benzyl β-D-fructopyranoside | 15219-29-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl β-D-fructopyranoside
• 英文别名: (2R,3S,4R,5R)-2-(hydroxymethyl)-2-phenylmethoxyoxane-3,4,5-triol
• CAS: 15219-29-1
• 化学式: C₁₃H₁₈O₆
• 分子量: 270.282
• InChiKey: YPTZXYAXILJZEW-FVCCEPFGSA-N

物化性质

• 熔点：
  157 °C
• 沸点：
  473.8±45.0 °C(predicted)
• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl β-D-fructopyranoside 、 乙酸酐 在 吡啶 作用下， 生成 benzyl-(tetra-O-acetyl-β-D-fructopyranoside)
  参考文献：
  名称：

  The Analysis of Fructoside Mixtures by Means of Invertase. VI. Methylated and Acetylated Derivatives of Crystalline β-Benzylfructopyranoside¹

  摘要：

  DOI：

  10.1021/ja01286a003
• 作为产物：
  描述：

  fructopyranose 、 苯甲醇 在 盐酸 作用下， 反应 20.0h， 以15%的产率得到benzyl β-D-fructopyranoside
  参考文献：
  名称：

  IgE抗体形成的特定抑制剂：正戊基β-D-果糖吡喃糖苷。

  摘要：

  DOI：

  10.1021/jm00354a021

文献信息

• Formation and equilibration of d-fructosides and 2-thio-d-fructosides in acidified dimethyl sulfoxide: synthetic and mechanistic aspects
  作者：Wayne Moody、Geoffrey N. Richards

  DOI：10.1016/0008-6215(83)88456-0

  日期：1983.12

  -fructosides is discussed, and some tentative conclusions have been reached on the mechanisms of their furanoside-pyranoside equilibration. The change in ring size in such systems probably proceeds via an anhydro- d -fructose intermediate, rather than an acyclic intermediate. The synthetic applications of the system have been explored, and it has been shown that both d -fructosides and 2-thio- d -fructosides

  摘要报道了在稀酸催化下，酮糖和酮苷反应生成酮基碳鎓离子的动力学研究，并研究了该离子与醇和硫醇亲核试剂的后续反应。讨论了d-果糖苷和2-硫代-d-果糖苷的相对反应性，并就呋喃糖苷-吡喃糖苷平衡的机理得出了一些初步结论。在这样的系统中，环大小的改变可能是通过脱水果糖中间体而不是无环中间体进行的。已经探索了该系统的合成应用，并且已经表明，可以高收率合成d-果糖苷和2-硫代-d-果糖苷。d-果糖呋喃糖苷最好以蔗糖为原料获得，而吡喃糖苷是通过使用所需的醇或硫醇从任何容易获得的d-果糖吡喃糖苷（例如，甲基β）中获得的，仅获得β端基异构体。报道了三种新的2-硫代-d-果糖苷。
• Neue synthese und kristallstruktur der leucrose
  作者：Joachim Thiem、Matthias Kleeberg、Karl-Heinz Klaska

  DOI：10.1016/0008-6215(89)84086-8

  日期：1989.6

  Abstract Boron trifluoride-catalyzed condensation of 2,3,4,6-tetra- O -benzyl-α- d -glucopyranosyl fluoride ( 2 ) with 3,4-di- O -benzoyl-1,2- O -isopropylidene-β- d -fructopyranose ( 1 ) gave preferentially the α- d -(1→5)-linked disaccharide 8 . Similarly, glycosylation of benzyl 1,3,4-tri- O -benzoyl-β- d -fructopyranoside ( 4 ) with 2 gave preponderantly a disaccharide derivative that, after cleavage

  摘要三氟化硼催化2,3,4,6-四-O-苄基-α-d-吡喃葡萄糖基氟（2）与3,4-二-O-苯甲酰基-1,2-O-异亚丙基-β的缩合反应-d-果糖吡喃糖（1）优先给出α-d-（1→5）-连接的二糖8。类似地，将苄基1,3,4-三-O-苯甲酰基-β-d-果糖吡喃糖苷（4）糖基化，主要得到二糖衍生物，该二糖衍生物在苯甲酰基和苄基均被裂解后可提供白糖（5-O -α-d-吡喃葡萄糖基-β-d-果糖吡喃糖； 13）。这在正交晶空间群P 2 1 2 1 2 1中结晶，该晶群在单位位置的两个单元中以4：1的比例包含四个糖和四个水分子。如预期的那样，果糖吡喃糖和吡喃葡萄糖环均分别采用2 C 5（d）或4 C 1（d）椅子构象。
• Conversion of d-fructose into 4-amino, 4-amino-4-C-methyl and 3,4,5-triamino derivatives of l-sorbose
  作者：Frieder W. Lichtenthaler、Apostolos Pashalidis、Hans J. Lindner

  DOI：10.1016/0008-6215(87)80141-6

  日期：1987.7

  Abstract The 1,5-dialdehydes generated via periodate cleavage of benzyl β- d -fructopyranoside ( 1 ) and 1,2- O -isopropylidene- d -fructopyranose ( 10 ) undergo cyclyzation with nitromethane with high stereoselectivity, yielding 4-deoxy-4-nitrohexulopyranoses of the α- l - sorbo ( 2, 11 ) and α- l - tagato ( 4 ) configurations only, in 3:1 and 2:1 ratios, respectively. Nitroethane cyclization affords

  摘要高碘酸苄基β-d-果糖吡喃糖苷（1）和1,2-O-异亚丙基-d-果糖吡喃糖（10）的高碘酸盐裂解生成的1,5-二醛经过硝基甲烷的立体选择性高环化，生成4-deoxy-4 α-1-山梨糖（2，11）和α-1-tagato（4）构型的-硝基己基吡喃糖分别以3：1和2：1的比例存在。硝基乙烷环化可提供四种具有12：6：2：1立体选择性的甲基支链4-硝基己糖，其中主要的三个已被分离，并被表征为α-l-山梨醇（18），β-d-psico （20）和α-1-tagato（22）异构体。硝基官能团的氢化可高产顺利地产生α-1-山梨醇（14，23），α-1-tagato（9）和β-d-psico（ 24）配置。使硝基乙酸酯2和11用甲醇氨氨化-双重消除-加成序列-然后进行乙酰化，从而在53和55中提供3,5-二乙酰氨基-4-硝基-α-1-山梨状吡喃糖7和15。分别为64％的收率，其易于通过氢化转化为各
• 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.