2-amino-2-deoxy-4-phospho-D-glucopyranose | 1251400-44-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-2-deoxy-4-phospho-D-glucopyranose
• 英文别名: Glucosamine 4-phosphate；[(2R,3S,4R,5R,6R)-5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl] dihydrogen phosphate
• CAS: 1251400-44-8
• 化学式: C₆H₁₄NO₈P
• 分子量: 259.153
• InChiKey: QWDBGVNDGYUIAC-QZABAPFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  163
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  benzyl 2-acetamido-3,6-di-O-benzyl-4-(1,5-dihydro-3-oxo-3-lambda5-3H-2,4,3-benzodioxaphosphepin-3-yl)-beta-D-glucopyranoside 在 三氟乙酸 作用下， 反应 2.5h， 生成 2-amino-2-deoxy-4-phospho-D-glucopyranose 、 2-amino-2-deoxy-4-phospho-D-glucopyranose
  参考文献：
  名称：

  Efficient Synthesis of Meningococcal X Polysaccharide Repeating Unit (N-Acetylglucosamine-4-phosphate) as Analytical Standard for Polysaccharide Determination

  摘要：

  Serogroup X Neisseria meningitidis (MenX) is emerging in many African countries as a major cause of meningococcal meningitis, but no preventative therapy against this serogroup is yet available. N-Acetylglucosamine-4-phosphate (4P-GlcNAc), the monomeric repeating unit of MenX polysaccharide, is an important requirement for the development of an analytical method specific for MenX polysaccharide quantification. At the moment, this compound is not commercially available. Herein an efficient preparation of this monosaccharide is reported.

  DOI：

  10.1080/00397911.2013.853189

文献信息

• [EN] AMINOALKYL GLUCOSAMINE PHOSPHATE COMPOUNDS AND THEIR USE AS ADJUVANTS AND IMMUNOEFFECTORS<br/>[FR] COMPOSES D'AMINOALKYLE GLUCOSAMINE PHOSPHATES ET LEUR UTILISATION COMME ADJUVANTS ET IMMUNOEFFECTEURS
  申请人：CORIXA CORPORATION

  公开号：WO1998050399A1

  公开（公告）日：1998-11-12

  (EN) Aminoalkyl glucosamine phosphate compounds that are adjuvants and immunoeffectors are described and claimed. The compounds have a 2-deoxy-2-amino glucose in glycosidic linkage with an aminoalkyl (aglycon) group. Compounds are phosphorylated at the 4 or 6 carbon on the glucosamine ring and comprise three 3-alkanoyloxyalkanoyl residues. The compounds augment antibody production in immunized animals as well as stimulate cytokine production and activate macrophages. Methods for using the compounds as adjuvants and immunoeffectors are also disclosed.(FR) La présente invention concerne des composés d'aminoalkyle glucosamine phosphates qui sont des adjuvants et des immunoeffecteurs. Ces composés ont un 2-désoxy-2-aminoglucose en liaison glucidique avec un groupe aminoalkyle (aglycon). Ces composés sont phosphorylés au niveau du carbone 4 ou 6 sur le noyau de glucoseamine et comprennent trois résidus 3-alcanoyloxyalcanoyle. Les composés augmentent la production d'anticorps chez des animaux immunisés, stimulent la production de cytokine et activent des macrophages. La présente invention concerne également des procédés d'utilisation de ces composés comme adjuvants et immunoeffecteurs.

  (中文) 描述并声明了一种作为辅助剂和免疫效应物质的氨基糖磷酸化合物。这些化合物在糖苷键上具有2-去氧-2-氨基葡萄糖和氨基烷基（脱糖基）基团。化合物在葡萄糖胺环上的4或6碳处磷酸化，并包括三个3-烷酰氧基烷酰基残基。这些化合物增强了免疫动物中的抗体产生，同时刺激细胞因子的产生和激活巨噬细胞。还公开了使用这些化合物作为辅助剂和免疫效应物质的方法。
• Advanced drug development and manufacturing
  申请人：Los Alamos National Security, LLC

  公开号：EP2511844A2

  公开（公告）日：2012-10-17

  There is described an apparatus for measuring protein characteristics comprising an X-ray fluorescence (XRF) spectrometer comprising a source of polychromatic X-rays, an X-ray detector, a protein, a molecule that has been exposed to and at least weakly binds to the protein, a plurality of X-ray fluorescence signal data obtained by irradiating chemical elements in the protein and molecule with the polychromatic X-rays and a security system for maintaining records for the data from the plurality of X-ray fluorescence signal measurements. There is also described an x-ray microscope for measuring a sample.

  描述了一种测量蛋白质特性的仪器，该仪器包括一个 X 射线荧光 (XRF) 光谱仪，其中包括一个多色 X 射线源、一个 X 射线探测器、一个蛋白质、一个已暴露于该蛋白质并至少与该蛋白质弱结合的分子、通过用多色 X 射线照射蛋白质和分子中的化学元素而获得的多个 X 射线荧光信号数据，以及一个用于维护多个 X 射线荧光信号测量数据记录的安全系统。此外，还介绍了一种用于测量样品的 X 射线显微镜。
• Certain aminoalkyl glucosaminide phosphate compounds and their use
  申请人：Johnson A. David

  公开号：US20050227943A1

  公开（公告）日：2005-10-13

  Compounds that are adjuvants and immunoeffectors are described and claimed. The compounds augment antibody production in immunized animals as well as stimulate cytokine production and activate macrophages. Compositions and methods for using the compounds as adjuvants and immunoeffectors are also disclosed.

  本文描述并声称了作为佐剂和免疫效应剂的化合物。 这些化合物能增强免疫动物体内抗体的产生，刺激细胞因子的产生并激活巨噬细胞。 还公开了将这些化合物用作佐剂和免疫效应剂的组合物和方法。
• AMINOALKYL GLUCOSAMINE PHOSPHATE COMPOUNDS AND THEIR USE AS ADJUVANTS AND IMMUNOEFFECTORS
  申请人：CORIXA CORPORATION

  公开号：EP0983286A1

  公开（公告）日：2000-03-08
• CERTAIN AMINOALKYL GLUCOSAMINIDE PHOSPHATE COMPOUNDS AND THEIR USE
  申请人：CORIXA CORPORATION

  公开号：EP1589934A2

  公开（公告）日：2005-11-02