O²-methyl-D-glucose diethyl dithioacetal | 3767-34-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O²-methyl-D-glucose diethyl dithioacetal
• 英文别名: D-gluco-3,4,5,6-Tetrahydroxy-2-methoxy-hexanal-diaethyldithioacetal；L-gulo-6,6-Bis-aethylmercapto-5-methoxy-hexan-1,2,3,4-tetraol；O²-Methyl-D-glucose-diaethyldithioacetal；(2R,3R,4S,5R)-6,6-bis(ethylsulfanyl)-5-methoxyhexane-1,2,3,4-tetrol
• CAS: 3767-34-8
• 化学式: C₁₁H₂₄O₅S₂
• 分子量: 300.441
• InChiKey: YZLDLIZJEKWESJ-DOLQZWNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  141
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  O²-methyl-D-glucose diethyl dithioacetal 在 吡啶 、 无水碳酸镉 、 丙酮 、 mercury dichloride 作用下， 生成 Tetra-O-acetyl-2-O-methyl-β-D-glucose
  参考文献：
  名称：

  Wolfrom et al., Journal of the American Chemical Society, 1949, vol. 71, p. 4058

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5,6-tetra-O-benzoyl-D-glucose diethyl dithioacetal 在 乙醇 、 silver(l) oxide 作用下， 生成 O²-methyl-D-glucose diethyl dithioacetal
  参考文献：
  名称：

  Brigl; Schinle, Chemische Berichte, 1930, vol. 63, p. 2884,2885

  摘要：

  DOI：

文献信息

• THE ACETYL GROUP MIGRATIONS IN <scp>D-GLUCOSE</scp> DIETHYL THIOACETYL TETRAÁCETATE
  作者：R.U. Lemieux、H. F. Bauer

  DOI：10.1139/v54-048

  日期：1954.4.1

  thioacetal tetraacetate and mercaptalation of 2,3,4,6-tetra-O-acetyl-β-D-glucose was obtained by direct acetylation of D-glucose diethyl thioacetal with acetic anhydride and sodium acetate. Methylation of the tetraacetate followed by deacetylation and demercaptalation gave only 2-O-methyl glucose and methyl β-D-glucopyranoside.

  通过 6-O-三苯甲基-D-葡萄糖二乙基硫代缩醛四乙酸酯的脱三苯甲基化和 2,3,4,6-四-O-乙酰基-β-D-葡萄糖的巯基化反应制备的 D-葡萄糖二乙基硫代乙缩醛四乙酸酯由 D-葡萄糖二乙基硫缩醛与乙酸酐和乙酸钠直接乙酰化得到。四乙酸酯的甲基化，然后去乙酰化和去巯基化仅得到 2-O-甲基葡萄糖和甲基 β-D-吡喃葡萄糖苷。
• Lieser; Schweizer, Justus Liebigs Annalen der Chemie, 1935, vol. 519, p. 271,277
  作者：Lieser、Schweizer

  DOI：——

  日期：——
• Lieser; Leckzyck, Justus Liebigs Annalen der Chemie, 1934, vol. 511, p. 137,139
  作者：Lieser、Leckzyck

  DOI：——

  日期：——
• 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
• Method for Optimizing Post-Translational Modifications on Recombinant Proteins
  申请人：LESZCYNIECKA Magdalena

  公开号：US20160340706A1

  公开（公告）日：2016-11-24

  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.