2-amino-L-2-deoxy-glucose | 69839-78-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-L-2-deoxy-glucose
• 英文别名: L-glucosamine；glucosamine；2-Amino-2-deoxy-mannose；L-Glucosamin；L-glucosamine；(2S,3S,4R,5S)-2-amino-3,4,5,6-tetrahydroxyhexanal
• CAS: 69839-78-7
• 化学式: C₆H₁₃NO₅
• 分子量: 179.173
• InChiKey: FZHXIRIBWMQPQF-VANKVMQKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  124
• 氢给体数：
  5
• 氢受体数：
  6

文献信息

• METHOD FOR IMAGING CELL USING FLUORESCENCE-LABELED SUGAR DERIVATIVE HAVING COUMARIN DERIVATIVE BOUND THERETO, AND IMAGING AGENT
  申请人：Hirosaki University

  公开号：US20150369797A1

  公开（公告）日：2015-12-24

  The present invention has an object of providing a sugar derivative emitting blue fluorescence color which can be used for imaging of cells or intracellular molecules and a method for imaging cells using the derivative. Further, the present invention has an object of providing a method for detecting cancer cells at high accuracy by imaging, and an imaging agent used for this method. The present invention provides a fluorescently labeled sugar derivative having 3-carboxy-6,8-difluoro-7-hydroxycoumarin or 3-carboxymethyl-6,8-difluoro-7-hydroxy-4-methylcoumarin as a fluorescent molecular group in its molecule, and a cell imaging agent and an imaging method using the derivative. Further, the present invention provides an imaging agent and an imaging method for cancer cells using an L-glucose derivative having the above-described fluorescent molecular group in its molecule.

  本发明旨在提供一种发出蓝色荧光颜色的糖衍生物，可用于细胞或细胞内分子的成像，以及使用该衍生物成像细胞的方法。此外，本发明旨在提供一种通过成像高精度检测癌细胞的方法，以及用于该方法的成像剂。本发明提供一种含有3-羧基-6,8-二氟-7-羟基香豆素或3-羧甲基-6,8-二氟-7-羟基-4-甲基香豆素作为其分子中的荧光分子基团的荧光标记糖衍生物，以及使用该衍生物的细胞成像剂和成像方法。此外，本发明提供一种使用具有上述荧光分子基团的L-葡萄糖衍生物的成像剂和成像方法，用于癌细胞。
• 2,5-bis(tetrahydroxybutyl)pyrazines for the treatment of osteoarthritis and rheumatoid arthritis
  申请人：ROTTAPHARM S.P.A.

  公开号：EP1704862A1

  公开（公告）日：2006-09-27

  Use in the prevention and/or in the treatment of Osteoarthritis and Rheumatoid Arthritis of 2,5-Bis(tetrahydroxybutyl)pyrazines, compounds of formula (I), is disclosed. Compounds of the invention act simultaneously on cartilage matrix degradation and on nitric oxide and prostaglandin E2 production.

  本发明揭示了2,5-双(四羟基丁基)吡嗪化合物在骨关节炎和类风湿性关节炎的预防和/或治疗中的用途。该发明的化合物同时对软骨基质降解、一氧化氮和前列腺素E2的产生起作用。
• METHOD FOR DETECTING CANCER CELL USING FLUORESCENTLY LABELED L-GLUCOSE DERIVATIVE, AND CANCER CELL-IMAGING AGENT COMPRISING FLUORESCENTLY LABELED L-GLUCOSE DERIVATIVE
  申请人：Yamada Katsuya

  公开号：US20140154717A1

  公开（公告）日：2014-06-05

  The purpose of the present invention is to provide a method for highly accurately detecting a cancer cell. The method of the present invention is characterized by comprising imaging with the use of a fluorescently labeled L-glucose derivative. By using the method and imaging agent according to the present invention, a high contrast between a cancer cell and a normal cell can be obtained compared with the case that imaging is conducted with the use of a fluorescently labeled D-glucose derivative. According to this method, moreover, no fasting is needed for the determination. Thus, the imaging can be quickly carried out without imposing a burden on a patient.

  本发明的目的是提供一种高精度检测癌细胞的方法。本发明的方法的特点在于使用荧光标记的L-葡萄糖衍生物进行成像。通过使用本发明的方法和成像剂，与使用荧光标记的D-葡萄糖衍生物进行成像相比，可以获得癌细胞和正常细胞之间的高对比度。此外，根据本方法，不需要进行禁食以进行确定，因此可以在不对患者造成负担的情况下快速进行成像。
• NOVEL GLUCOSE DERIVATIVE, AND CELL IMAGING METHOD AND IMAGING AGENT USING SAID DERIVATIVE
  申请人：Hirosaki University

  公开号：EP3130596A1

  公开（公告）日：2017-02-15

  A purpose of the present invention is to provide a novel glucose derivative, which is taken into cells via a membrane sugar transport system and is represented by formula (1). Another purpose of the present invention is to provide an imaging agent and an imaging method for a cell or intracellular molecule using said glucose derivative. Yet another purpose of the present invention is to provide a method for detecting cancer cells with good accuracy using said glucose derivative and an imaging agent to be used in said method. The present invention provides D-glucose derivatives and L-glucose derivatives in which glucose is bound to the 7-position of a fluorescent molecular group with a coumarin backbone or a quinolone backbone. Also provided are a cell imaging agent and imaging method using the derivative. A cancer cell imaging agent and imaging method using the L-glucose derivative is also provided. G is a group selected from formulas (G1) - (G4) below.

  本发明的一个目的是提供一种新型葡萄糖衍生物，它可通过膜糖转运系统被带入细胞，由式（1）表示。本发明的另一个目的是提供一种成像剂和一种使用所述葡萄糖衍生物的细胞或细胞内分子成像方法。本发明的另一个目的是提供一种使用所述葡萄糖衍生物准确检测癌细胞的方法和用于所述方法的成像剂。本发明提供了 D-葡萄糖衍生物和 L-葡萄糖衍生物，其中葡萄糖与具有香豆素骨架或醌骨架的荧光分子基团的 7 位结合。还提供了一种细胞成像剂和使用该衍生物的成像方法。还提供了一种癌细胞成像剂和使用 L-葡萄糖衍生物的成像方法。G 是选自以下式 (G1) - (G4) 的基团。
• CANCER CELL DETECTION METHOD USING CELLS OF BIOLOGICAL ORIGIN
  申请人：Hirosaki University

  公开号：EP3199638A1

  公开（公告）日：2017-08-02

  The purpose of the present invention is to provide a novel cancer cell detection method that uses living body-derived cells and that can be used even in cytodiagnosis. In particular, the purpose of the present invention is to provide a novel cancer cell detection method that makes it possible to perform imaging of cells in a living state and a dual detection method for cancer cells in which the aforementioned method is combined with a pre-existing dyeing method for cytodiagnosis. Provided is a cancer cell detection method that uses living body-derived cells and that includes: incubating living cells included in a sample taken from a person together with a fluorescently-labeled L-glucose derivative and detecting the fluorescently-labeled L-glucose derivative that is taken up into the cells; and detecting fluorescence emitted by the L-glucose derivative that is present within the cells while the cells are attached to a thin glass or plastic plate. Also provided is a dual detection method for cancer cells in which the cancer cell detection method that uses living body-derived cells is combined with a dyeing method using cells that are fixed using an alcohol or the like.

  本发明的目的是提供一种新型的癌细胞检测方法，该方法使用源自人体的活细胞，甚至可用于细胞诊断。特别是，本发明的目的是提供一种新型癌细胞检测方法，该方法可对活体细胞进行成像，以及一种癌细胞双重检测方法，其中上述方法与用于细胞诊断的已有染色方法相结合。本发明提供了一种使用活体细胞的癌细胞检测方法，该方法包括：将取自人体的样本中的活细胞与荧光标记的 L-葡萄糖衍生物一起培养，并检测被吸收到细胞中的荧光标记的 L-葡萄糖衍生物；以及检测细胞附着在薄玻璃板或塑料板上时细胞内的 L-葡萄糖衍生物发出的荧光。此外，还提供了一种癌细胞双重检测方法，其中使用活体衍生细胞的癌细胞检测方法与使用酒精等固定细胞的染色方法相结合。