methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-D-mannopyranoside | 72523-35-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-D-mannopyranoside
• 英文别名: Methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-mannopyranoside；3-Acetamino-3-deoxy-2,4,6-tri-O-acetyl-methyl-α-D-mannopyranosid；Methyl-3-acetamino-2,4,6-triacetoxy-3-desoxy-α-D-mannopyranosid；Methyl-3-acetamino-2,4,6-tri-O-acetyl-3-desoxy-α-D-mannosid；[(2R,3S,4S,5S,6S)-4-acetamido-3,5-diacetyloxy-6-methoxyoxan-2-yl]methyl acetate
• CAS: 72523-35-4
• 化学式: C₁₅H₂₃NO₉
• 分子量: 361.349
• InChiKey: URHNGESEFHBZNP-SEBNEYGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-D-mannopyranoside 在 吡啶 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 3-acetamido-3-deoxy-6-O-triphenylmethyl-D-mannose diethyl dithioacetal
  参考文献：
  名称：

  (-)-Swainsonine 的全合成，一种从 SWAINSONA CANESCENS 中分离的 α-甘露糖苷酶抑制剂

  摘要：

  生物碱毒素 (-)-swainsonine: (1S,2R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizine 已从甲基 3-acetamido-2,4,6-tri-O-acetyl- 开始立体选择性地合成15 步反应中的 3-脱氧-α-D-吡喃甘露糖苷。

  DOI：

  10.1246/cl.1984.513
• 作为产物：
  描述：

  Methyl 3-acetamido-3-deoxy-2-O-mesyl-α-D-glucopyranoside 以 乙二醇甲醚 、 水 为溶剂， 生成 methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-D-mannopyranoside
  参考文献：
  名称：

  (-)-Swainsonine 的全合成，一种从 SWAINSONA CANESCENS 中分离的 α-甘露糖苷酶抑制剂

  摘要：

  生物碱毒素 (-)-swainsonine: (1S,2R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizine 已从甲基 3-acetamido-2,4,6-tri-O-acetyl- 开始立体选择性地合成15 步反应中的 3-脱氧-α-D-吡喃甘露糖苷。

  DOI：

  10.1246/cl.1984.513

文献信息

• Total synthesis of (−)-swainsonine, an α-d-mannosidase inhibitor isolated from Swainsona canescens
  作者：Tetsuo Suami、Kin-ichi Tadano、Youichi Iimura

  DOI：10.1016/0008-6215(85)85186-7

  日期：1985.2

  Abstract A newly isolated alkaloidal toxin, (−)-swainsonine [(1 S ,2 R ,8 R ,8a R )-1,2,8-trihydroxyoctahydroindolizine], which exhibits an α- d -mannosidase inhibitory activity, has been synthesised stereoselectively in 15 steps starting from methyl 3-acetamido-2,4,6-tri- O -acetyl-3-deoxy-α- d -mannopyranoside.

  摘要合成了一种新的分离出的生物碱毒素（-）-swainsonine [（1 S，2 R，8 R，8a R）-1,2,8-三羟基八氢吲哚嗪]，具有α-d-甘露糖苷酶抑制活性。以15个步骤立体选择性地从3-乙酰氨基-2,4,6-三-O-乙酰基-3-脱氧-α-d-甘露吡喃糖苷甲基开始。
• SUAMI, TEHTSUO;TADANO, KINITI
  作者：SUAMI, TEHTSUO、TADANO, KINITI

  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.
• US9868973B2
  申请人：——

  公开号：US9868973B2

  公开（公告）日：2018-01-16