altrose (α-furanose) | 41846-93-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: altrose (α-furanose)
• 英文别名: α-D-altrofuranose；alpha-D-Altrofuranose；(2S,3S,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]oxolane-2,3,4-triol
• CAS: 41846-93-9
• 化学式: C₆H₁₂O₆
• 分子量: 180.158
• InChiKey: AVVWPBAENSWJCB-PHYPRBDBSA-N

物化性质

• 沸点：
  476.9±45.0 °C(Predicted)
• 密度：
  1.777±0.06 g/cm3(Predicted)

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：

  altrose (α-furanose) 、 (S)-(+)-2-甲基丁酸酐 在 吡啶 作用下， 反应 4.0h， 生成 (S)-2-Methyl-butyric acid (2R,3R,4S,5R)-2-[(R)-1,2-bis-((S)-2-methyl-butyryloxy)-ethyl]-4,5-bis-((S)-2-methyl-butyryloxy)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  通过1H NMR光谱测定其单-O-（S）-2-甲基丁酸酯衍生物的单糖的绝对构型

  摘要：

  摘要建立了一种基于经验的方法来确定其单糖的绝对构型，该方法基于其过O-（S）-2-甲基丁酸酯（SMB）衍生物的1H NMR光谱。给定单糖的D和L形式的SMB衍生物为非对映异构体，可根据其1H NMR化学位移的差异进行区分。这些化学位移差异的可重复性可以通过比较数据库中SMB衍生物的光谱与标准光谱来常规确定各种单糖的绝对构型，从而无需为每次分析准备和分析新的标准。衍生过程使用廉价，易于处理的试剂，并且实际上是完整的。将该方法应用于三种复杂的聚糖，可以明确确定其组成单糖的绝对构型。几种单糖的对映体形式可通过其过-O-（S）-2-甲基丁酸酯衍生物的高场1H NMR光谱进行区分。

  DOI：

  10.1016/s0008-6215(97)00050-5
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 生成 altrose (α-furanose) 、 altrose (β-furanose) 、 6-deoxy-β-D-altropyranose 、 6-deoxy-α-D-altrose
  参考文献：
  名称：

  Synthesis of 6-Deoxy-D-altrose Used as an Authentic Sample to Identify an Unknown Monosaccharide Isolated from the Fruiting Body of an Edible Mushroom

  摘要：

  Here, we describe the synthesis of 6-deoxy-D-altrose and its subsequent use as an authentic sample to verify the structure of a monosaccharide newly isolated from the fruiting body of an edible mushroom. D-Rhamnopyranoside, converted from D-mannopyranoside, was selectively protected to give the 3-OH derivative, which was converted to the corresponding 6-deoxy-D-altropyranoside by nucleophilic substitution of the 3-triflate with acetoxy group. Removal of the protecting group, including the temporary protection of the anomeric position with the THP group, afforded the desired 6-deoxy-D-altrose. Both the NMR data and the [alpha](D) value were identical to the data on the natural product, thus indicating that the recently isolated monosaccharide was 6-deoxy-D-altrose.

  DOI：

  10.3987/com-10-s(e)107

文献信息

• DEVICE FOR AUTOMATED SYNTHESIS OF OLIGO- AND POLYSACCHARIDES
  申请人：Max-Planck-Gesellschat zu rFérderung der Wissenschaften e.V.

  公开号：US20220395800A1

  公开（公告）日：2022-12-15

  The present invention generally relates to automated synthesis technology, and more particularly, to a device and method for automated synthesis of oligo- and polysaccharides on a solid support. In particular the present invention relates to a device for automated synthesis of oligo- and polysaccharides on a solid support comprising a reaction vessel, a reagent storing component, a reagent delivery system, a cooling device for cooling reaction vessel, and a pre-cooling device for pre-cooling the reagents to be supplied.

  本发明通常涉及自动合成技术，更具体地，涉及一种用于在固体支持上自动合成寡糖和多糖的装置和方法。特别是，本发明涉及一种用于在固体支持上自动合成寡糖和多糖的装置，包括反应容器、试剂储存组件、试剂输送系统、冷却装置用于冷却反应容器和预冷装置用于预冷待供应试剂的组成部分。
• METHOD AND DEVICE FOR PRODUCING SACCHARIDES AND SACCHARIDE ARRAYS
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP3670521A1

  公开（公告）日：2020-06-24

  The present invention relates to a method and a device for producing saccharides and saccharide arrays. Said method is particularly useful for the synthesis of saccharides in parallel and of high-density saccharide arrays, such as microarrays, which are required for high-throughput screenings.

  本发明涉及一种生产糖和糖阵列的方法和装置。该方法特别适用于平行合成糖类和高密度糖类阵列，如高通量筛选所需的微阵列。
• ENZYMATIC METHOD FOR PREPARATION OF GDP-FUCOSE
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP3719135A1

  公开（公告）日：2020-10-07

  The present invention relates to an enzyme-catalyzed process for producing GDP-fucose from low-cost substrates guanosine and L-fucose or guanosine and D-Mannose in a single reaction mixture. Said process can be operated (semi)continuously or in batch mode. Further, said process can be adapted to produce fucosylated molecules and biomolecules including glycans, such as human milk oligosaccharides, proteins, peptides, glycoproteins or glycopeptides.

  本发明涉及一种在单一反应混合物中利用低成本底物鸟苷和 L-岩藻糖或鸟苷和 D-甘露糖生产 GDP-岩藻糖的酶催化工艺。所述工艺可（半）连续或分批进行。此外，所述工艺还可用于生产岩藻糖基化分子和生物大分子，包括聚糖，如人乳寡糖、蛋白质、肽、糖蛋白或糖肽。
• ENZYMATIC METHOD FOR PREPARATION OF UDP-GALACTOSE
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP3819381A1

  公开（公告）日：2021-05-12

  The present invention relates to an enzyme-catalyzed process for producing UDP-galactose from low-cost substrates uridine monophosphate and D-galactose in a single reaction mixture. Said process can be operated (semi)continuously or in batch mode. Further, said process can be adapted to produce galactosylated molecules and biomolecules including saccharides, proteins, peptides, glycoproteins or glycopeptides, particularly human milk oligosaccharides (HMO) and (monoclonal) antibodies.

  本发明涉及一种酶催化工艺，用于在单一反应混合物中以低成本底物单磷酸尿苷和 D-半乳糖为原料生产 UDP-半乳糖。所述工艺可（半）连续或分批进行。此外，所述工艺还可用于生产半乳糖化分子和生物大分子，包括糖、蛋白质、肽、糖蛋白或糖肽，特别是人乳寡糖（HMO）和（单克隆）抗体。
• ENZYMATIC METHOD FOR PREPARATION OF UDP-GLCNAC
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP3819382A1

  公开（公告）日：2021-05-12

  The present invention relates to an enzyme-catalyzed process for producing UDP-N-acetyl-α-D-glucosamine (UDP-GlcNAc) from low-cost substrates uridine monophosphate and N-acetyl-D glucosamine in a single reaction mixture with immobilized or preferably co-immobilized enzymes. Further, said process may be adapted to produce GlcNAcylated molecules and biomolecules including saccharides, particularly human milk oligosaccharides (HMO), proteins, peptides, glycoproteins, particularly antibodies, or glycopeptides, and bioconjugates, particularly carbohydrate conjugate vaccines and antibody-drug conjugates.

  本发明涉及一种在单一反应混合物中用固定化酶或优选共固定化酶从低成本底物单磷酸尿苷和N-乙酰-D-葡糖胺生产UDP-N-乙酰-α-D-葡糖胺（UDP-GlcNAc）的酶催化过程。此外，所述工艺还可用于生产 GlcNAcylated 分子和生物大分子，包括糖类，特别是人乳低聚糖 (HMO)、蛋白质、肽、糖蛋白，特别是抗体或糖肽，以及生物共轭物，特别是碳水化合物共轭疫苗和抗体-药物共轭物。