2010-04-06

  The present invention provides methods, compositions, substrates, and kits useful for analyzing the metabolic activity in cells, tissue, and animals and for screening test compounds for their effect on cytochrome P450 activity. In particular, a one-step and two-step methods using luminogenic molecules, e.g. luciferin or coelenterazines, that are cytochrome P450 substrates and that are also bioluminescent enzyme, e.g., luciferase, pro-substrates are provided. Upon addition of the luciferin derivative or other luminogenic molecule into a P450 reaction, the P450 enzyme metabolizes the molecule into a bioluminescent enzyme substrate, e.g., luciferin and/or luciferin derivative metabolite, in a P450 reaction. The resulting metabolite(s) serves as a substrate of the bioluminescent enzyme, e.g., luciferase, in a second light-generating reaction. Luminescent cytochrome P450 assays with low background signals and high sensitivity are disclosed and isoform selectivity is demonstrated. The present invention also provides an improved method for performing luciferase reactions which employs added pyrophosphatase to remove inorganic pyrophosphate, a luciferase inhibitor which may be present in the reaction mixture as a contaminant or may be generated during the reaction. The present method further provides a method for stabilizing and prolonging the luminescent signal in a luciferase-based assay using luciferase stabilizing agents such as reversible luciferase inhibitors.

  本发明提供了用于分析细胞、组织和动物中代谢活性的方法、组合物、基质和试剂盒，以及用于筛选测试化合物对细胞色素P450活性影响的方法。具体来说，提供了使用发光分子（例如luciferin或coelenterazines）的一步和两步方法，这些分子是细胞色素P450的底物，同时也是生物发光酶（例如luciferase）的前体底物。将luciferin衍生物或其他发光分子加入到P450反应中后，P450酶将将该分子代谢成生物发光酶底物，例如luciferin和/或luciferin衍生物代谢物，在P450反应中。生成的代谢物作为生物发光酶（例如luciferase）的底物，在第二个生成光的反应中发挥作用。公开了低背景信号和高灵敏度的发光细胞色素P450测定方法，并展示了异构体选择性。本发明还提供了一种改进的进行luciferase反应的方法，该方法使用添加的焦磷酸酶来去除无机焦磷酸盐，这是一种可能存在于反应混合物中的luciferase抑制剂，或者在反应过程中生成的污染物。本方法还提供了一种使用可逆luciferase抑制剂等luciferase稳定剂来稳定和延长luciferase基础测定中的发光信号的方法。
• LUMINOGENIC AND FLUOROGENIC COMPOUNDS AND METHODS TO DETECT MOLECULES OR CONDITIONS
  申请人：Promega Corporation

  公开号：US20140154716A1

  公开（公告）日：2014-06-05

  A method to detect the presence or amount of at least one molecule in a sample which employs a derivative of luciferin or a derivative of a fluorophore is provided. Compounds and compositions for carrying out the methods of the invention are also provided.

  本发明提供了一种检测样本中至少一种分子存在或数量的方法，该方法采用了luciferin的衍生物或荧光团的衍生物。还提供了用于执行本发明方法的化合物和组合物。
• Multisignal labeling reagents and processes and uses therefor
  申请人：Enzo Life Science, Inc.

  公开号：US10640529B2

  公开（公告）日：2020-05-05

  Provided are compounds comprising two DNA supramolecular binding molecules covalently joined by a linker group. Also provided are multisignal labeling reagents comprising (i) an oligomer of nucleotides or nucleotide analogs; (ii) a DNA supramolecular binding molecule noncovalently bound to the oligomer; and (iii) a first reactive group or a first partner of a first binding pair covalently bound to the oligomer. Additionally provided are methods of producing multisignal labeling reagents.

  所提供的化合物由两个 DNA 超分子结合分子通过连接基团共价连接而成。还提供了多信号标记试剂，包括：(i) 核苷酸或核苷酸类似物的寡聚体；(ii) 与寡聚体非共价结合的 DNA 超分子结合分子；(iii) 与寡聚体共价结合的第一反应基团或第一结合对的第一伙伴。此外，还提供了生产多信号标记试剂的方法。
• Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
  申请人：Promega Corporation

  公开号：EP2277872B1

  公开（公告）日：2016-03-23
• MULTISIGNAL LABELING REAGENTS AND PROCESSES AND USES THEREFOR
  申请人：Enzo Life Science, Inc., c/o Enzo Biochem, Inc.

  公开号：US20180127455A1

  公开（公告）日：2018-05-10

  Provided are compounds comprising two DNA supramolecular binding molecules covalently joined by a linker group. Also provided are multisignal labeling reagents comprising (i) an oligomer of nucleotides or nucleotide analogs; (ii) a DNA supramolecular binding molecule noncovalently bound to the oligomer; and (iii) a first reactive group or a first partner of a first binding pair covalently bound to the oligomer. Additionally provided are methods of producing multisignal labeling reagents.