D-(+)-galactose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: D-(+)-galactose
• 英文别名: D-galactofuranose；(3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]oxolane-2,3,4-triol
• 化学式: C₆H₁₂O₆
• 分子量: 180.158
• InChiKey: AVVWPBAENSWJCB-RSVSWTKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  D-(+)-galactose 在 吡啶 、 硫酸 、 三氟化硼乙醚 、 三氯化铁 、 溶剂黄146 、 calcium chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (R)-1-((2S,3S,4R,5S)-3,4-diacetoxy-5-(4-nitrophenoxy)tetrahydrofuran-2-yl)ethane-1,2-diyl diacetate
  参考文献：
  名称：

  An original chemoenzymatic route for the synthesis of β-d-galactofuranosides using an α-l-arabinofuranosidase

  摘要：

  Galactofuranose is a widespread component of cell wall polysaccharides in bacteria, protozoa and fungi, but is totally absent in mammals. Importantly, galactofuranose is a key constituent of major cell envelope polysaccharides in pathogenic mycobacteria. In this respect, galactofaranose-based glycoconjugates are interesting target molecules for drug design. O-Glycosidases and notably beta-D-galactofuranosidases could be useful tools for the chemoenzymatic synthesis of galacto furano sides, but to date no studies of this type have been reported. Here we report the use of a GH 51 alpha-L-arabinofuranosidase for the synthesis Of beta-D-galactofuranosides. We have demonstrated that this enzyme can catalyse both the autocondensation of p-nitrophenyl-beta-D-galactofuranoside and the transgalactofuranosylation of benzyl alpha-D-xylopyranoside, forming p-nitrophenyl beta-D-galactofuranosyl-(1 -> 2)beta-D-galactofuranoside and benzyl beta-D-galactofuranosyl-(1 -> 2)-alpha-D-xylopyranoside, respectively. Both reactions were very regiospecific and the reaction involving benzyl alpha-D-xylopyranoside afforded very high yields (74.8%) of the major product. To our knowledge, this demonstration of chemoenzymatic synthesis of galactofuranosides constitutes the very first use of an O-glycosidase for the synthesis of galactofuranosides. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2005.01.016
• 作为产物：
  描述：

  D-吡喃葡萄糖 在 吡啶 作用下， 反应 1.0h， 生成 D-(+)-galactose
  参考文献：
  名称：

  化学酶法从曲霉菌中合成对硝基苯基β-D-半乳糖呋喃糖基二糖。真菌型半乳甘露聚糖

  摘要：

  β-d-半乳糖呋喃糖（加尔夫）是多糖和糖结合物的成分。关于半乳糖呋喃糖基转移酶和半乳糖呋喃糖苷酶（半乳糖苷酶）参与含半乳糖呋喃糖聚糖的合成和降解的报道很少。曲霉属中的丝状真菌的细胞壁包括含半呋喃糖的多糖和糖缀合物，例如O-聚糖，N-聚糖和真菌型半乳甘露聚糖，它们对于细胞壁的完整性很重要。在这项研究中，我们研究了通过化学酶促方法（包括使用半乳糖苷酶）合成对硝基苯基β-d-半乳糖呋喃糖苷及其二糖的方法。关键步骤是通过酶促水解选择性除去伴随的吡喃糖苷，以纯化对硝基苯基β-d-半乳糖呋喃糖苷，

  DOI：

  10.1016/j.carres.2019.01.005

文献信息

• [EN] ANTI -INFLUENZA AGENTS<br/>[FR] AGENTS ANTIGRIPPAUX
  申请人：UNIV GRIFFITH

  公开号：WO2011006208A1

  公开（公告）日：2011-01-20

  The present invention relates to compounds that selectively inhibit influenza A virus group (1) sialidases and are therefore potential anti-influenza agents.

  本发明涉及选择性抑制流感A病毒群（1）唾液酸酶的化合物，因此是潜在的抗流感药物。
• ANTI-INFLUENZA AGENTS
  申请人：Von Itzstein Mark

  公开号：US20120202877A1

  公开（公告）日：2012-08-09

  The present invention relates to compounds that selectively inhibit influenza A virus group (1) sialidases and are therefore potential anti-influenza agents.

  本发明涉及选择性抑制流感A病毒群（1）唾液酸酶的化合物，因此是潜在的抗流感药物。
• [EN] AN ANTIMICROBIAL AGENT<br/>[FR] AGENT ANTIMICROBIEN
  申请人：UNIV GRIFFITH

  公开号：WO2003097657A1

  公开（公告）日：2003-11-27

  The present invention relates to novel thioglycosides of D-galactofuranose that have an antimicrobial action, methods for their synthesis, pharmaceutical compositions containing them and methods for the treatment of patients suffering microbial infection.

  本发明涉及具有抗微生物作用的新型D-半乳糖苷，其合成方法，含有它们的药物组合物以及治疗患有微生物感染的患者的方法。
• One-Pot Synthesis of Furans from Various Saccharides Using a Combination of Solid Acid and Base Catalysts
  作者：Jaya Tuteja、Shun Nishimura、Kohki Ebitani

  DOI：10.1246/bcsj.20110287

  日期：2012.3.15

  One-pot synthesis of furans from various saccharides such as arabinose, rhamnose, and lactose were performed over solid acid and base catalysts. The combination of Amberlyst-15 and hydrotalcite catalysts showed successful activity for corresponding furans formation such as 2-furaldehyde (furfural), 5-hydroxymethyl-2-furaldehyde (HMF), and 5-methyl-2-furaldehyde (MF) via one-pot synthesis including isomerization and dehydration reactions. Moreover, the acid–base pair catalysts were also found to display excellent activity for the transformation from mixed-sources of sugars to furans. It was indicated that the isomerization of saccharides and successive dehydration in the one-pot synthesis of furans will be a great approach in a biorefinery.

  在一锅法合成呋喃的过程中，采用了固体酸和碱催化剂对多种糖类如阿拉伯糖、鼠李糖和乳糖进行了处理。Amberlyst-15和水滑石催化剂的组合显示出对于相应呋喃形成的高活性，例如2-糠醛（糠醛）、5-羟甲基-2-糠醛（HMF）和5-甲基-2-糠醛（MF），这些形成过程包括异构化和脱水反应的一锅法合成。此外，酸碱对催化剂也被发现对于从混合糖源转化为呋喃表现出优异的活性。研究表明，糖类的异构化及其在一锅法合成呋喃中的连续脱水反应将成为生物精炼中的一种重要方法。
• [EN] MONOCLONAL IGM ANTIBODIES FROM ENTIRELY CARBOHYDRATE CONSTRUCTS<br/>[FR] ANTICORPS IGM MONOCLONAUX PRODUITS À PARTIR DE CONSTRUCTIONS ENTIÈREMENT GLUCIDIQUES
  申请人：UNIV TOLEDO

  公开号：WO2018053468A1

  公开（公告）日：2018-03-22

  Entirely carbohydrate immunogens, monoclonal antibodies generated from immune responses to entirely carbohydrate immunogens, vaccine compositions, pharmaceutical compositions, and methods of making and using the same, are described.

  完全碳水化合物免疫原，由对完全碳水化合物免疫原的免疫反应产生的单克隆抗体，疫苗组合物，药用组合物以及制备和使用它们的方法被描述。