p-aminophenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside | 188302-04-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-aminophenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside
• 英文别名: p-Aminophenyl 3-o-alpha-d-galactopyranosyl-alpha-d-galactopyranoside；(2R,3R,4S,5R,6R)-2-[(2R,3R,4S,5S,6R)-2-(4-aminophenoxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 188302-04-7
• 化学式: C₁₈H₂₇NO₁₁
• 分子量: 433.412
• InChiKey: VRQDYJFVDCOTOB-QMBVPDPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  205
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  丙烯酰氯 、 p-aminophenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside 在 三乙胺 作用下， 以 甲醇 为溶剂， 以44%的产率得到4-(N-acryloyl-amino)phenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Bacteria targeted by human natural antibodies using α-gal conjugated receptor-specific glycopolymers

  摘要：

  Synthesis of polymerizable beta-lactosyl, Gal alpha 1-->3Gal and alpha-mannosyl acrylamide derivatives with either a hydrophobic aromatic spacer or a hydrophilic biocompatible oligoethoxyl spacer was accomplished. Radical terpolymerizations of beta-lactosyl monomer, alpha-mannosyl monomer, and acrylamide were conducted in aqueous media with ammonium persulfate and N,N,N,N'-tetramethylethylenediamine as initiators. The resulting water soluble glycopolymers were further transformed efficiently by a recombinant alpha 1-->3 galactosyltransferase to afford mediators bearing Gal alpha 1-->3Gal termini as xenoactive antigens and alpha-mannosyl termini as specific ligands for bacterial cells. The binding of the resulting multivalent glycopolymer to bacteria was tested by its ability to inhibit agglutination of yeast to E. coli. The binding of human natural anti-Gal antibodies to the alpha-Gal containing glycopolymers and a monovalent alpha-Gal-Man glycoconjugate was demonstrated by an ELISA inhibition assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00099-1
• 作为产物：
  描述：

  4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside 在 copper(II) sulfate 、 锌 作用下， 反应 1.0h， 生成 p-aminophenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Chemoenzymatic synthesis of Galα1-3Gal, Galα1-3Galβ1-4GlcNAc and their PEG-conjugates.

  摘要：

  Gal alpha 1-3Gal-pNP was prepared enzymatically from Gal-pNP using alpha-galactosidase from coffee beans. PEG was attached after the reduction of nitro group into amino group to give Gal alpha 1-3Gal-PEG conjugate. After removing the pNP group in Gal alpha 1-3Gal-pNP, the obtained disaccharide was used for the synthesis of Gal alpha 1-3Gal beta 1-4GlcNAc and corresponding trisaccharide-PEG conjugate. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00017-6

文献信息

• Methods and formulations for reducing circulating antibodies
  申请人：——

  公开号：US20010010818A1

  公开（公告）日：2001-08-02

  The invention provides methods for reducing circulating levels of antibodies, particularly disease-associated antibodies. The methods entail administering effective amounts of epitope-presenting carriers to an individual. In other embodiments, ex vivo methods for reducing circulating levels of antibodies are provided which employ epitope-presenting carriers.

  本发明提供了降低循环抗体水平的方法，特别是疾病相关抗体。该方法包括向个体施用有效剂量的表位呈现载体。在其他实施例中，本发明提供了利用表位呈现载体的体外降低循环抗体水平的方法。
• Conjugates comprising galactose alpha 1,3 galactosyl epitopes and methods of using same
  申请人：——

  公开号：US20020160964A1

  公开（公告）日：2002-10-31

  This invention provides conjugates useful for xenotransplantation which comprise a galactose &agr;1,3 galactosyl (&agr;Gal) epitope conjugated to a valency platform molecule, preferably a chemically defined valency platform molecule which allows precise valency. The invention also provides compositions comprising these conjugates, and methods (such as methods for inducing tolerance) using these conjugates and compositions.

  该发明提供了用于异种移植的共轭物，其包括将半乳糖α1,3半乳糖基（αGal表位）与价数平台分子结合而成，优选为化学定义的价数平台分子，以允许精确的价数。该发明还提供了包括这些共轭物的组合物，以及使用这些共轭物和组合物的方法（例如诱导耐受的方法）。
• METHODS AND FORMULATIONS FOR REDUCING CIRCULATING ANTIBODIES
  申请人：LA JOLLA PHARMACEUTICAL

  公开号：EP1135167A2

  公开（公告）日：2001-09-26
• CONJUGATES COMPRISING GALACTOSE ALPHA 1,3 GALACTOSYL EPITOPES AND METHODS OF USING SAME
  申请人：LA JOLLA PHARMACEUTICAL

  公开号：EP1137652A2

  公开（公告）日：2001-10-04
• US6399578B1
  申请人：——

  公开号：US6399578B1

  公开（公告）日：2002-06-04