Methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside | 15384-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: Methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside
• 英文别名: (1S,2S,4S,5R,7R)-5-methoxy-10-phenyl-3,6,9,11-tetraoxatricyclo[5.4.0.02,4]undecane
• CAS: 15384-57-3
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: HQTCRHINASMQOA-YSTZYBAFSA-N

物化性质

• 沸点：
  391.0±42.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-β-D-galactopyranoside 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 28.0h， 生成 Methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside
  参考文献：
  名称：

  氯代硫酸苯酯在aldohexopyranose衍生物的OH-2和OH-3上的反应。竞争性的取代和置换反应

  摘要：

  摘要氯代硫酸钠-氢化钠与甲基4,6-O-亚苄基亚乙基己基吡喃吡喃糖苷的反应具有多种亲核取代和取代过程，涉及糖苷的OH-2和-3。取决于这些因素，例如这两个羟基的相对取代率及其构型以及温度和化学计量，产物可能是单苯硫酸盐或二苯硫酸盐（或两者），2,3-环硫酸盐或2 ，3-环氧乙烷。例如，在4，6-O-亚苄基-α-d-吡喃葡萄糖苷与两当量的氯代硫酸苯酯在+ 25°的反应中，产物为2,3-二硫酸盐（10％），2,3-环硫酸盐（77％）和2,3-异环氧化物（4％），而在-25°时，到目前为止，主要产物是2-苯基硫酸盐（79％）。在甲基4，6-O-亚苄基-α-d-α-吡喃果糖苷的反应中很容易促进分子内位移，以致获得的唯一产物是2，3-脱水-甘露糖苷-（主要）和-异位吡喃糖苷。基于它们的核磁共振特征，考虑了2，3-环硫酸盐的构象。

  DOI：

  10.1016/0008-6215(89)84145-x

文献信息

• ABDEL-MALIK, MAGDY M.;PERLIN, ARTHUR S., CARBOHYDR. RES., 190,(1989) C. 39-52
  作者：ABDEL-MALIK, MAGDY M.、PERLIN, ARTHUR S.

  DOI：——

  日期：——
• SZEJA, WIESLAW, CARBOHYDR. RES., 183,(1988) N 1, C. 135-139
  作者：SZEJA, WIESLAW

  DOI：——

  日期：——
• Frahn, John L., Australian Journal of Chemistry, 1980, vol. 33, # 5, p. 1021 - 1024
  作者：Frahn, John L.

  DOI：——

  日期：——
• 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.
• A METHOD FOR DEVELOPMENT OF RECOMBINANT PROTEINS WITH FINGERPRINT LIKE SIMILARITY TO THE REFERENCE PRODUCT
  申请人：STC Biologics, Inc.

  公开号：US20180180626A1

  公开（公告）日：2018-06-28

  The present invention relates to the methods of developing recombinant proteins with a fingerprint like similarity to the reference product or the originator. The method is particularly useful in the development of biosimilar products. This method can also be used to establish comparability during the manufacturing process change for the originator products. Hie methods described herein are used to obtain a recipe for the production of a biosimilar product or a recombinant protein using a process that may be different from the original but that yields a recombinant protein that has fingerprint level of similarity to the reference product. The methods described herein can also used to obtain a fingerprinting analysis package for a biosimilar that can be submitted to regulatory agency for abbreviated biosimilar approval. While currently available analytical methods can identify and quantitate specific modifications on a recombinant, protein, no methods currently exist to measure and determine the concentration of product variants in a complex: mixture. The analytical methods described herein provide for identification and quantitation of the modifications of the recombinant proteins and of product variants in a complex mixture by utilizing various in silico computational approaches to transform analytical data and derive product variant distribution.