β-D-galactopyranosyl-(1->4)-O-2-acetamido-2-deoxy-α-D-glucopyranose | 58718-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-galactopyranosyl-(1->4)-O-2-acetamido-2-deoxy-α-D-glucopyranose
• 英文别名: 2-Acetamido-4-O-(β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranose；β-D-galactopyranosyl-(1-4)-2-acetamido-2-deoxy-α-D-glucose；N-acetyllactosamine；N-acetyl-α-D-lactosamine；N-Acetyllactosamin；2-(Acetylamino)-2-deoxy-4-O-beta-D-galactopyranosyl-alpha-D-glucopyranose；N-[(2S,3R,4R,5S,6R)-2,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
• CAS: 58718-18-6
• 化学式: C₁₄H₂₅NO₁₁
• 分子量: 383.353
• InChiKey: KFEUJDWYNGMDBV-RCBHQUQDSA-N

物化性质

• 沸点：
  805.5±65.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  198
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  p-Methoxybenzyl 3,6-di-O-benzoyl-2-(benzoyloxyimino)-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-D-arabino-hexopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 水 为溶剂， 反应 72.0h， 生成 β-D-galactopyranosyl-(1->4)-O-2-acetamido-2-deoxy-α-D-glucopyranose
  参考文献：
  名称：

  Kaji, Eisuke; Lichtenthaler, Frieder W., Journal of Carbohydrate Chemistry, 1995, vol. 14, # 6, p. 791 - 804

  摘要：

  DOI：

文献信息

• Efficient Preparation of Natural and Synthetic Galactosides with a Recombinant β-1,4-Galactosyltransferase-/UDP-4‘-Gal Epimerase Fusion Protein
  作者：Ola Blixt、Jillian Brown、Melissa J. Schur、Warren Wakarchuk、James C. Paulson

  DOI：10.1021/jo0057809

  日期：2001.4.1

  galactose to a variety of different glucose- and glucosamine-containing acceptors, and utilizes either UDP-galactose or UDP-glucose as donor substrates. A crude lysate from Escherichia coli expressing the fusion protein is demonstrated to be sufficient for the efficient preparation of galactosylated oligosaccharides from inexpensive UDP-glucose in a multigram scale. Lysates containing the fusion protein are

  基于LacNAc的寡糖的多种生物学作用导致对生物学研究的这些结构的需求增加。在该报告中，描述了使用细菌β-4-半乳糖基转移酶/ -UDP-4'-gal-表异构酶融合蛋白合成β-半乳糖苷的有效途径。将来自脑膜炎奈瑟氏球菌的lgtB基因和来自嗜热链球菌的galE基因融合并克隆到表达载体pCW中。融合蛋白将半乳糖转移至各种不同的含葡萄糖和葡萄糖胺的受体，并利用UDP-半乳糖或UDP-葡萄糖作为供体底物。已证明表达融合蛋白的大肠杆菌的粗裂解物足以以毫克规模从廉价的UDP葡萄糖有效制备半乳糖基化的寡糖。还发现含有融合蛋白的裂解物可用于在偶联的反应混合物中产生更复杂的寡糖，例如，用于由N-乙酰基葡糖胺制备唾液酸化物。因此，细菌表达的融合蛋白非常适合于方便，经济地制备天然低聚糖和基于乳糖胺核心的合成衍生物。
• Advanced drug development and manufacturing
  申请人：ICAGEN, LLC

  公开号：US10877035B2

  公开（公告）日：2020-12-29

  X-ray fluorescence (XRF) spectrometry has been used for detecting binding events and measuring binding selectivities between chemicals and receptors. XRF may also be used for estimating the therapeutic index of a chemical. For estimating the binding selectivities of a chemical versus chemical analogs, for measuring post translational modification of proteins, and for drug manufacturing.

  X 射线荧光 (XRF) 光谱法已被用于检测化学物质与受体之间的结合事件和测量结合选择性。XRF 还可用于估算化学品的治疗指数。XRF 还可用于估算化学品的治疗指数、估算化学品与化学类似物的结合选择性、测量蛋白质的翻译后修饰以及药物生产。
• Large-scale production of N-acetyllactosamine through bacterial coupling
  作者：Tetsuo Endo、Satoshi Koizumi、Kazuhiko Tabata、Shingo Kakita、Akio Ozaki

  DOI：10.1016/s0008-6215(99)00050-6

  日期：1999.3

  A large-scale production system of N-acetyllactosamine, a core structure of various oligosaccharides, was established by a whole-cell reaction through the combination of recombinant Escherichia coli strains and Corynebacterium ammoniagenes. Two recombinant E. coli strains over-expressed the UDP-Gal biosynthetic genes and the beta-(1 --> 4)-galactosyltransferase gene of Neisseria gonorrhoeae, respectively. C. ammoniagenes contributed the production of UTP from orotic acid. N-Acetyllactosamine was accumulated at 279 mM (107 g L-1) after a 38 h reaction (2.5 L in volume) starting from orotic acid, D-galactose, and 2-acetamido-2-deoxy-D-glucose. (C) 1999 Elsevier Science Ltd. All rights reserved.
• ADVANCED DRUG DEVELOPMENT AND MANUFACTURING
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519A2

  公开（公告）日：2009-08-05
• X-RAY FLUORESCENCE ANALYSIS METHOD
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519B1

  公开（公告）日：2012-08-01