3-Deoxy-L-xylo-hexitol | 73494-50-5

• 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-Deoxy-L-xylo-hexitol
• 英文别名: 4-deoxy-D-glucitol；(2S,3S,5S)-hexane-1,2,3,5,6-pentol
• CAS: 73494-50-5
• 化学式: C₆H₁₄O₅
• 分子量: 166.174
• InChiKey: RUIACMUVCHMOMF-ZLUOBGJFSA-N

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-Deoxy-L-xylo-hexitol 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 4-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：

  methyl 2,3,6-tri-O-benzoyl-4-deoxy-α-D-xylo-hexopyranoside 在 sodium tetrahydroborate 、 sodium methylate 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 3-Deoxy-L-xylo-hexitol
  参考文献：
  名称：

  Acid-catalysed monoacetalation of two 3-deoxyhexitols

  摘要：

  DOI：

  10.1016/0008-6215(80)90004-x

文献信息

• Methyl 3,4-Anhydro-β-D-galactopyranoside. I. Reduction^1,2
  作者：MURIEL DAHLGARD、BARBARA H. CHASTAIN、RU-JEN LEE HAN

  DOI：10.1021/jo01050a058

  日期：1962.3
• METHOD FOR OPTIMIZING POST-TRANSLATIONAL MODIFICATIONS ON RECOMBINANT PROTEINS
  申请人：Leszcyniecka, Magdalena

  公开号：EP3094639A1

  公开（公告）日：2016-11-23
• [EN] METHOD FOR OPTIMIZING POST-TRANSLATIONAL MODIFICATIONS ON RECOMBINANT PROTEINS<br/>[FR] PROCÉDÉ D'OPTIMISATION DES MODIFICATIONS POST-TRADUCTIONNELLES EFFECTUÉES SUR DES PROTÉINES RECOMBINÉES
  申请人：LESZCYNIECKA MAGDALENA

  公开号：WO2015106276A1

  公开（公告）日：2015-07-16

  A method for optimizing post-translational modifications of recombinant proteins expressed in living cells is described. More particularly, a method for modulation of host proteins in living cells that control PTMs on recombinant proteins is described that has particularly useful applications in developing manufacturing process changes or in biosimilar development. The goal of this modulation is to produce a recipe for production of a recombinant protein in the new process or in the biosimilar that will produce a targeted PTM profile in the resulting protein product. In the method one or more modulators are selected, as from a modulator library, which affect the activity of host proteins. These modulators are added to media during production such that the resulting product matches the PTMs of the reference product. The ideal set of modulators and their concentrations are identified through a unique iterative process and the combined modulators and their concentrations constitute a recipe for growth media for the production of said recombinant protein. The methodology to obtain such a recipe described herein may then be used in many applications, such as optimizing new batches of recombinant protein drugs, developing biosimilar or bio-better drugs.
• The use of fluoro- and deoxy-substrate analogs to examine binding specificity and catalysis in the enzymes of the sorbitol pathway
  作者：Mary Ellen Scott、Ronald E. Viola

  DOI：10.1016/s0008-6215(98)00266-3

  日期：1998.12

  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.
• Acid-catalysed monoacetalation of two 3-deoxyhexitols
  作者：Trevor G. Bonner、David Gibson、David Lewis

  DOI：10.1016/0008-6215(80)90004-x

  日期：1980.1