2-deoxy-α-D-erythro-pentofuranose | 36792-87-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deoxy-α-D-erythro-pentofuranose
• 英文别名: 2-deoxy-α-D-ribofuranose；2-deoxyribofuranose；2-deoxy-D-ribose；2'-deoxyribose；D-erythro-2-deoxy-pentose；α-D-erythro-2-deoxy-pentofuranose；2-Deoxy-alpha-D-ribofuranose；(2S,4S,5R)-5-(hydroxymethyl)oxolane-2,4-diol
• CAS: 36792-87-7
• 化学式: C₅H₁₀O₄
• 分子量: 134.132
• InChiKey: PDWIQYODPROSQH-LMVFSUKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  2-deoxy-α-D-erythro-pentofuranose 在 乙二胺四乙酸 、 双氧水 、 铁粉 作用下， 以 水 为溶剂， 反应 0.5h， 以4.7%的产率得到草酸醛
  参考文献：
  名称：

  Fenton诱导的碳水化合物和相关化合物的降解形成乙二醛。

  摘要：

  在本文中，我们提供了从一系列单糖和相关化合物中乙二醛（1）形成的系统分析，以确定它们作为体内这种α-氧醛来源的潜在作用。使底物与Fenton试剂（Fe（2 +）/ EDTA / H（2）O（2））反应，并使用6-羟基-2,4,5-三氨基嘧啶荧光分析法通过HPLC分析混合物。已发现己糖及其衍生物作为乙二醛来源的等级顺序是果糖>葡萄糖=甘露糖=半乳糖>葡萄糖-6-磷酸酯>甘露醇。在戊糖组中，阿拉伯糖和核糖的产率更高，为1，其次是脱氧核糖及其腺嘌呤N-糖苷和核糖。在测试的底物中，三碳化合物，即甘油三糖和甘油，而不是3-磷酸甘油醛，是迄今为止最有效的1碳源。

  DOI：

  10.1016/j.carres.2006.03.027
• 作为产物：
  描述：

  2-脱氧-D-核糖 在 重水 作用下， 以39%的产率得到2-deoxy-D-ribose
  参考文献：
  名称：

  The oxygen-18 isotope shift in carbon-13 NMR spectroscopy. 14. Kinetics of oxygen exchange at the anomeric carbon of D-ribose and D-2-deoxyribose

  摘要：

  The kinetics of the oxygen-exchange reaction at the anomeric carbon atoms of D-ribose and D-2-deoxyribose (2-deoxy-D-erythro-pentose) were compared using the O-18 isotope induced shift in C-13 NMR spectroscopy. Measurements were made at a number of temperature and pH values. The oxygen-exchange reaction for these sugars is strongly pH-dependent, displaying regions of acid, water, and base catalysis. At 25-degrees-C the oxygen-exchange rate of D-ribose was found to be approximately 20-fold greater than the rate for D-glucose between pH 2 and 9. In turn, the oxygen-exchange rate for D-2-deoxyribose was greater than the rate for D-ribose by approximately 5-fold above pH 4 and by greater than 10-fold below pH 4. The results are analyzed in terms of steric and inductive effects on the hydration kinetics of the open-chain forms and by comparison with the hydration reaction of simple aldehydes. The study also includes quantitative data, based upon C-13 NMR line intensities, for the various anomeric forms that exist in solutions of these sugars at the different temperature and pH values used in the kinetic measurements reported here. In each case, the oxygen-exchange reactions of the anomers are slow relative to the rate of anomerization, so that the anomers appear to exchange oxygen at the same rate.

  DOI：

  10.1021/jo00003a009

文献信息

• A metallo base-pair incorporating a terpyridyl-like motif: bipyridyl-pyrimidinone·Ag(i)·4-pyridine
  作者：Dongwon Shin、Christopher Switzer

  DOI：10.1039/b709291a

  日期：——

  The design and characterization of a geometrically unique, metallo base-pair motif is reported.

  报道了一种几何独特的金属碱基对模体的设计和表征。
• [EN] OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'OLIGONUCLÉOTIDES ET PROCÉDÉS ASSOCIÉS
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2022099159A1

  公开（公告）日：2022-05-12

  Among other things, the present disclosure provides oligonucleotides and compositions thereof. In some embodiments, provided oligonucleotides and compositions are useful for adenosine modification. In some embodiments, the present disclosure provides methods for treating various conditions, disorders or diseases that can benefit from adenosine modification.

  除其他事项外，本公开提供寡核苷酸及其组合物。在某些实施例中，提供的寡核苷酸及其组合物对腺苷修饰有用。在某些实施例中，本公开提供了治疗各种需要腺苷修饰的疾病、疾病或病症的方法。
• Fast Hydrazone Reactants: Electronic and Acid/Base Effects Strongly Influence Rate at Biological pH
  作者：Eric T. Kool、Do-Hyoung Park、Pete Crisalli

  DOI：10.1021/ja407407h

  日期：2013.11.27

  Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s(-1), which is faster than recent strain-promoted cycloaddition reactions.
• 710. The preparation of αω-di-O-methanesulphonyl derivatives of some sugar alcohols
  作者：Stanley S. Brown、G. M. Timmis

  DOI：10.1039/jr9610003656

  日期：——
• Bauer, Hans; Brinkmeier, Arno; Buddrus, Joachim, Liebigs Annalen der Chemie, 1986, # 10, p. 1804 - 1808
  作者：Bauer, Hans、Brinkmeier, Arno、Buddrus, Joachim、Jablonowski, Maria

  DOI：——

  日期：——