5-酮果糖 | 1684-29-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-酮果糖
• 英文名称: D-5-ketofructose
• 英文别名: 5-dehydro-D-(-)-fructose；sorbose；D-threo-[2,5]hexodiulose；D_g-threo-1,3,4,6-Tetrahydroxy-hexan-2,5-dion；5-Keto-D-fructose；5-fructonose；5-Dehydro-D-fructose；(3S,4S)-1,3,4,6-tetrahydroxyhexane-2,5-dione
• CAS: 1684-29-3
• 化学式: C₆H₁₀O₆
• 分子量: 178.142
• InChiKey: AWQIYVPBMVSGCL-PHDIDXHHSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  516.9±45.0 °C(Predicted)
• 密度：
  1.582±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2914400090

反应信息

• 作为反应物：
  描述：

  5-酮果糖 在 氢氧化钾 、 三乙醇胺 、 magnesium acetate 、 phosphoenolpyruvate potassium salt 、 5’-三磷酸腺苷 、 hexokinase 作用下， 以 水 为溶剂， 反应 7.0h， 以72%的产率得到D-5-氧代果糖1-磷酸酯
  参考文献：
  名称：

  Structures of d-threo-2,5-hexodiulose 1-phosphate and d-threo-2,5-hexodiulose 1,6-bisphosphate (5-keto-d-fructose mono- and bis-phosphate) in solution by 13C-N.M.R. spectroscopy

  摘要：

  The mono- (2) and bis-phosphate (3) derivatives of D-threo-2,5-hexodiulose (1) (5-keto-D-fructose) were synthesized enzymically and purified by anion-exchange chromatography. The proportions, sizes of ring, and anomeric configurations were determined by F.t. 31P- and 13C-n.m.r. spectroscopy. Compound 2 was found to exist preponderantly (70-78%) in the beta-pyranose form with the remainder existing in the 2R,5R-furanose form. Compound 3 assumes two different furanose forms in solution, one (77-84%) being the 2R,5R-furanose form and the other the 2S,5R-furanose form.

  DOI：

  10.1016/s0008-6215(00)90386-0
• 作为产物：
  描述：

  fructopyranose 在 culture of Gluconobactor cerinus (ATCC catalogue number IFO 3267) 作用下， 生成 5-酮果糖
  参考文献：
  名称：

  Antibody-catalysed glycosyl transfer reactions from in vitro immunization

  摘要：

  使用五元环亚胺环醇在体外进行免疫，获得了能够催化对硝基苯基吡喃葡萄糖苷和对硝基苯基吡喃半乳糖苷水解的抗体，其速率增益（kcat/kuncat）超过10,000倍。

  DOI：

  10.1039/a704885h

文献信息

• Pyrrolidine and piperidine aminosugars from dicarbonyl sugars in one step. Concise synthesis of 1-deoxynojirimycin
  作者：Allen B. Reitz、Ellen W. Baxter

  DOI：10.1016/s0040-4039(00)97169-7

  日期：1990.1

  Dicarbonyl sugars are convenient substrates for the stereoselective synthesis of hydroxylated piperidines and pyrrolidines, via a double reductive amination reaction (NaCNBH3, MeOH). Using this strategy, 2,5-anhydro-imino-D-glucitol (1) and 1-deoxynojirimycin (3) were prepared from 5-keto-D-fructose (2, commercially available) and 5-keto-D-glucose (4), respectively.

  二羰基糖是通过双重还原胺化反应（NaCNBH 3，MeOH）进行立体选择性合成羟基化哌啶和吡咯烷的便​​利底物。使用这种策略，由5-酮-D-果糖（2，可商购）和5-酮-D-葡萄糖（2，5-脱水亚氨基-D-葡萄糖醇（1）和1-脱氧野rim霉素（3））制备。4）。
• METHOD FOR PRODUCING 2,6-DIOXABICYCLO-(3.3.0)-OCTANE-4,8-DIONE
  申请人：Dingerdissen Uwe

  公开号：US20110269977A1

  公开（公告）日：2011-11-03

  The invention relates to a method for producing 2,6-dioxabicyclo-(3.3.0)-octane-4,8-dione (I), comprising the oxidation of dianhydrohexitols (II-IV), or of corresponding hydroxy ketones, with an oxygen-containing gas in the presence of a catalyst composition, the reaction proceeding without the addition of halogen sources.

  本发明涉及一种生产2,6-二氧杂双环[3.3.0]辛烷-4,8-二酮(I)的方法，包括在催化剂组合物的存在下，通过使用含氧气体氧化二脱氢己糖(II-IV)或相应的羟基酮，而无需添加卤素源。
• Size Does Matter-Mediation of Electron Transfer by Gold Clusters in Bioelectrocatalysis
  作者：Michal Kizling、Maciej Dzwonek、Agnieszka Więckowska、Renata Bilewicz

  DOI：10.1002/cctc.201800032

  日期：2018.5.9

  mechanism of fructose dehydrogenase switching it to gold cluster mediated electron transfer instead of direct ET. In the presence of gold clusters at the electrode, the overpotential of the catalyzed fructose oxidation reaction was 100 mV lower and the catalytic reaction rate constant was 2.5 times larger confirming the unique mediating role of the Au clusters.

  金属纳米结构通常用于生物电催化系统中，以增加电极表面积或改善生物膜的电导率。我们证明，将金纳米颗粒的尺寸减小到2 nm以下可能会导致酶活性位点和电极之间的电子转移（ET）机制从直接ET转变为介导ET。直径小于2 nm的簇表现出类似分子的行为，这表现为氧化和还原峰的出现，被清晰形成的HOMO-LUMO缝隙隔开。发现纳米颗粒的氧化还原活性有助于果糖脱氢酶将其转换为金簇介导的电子转移而不是直接ET的ET机制。在电极上有金簇​​的情况下，
• Process for producing polyhydroxylated piperidines and pyrrolidines and
  申请人：McNeilab, Inc.

  公开号：US05290948A1

  公开（公告）日：1994-03-01

  A process for converting 1,4- and 1,5-dicarbonyl sugars to pyrrolidine and piperidine amino sugars. Novel compounds resulting from this process are also described.

  一种将1,4-和1,5-二羰基糖转化为吡咯烷和哌嗪氨基糖的过程。本发明还描述了由此过程产生的新化合物。
• METHODS AND COMPOSITIONS FOR THE TREATMENT OF VAGINAL DISEASES EMPLOYING PEROXIDE-PRODUCING ENZYMES AND PEROXIDASES
  申请人：Pellico Michael

  公开号：US20100111920A1

  公开（公告）日：2010-05-06

  A therapeutic composition for vaginal administration based on the generation of a biocidal anion by an enzymatic reaction catalyzed by a peroxidase. The peroxide utilized by the peroxidase enzyme can be endogenous or can be generated by the action of an oxidase enzyme on a suitable substrate. Therapeutic compositions according to the present invention are useful for the treatment of vaginal diseases and conditions, including bacterial and fungal infections.

  一种治疗性组合物，用于阴道给药，基于通过过氧化物酶催化的酶促生物杀菌阴离子的生成。过氧化物酶所利用的过氧化物可以是内源性的，也可以是由氧化酶酶作用于合适底物产生的。根据本发明的治疗组合物对于治疗阴道疾病和状况，包括细菌和真菌感染，是有用的。