3-deoxi-D-glucitol | 63902-18-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-deoxi-D-glucitol
• 英文别名: 3-Desoxy-D-ribo-hexit；D-ribo-3-deoxy-hexitol；(2R,3S,5R)-hexane-1,2,3,5,6-pentol
• CAS: 63902-18-1
• 化学式: C₆H₁₄O₅
• 分子量: 166.174
• InChiKey: RUIACMUVCHMOMF-NGJCXOISSA-N

物化性质

• 沸点：
  480.0±40.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-deoxi-D-glucitol 在 乙二胺四乙酸 、 DL-dithiothreitol 、 山梨醇脱氢酶(绵羊肝脏) 、 β-烟酰胺腺嘌呤二核苷酸 作用下， 以 水 为溶剂， 生成 3-deoxy-D-fructose
  参考文献：
  名称：

  The use of fluoro- and deoxy-substrate analogs to examine binding specificity and catalysis in the enzymes of the sorbitol pathway

  摘要：

  The carbohydrate specificity of the two enzymes that catalyze the metabolic interconversions in the sorbitol pathway, aldose reductase and sorbitol dehydrogenase, has been examined through the use of fluoro- and deoxy-substrate analogs. Hydrogen bonding has been shown to be the primary mode of interaction by which these enzymes specifically recognize and bind their respective polyol substrates. Aldose reductase has broad substrate specificity, and all of the fluoro- and deoxysugars that were examined are substrates for this enzyme. Unexpectedly, both 3-fluoro- and 4-fluoro-D-glucose were found to be better substrates, with significantly lower K-m and higher k(cat)/K-m values than those of D-glucose. A more discriminating pattern of substrate specificity is observed for sorbitol dehydrogenase. Neither the 2-fluoro nor the 2-deoxy analogs of D-glucitol were found to be substrates or inhibitors, suggesting that the 2-hydroxyl group of sorbitol is a hydrogen bond donor. The 4-fluoro and 4-deoxy analogs are poorer substrates than sorbitol, also implying a binding role for this hydroxyl group. In contrast, both 6-fluoro- and 6-deoxy-D-glucitol are very good substrates for sorbitol dehydrogenase, indicating that the primary hydroxyl group at this position is not involved in substrate recognition by this enzyme. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00266-3
• 作为产物：
  描述：

  (4R)-(+)-T-丁基二甲基硅氧-1-酮 在 盐酸 、 sodium tetrahydroborate 、 四(三苯基膦)钯 、 cerium(III) chloride 、 二甲基硫 、 碘 、 三正丁基氢锡 、 三乙酰氧基硼氢化钠 、 臭氧 、 三乙胺 作用下， 以 吡啶 、 甲醇 、 四氯化碳 、 二氯甲烷 、 溶剂黄146 为溶剂， 生成 3-deoxi-D-glucitol
  参考文献：
  名称：

  通过酶促不对​​称化选择性合成7-环辛烯-1,3,5,6-四醇衍生物

  摘要：

  在假单胞菌洋葱脂肪酶存在下，在乙酸异丙烯酯中，由1,5-环辛二烯衍生而得的内消旋二醇4提供了对映体纯5，这是一种合成糖和相关化合物的有吸引力的中间体。

  DOI：

  10.1016/0040-4039(94)80105-3

文献信息

• Herbicide
  申请人：University of Kentucky Research Foundation

  公开号：US10433544B2

  公开（公告）日：2019-10-08

  Provided herein are SDH substrates that have use as herbicides in treating pre-emergent and post-emergent weed control. The presently-disclosed subject matter includes an herbicide including SDH substrates such as ribitol and a growth inhibitive effective amount of another adjuvant SDH substrate and/or adjuvant. Methods of treating pre-emergent and post-emergent weeds comprising applying the herbicides disclosed herein in an effective amount to suppress weed growth are also provided.

  本文提供的 SDH 底物可作为除草剂用于萌前和萌后除草。目前公开的主题包括一种除草剂，其中包括 SDH 底物，如核糖醇和抑制生长有效量的另一种佐剂 SDH 底物和/或佐剂。还提供了处理萌前和萌后杂草的方法，包括施用有效量的本文公开的除草剂以抑制杂草生长。
• 2-Deoxy-D-ribose. VI.¹ The Preparation of Derivatives of 3-Deoxy-D-ribo-hexonic Acid and 3-Deoxy-D-arabino-hexonic Acid Therefrom. Some Observations on the Kiliani Synthesis
  作者：HARRY B. WOOD、HEWITT G. FLETCHER

  DOI：10.1021/jo01065a068

  日期：1961.6
• METHOD FOR ANALYSING METABOLITES
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP1695088B1

  公开（公告）日：2012-04-18
• Method for analysing metabolites
  申请人：Ludemann Alexander

  公开号：US20070141712A1

  公开（公告）日：2007-06-21

  Described is a method for analysing the metabolites of a biological sample which comprises quantitatively determining one or more metabolites in said sample in a way that said quantitative determination resolves isotopic mass differences within one metabolite, said method being characterized in that the sample comprises or is derived from a cell which has been maintained under conditions allowing the uptake of an isotopically labeled metabolizable compound so that the metabolites in said cell are saturated with the isotope with which said metabolizable compound is labeled. This method may further comprise, prior to quantitative determining the metabolites, combining the biological sample (i.e. the first biological sample) with a second biological sample in which the metabolites are not isotopically labeled or are isotopically labeled differently from the first biological sample; and determining in said biological samples the relative quantity of metabolites which differ by their isotopical label. Furthermore described is a set of isotopically labeled metabolites obtainable by applying this method, as well as kits facilitating the application of this method and corresponding uses.
• [EN] METHOD FOR ANALYSING METABOLITES<br/>[FR] PROCEDE D'ANALYSE DE METABOLITES
  申请人：MAX PLANCK GESELLLSCHAFT ZUR F

  公开号：WO2005059556A1

  公开（公告）日：2005-06-30

  Described is a method for analysing the metabolites of a biological sample which comprises quantitatively determining one or more metabolites in said sample in a way that said quantitative determination resolves isotopic mass differences within one metabolite, said method being characterized in that the sample comprises or is derived from a cell which has been maintained under conditions allowing the uptake of an isotopically labeled metabolizable compound so that the metabolites in said cell are saturated with the isotope with which said metabolizable compound is labeled. This method may further comprise, prior to quantitative determining the metabolites, combining the biological sample (i.e. the first biological sample) with a second biological sample in which the metabolites are not isotopically labeled or are isotopically labeled differently from the first biological sample; and determining in said biological samples the relative quantity of metabolites which differ by their isotopical label. Furthermore described is a set of isotopically labeled metabolites obtainable by applying this method, as well as kits facilitating the application of this method and corresponding uses.