methyl 5-C-(hydroxymethyl)-α-L-arabinohexopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-C-(hydroxymethyl)-α-L-arabinohexopyranoside
• 英文别名: Methyl 5-C-hydroxymethyl-alpha-L-arabino-hexopyranoside；(3R,4S,5R,6R)-2,2-bis(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• 化学式: C₈H₁₆O₇
• 分子量: 224.211
• InChiKey: DOKIMKBFOUSXGK-DBRKOABJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  15
• 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：
  120
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 5-C-(hydroxymethyl)-α-L-arabinohexopyranoside 在 碳 、 乙醇 、 甲醇 作用下， 以 硫酸 为溶剂， 反应 18.0h， 以to yield 20.0 g (39.6%) of 5-C-hydroxymethyl 1,6-anhydro-β-L-altropyranose (4)的产率得到1,6-anhydro-5-C-hydroxymethyl-beta-L-altropyranose
  参考文献：
  名称：

  Process for preparing 5-C-hydroxymethyl aldohexose-based compounds

  摘要：

  本发明的过程提供了制备5-C-羟甲基-D-醛糖衍生物及其双环无水互变异构体的经济方法。5-C-羟甲基化过程包括酶促氧化反应，随后与甲醛的缩合反应。

  公开号：

  US05104797A1
• 作为产物：
  描述：

  甲基-Β-D-吡喃半乳糖苷 在 sodium hydroxide 、 galactose oxidase 、 氧气 、 copper(II) sulfate 、 catalase 、 D,L-histidine 作用下， 以 水 为溶剂， 生成 methyl 5-C-(hydroxymethyl)-α-L-arabinohexopyranoside
  参考文献：
  名称：

  化学酶法制备5-C-（羟甲基）己糖的方法。

  摘要：

  描述了5-C-（羟甲基）己糖的合成，碳水化合物抗代谢。这些化合物是在己糖6-醛与甲醛反应中获得的。使用半乳糖氧化酶通过两步化学合成，可以从D-半乳糖苷有效地获得5-C-（羟甲基）-L-阿拉伯糖-己糖，以制备所需的己糖6-醛。该方法是不使用保护基的碳水化合物合成的一个例子。其他5-C-（羟甲基）己糖是通过典型的化学方法制备的，该方法需要对己糖羟基进行特殊保护。

  DOI：

  10.1021/jo970232p

文献信息

• [EN] OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'OLIGONUCLÉOTIDES ET PROCÉDÉS ASSOCIÉS
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2019075357A1

  公开（公告）日：2019-04-18

  Among other things, the present disclosure provides technologies for altering splicing, particularly for increasing inclusion of exons in splicing products. In some embodiments, the present disclosure provides SMN2 oligonucleotides, compositions, and methods thereof. In some embodiments, the present disclosure provides chirally controlled SMN2 oligonucleotide compositions. In some embodiments, provided oligonucleotides and compositions can increase level of an exon 7-containing SMN2 splicing product and/or a gene product thereof. In some embodiments, the present disclosure provides methods for treatment of splicing-related conditions, disorders and diseases. In some embodiments, the present disclosure provides methods for treating SMN2-related conditions, disorders and diseases such as SMA (spinal muscular atrophy) and ALS (amyotrophic lateral sclerosis).

  本公开提供了用于改变剪接的技术，特别是用于增加剪接产物中外显子包含量的技术。在某些实施例中，本公开提供了SMN2寡核苷酸、组合物及其方法。在某些实施例中，本公开提供了立体控制的SMN2寡核苷酸组合物。在某些实施例中，所提供的寡核苷酸和组合物可以增加外显子7包含的SMN2剪接产物的水平和/或其基因产物的水平。在某些实施例中，本公开提供了用于治疗剪接相关疾病、疾病和疾病的方法。在某些实施例中，本公开提供了用于治疗SMN2相关疾病、疾病和疾病的方法，如脊髓性肌萎缩症（SMA）和肌萎缩侧索硬化（ALS）。
• Process for preparing 5-C-hydroxymethyl aldohexose-based compounds
  申请人：The Procter & Gamble Company

  公开号：US05104797A1

  公开（公告）日：1992-04-14

  Processes of the present invention provide economical methods for preparing derivatives 5-C-hydroxymethyl-D-aldohexose and their bicyclic anhydro tautomeric forms. The 5-C-hydroxymethylation process comprises an enzymic oxidation reaction followed by a condenation reaction with formaldehyde.

  本发明的过程提供了制备5-C-羟甲基-D-醛糖衍生物及其双环无水互变异构体的经济方法。5-C-羟甲基化过程包括酶促氧化反应，随后与甲醛的缩合反应。
• OLIGONUCLEOTIDE COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：VARGEESE Chandra

  公开号：US20200157545A1

  公开（公告）日：2020-05-21

  Among other things, the present disclosure provides designed oligonucleotides, compositions, and methods thereof. In some embodiments, provided oligonucleotide compositions provide improved single-stranded RNA interference and/or RNase H-mediated knockdown. Among other things, the present disclosure encompasses the recognition that structural elements of oligonucleotides, such as base sequence, chemical modifications (e.g., modifications of sugar, base, and/or internucleotidic linkages) or patterns thereof, conjugation with additional chemical moieties, and/or stereochemistry [e.g., stereochemistry of backbone chiral centers (chiral internucleotidic linkages)], and/or patterns thereof, can have significant impact on oligonucleotide properties and activities, e.g., RNA interference (RNAi) activity, stability, delivery, etc. In some embodiments, the present disclosure provides methods for treatment of diseases using provided oligonucleotide compositions, for example, in RNA interference and/or RNase H-mediated knockdown.
• OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US20210228615A1

  公开（公告）日：2021-07-29

  Among other things, the present disclosure provides technologies for altering splicing, particularly for increasing inclusion of exons in splicing products. In some embodiments, the present disclosure provides SMN2 oligonucleotides, compositions, and methods thereof. In some embodiments, the present disclosure provides chirally controlled SMN2 oligonucleotide compositions. In some embodiments, provided oligonucleotides and compositions can increase level of an exon 7-containing SMN2 splicing product and/or a gene product thereof. In some embodiments, the present disclosure provides methods for treatment of splicing-related conditions, disorders and diseases. In some embodiments, the present disclosure provides methods for treating SMN2-related conditions, disorders and diseases such as SMA (spinal muscular atrophy) and ALS (amyotrophic lateral sclerosis).
• Chemoenzymic Approaches to the Preparation of 5-<i>C</i>-(Hydroxymethyl)hexoses
  作者：Adam W. Mazur、George D. Hiler

  DOI：10.1021/jo970232p

  日期：1997.6.1

  can be efficiently obtained from D-galactosides by a two-step chemoenzymic synthesis using galactose oxidase for the preparation of required hexose 6-aldehydes. This method is an example of carbohydrate synthesis without use of protecting groups. Other 5-C-(hydroxymethyl)hexoses are prepared by a typical chemical methodology requiring specific protection of the hexose hydroxyl groups.

  描述了5-C-（羟甲基）己糖的合成，碳水化合物抗代谢。这些化合物是在己糖6-醛与甲醛反应中获得的。使用半乳糖氧化酶通过两步化学合成，可以从D-半乳糖苷有效地获得5-C-（羟甲基）-L-阿拉伯糖-己糖，以制备所需的己糖6-醛。该方法是不使用保护基的碳水化合物合成的一个例子。其他5-C-（羟甲基）己糖是通过典型的化学方法制备的，该方法需要对己糖羟基进行特殊保护。