Glc-α-ONH2 | 390756-36-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Glc-α-ONH2
• 英文别名: α-D-glucopyranosyl-oxyamine；(2R,3R,4S,5S,6R)-2-aminooxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 390756-36-2
• 化学式: C₆H₁₃NO₆
• 分子量: 195.172
• InChiKey: RHMWVNFRRRZAAQ-VFUOTHLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  125
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Glc-α-ONH2 在 盐酸 、 ammonium cerium(IV) nitrate 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 23.25h， 生成 9-chloro-6-(α-D-glucopyranosyliminomethylene)-4H-pyrido[4,3,2-kl]acridin-4-one
  参考文献：
  名称：

  Amino- and glycoconjugates of pyrido[4,3,2-kl]acridine. Synthesis, antitumor activity, and DNA binding

  摘要：

  A series of amino- and glycoconjugates of pyrido[4,3,2-kl]acridine and pyrido[4,3,2-kl]acridin-4-one have been prepared. The most active molecules, the amino conjugates 7 and 11, display a cytostatic activity against HT-29 cancer cells at micromolar concentration. This activity correlates well with a strong DNA binding. The molecules, amino or glycoconjugates, bind DNA by intercalation, the amino or glyco substituent being located in one groove. None of the molecules inhibits topoisomerase activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.010
• 作为产物：
  描述：

  2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyisoindole-1,3-dione 在 甲基肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 Glc-α-ONH2
  参考文献：
  名称：

  Expedient synthesis of aminooxylated-carbohydrates for chemoselective access of glycoconjugates

  摘要：

  Herein, we describe an efficient preparation of various biologically important carbohydrate motifs bearing an aminooxy group at the anomeric position. These nucleophilic sugar analogues represent useful intermediates for the chemoselective preparation of glycoconjugates. The key glycosylation step involves the coupling of fluoro-activated protected sugar and N-hydroxyphthalimide in the presence of BF3. Et2O. Final deprotection and cleavage of the phthalimide moiety with methylhydrazine afforded new Glc-beta -ONH2 3, GalNAc-beta -ONH2 9, Glc-alpha -ONH2 14, Gal-alpha -ONH2 17 and Man-alpha -ONH2 20 derivatives with good yields. Compared to the literature results, the preparation of Gal-beta -ONH2 6, GalNAc-alpha -ONH2 11 and Lac-beta -ONH2 23 proved to be more efficient. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01614-8

文献信息

• Pna-Neamine Conjugates and Methods for Producing and Using the Same
  申请人：Decout Jean-Luc

  公开号：US20070225239A1

  公开（公告）日：2007-09-27

  The present invention relates to methods and compositions pertaining to conjugates composed of a peptide nucleic acid (PNA) moiety and a neamine derivative moiety. Methods for using such conjugates for modulating the activity of a target nucleic acid molecule and for preventing or treating a disease associated with an aberrant nucleic acid molecule are also provided.

  本发明涉及一种由肽核酸（PNA）部分和奈胺衍生物部分组成的共轭物的方法和组合物。还提供了使用这种共轭物来调节靶核酸分子活性以及预防或治疗与异常核酸分子相关的疾病的方法。
• Multivalent presentation of carbohydrates by 3₁₄-helical peptide templates: synthesis, conformational analysis using CD spectroscopy and saccharide recognition
  作者：Nitin J. Pawar、Ulf Diederichsen、Dilip. D. Dhavale

  DOI：10.1039/c5ob01673h

  日期：——

  A tetrameric glycoconjugate template, SSFT 1, was coupled with a variety of six aminooxy sugars to achieve multivalent glycoconjugates 2–7.

  一个四聚糖结合物模板，SSFT 1，与多种六个氨氧基糖偶联，以实现多价糖结合物2-7。
• Staphylococcus aureus exopolysaccharide and process
  申请人：——

  公开号：US20040259838A1

  公开（公告）日：2004-12-23

  A high molecular weight polysaccharide intracellular adhesin (SAE) antigen having the general structure of poly-1,6,&bgr;-2-amidoglucopyranoside, which is variable substituted with N-acetyl and O-succinyl substituents is described. Also, a method is given for isolating this antigen from Staphylococcus aureus . The SAE can be used in a vaccine, either alone, conjugated to an immunogenic protein, and/or with an immunogenic adjuvant.

  本文描述了一种高分子量多糖细胞内粘附素（SAE）抗原，其一般结构为聚-1,6,&bgr;-2-脒基吡喃葡萄糖苷，可被 N-乙酰基和 O-丁二酰基取代。此外，还给出了从金黄色葡萄球菌中分离这种抗原的方法。 金黄色葡萄球菌 .这种 SAE 可单独用于疫苗，也可与免疫原蛋白和/或免疫原佐剂结合使用。
• Synthetic lipid A glycoconjugate antigens for use in vaccines
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0570682B1

  公开（公告）日：1997-07-23
• ANTI-(RETRO)VIRAL CONJUGATES OF SACCHARIDES AND ACETAMIDINO OR GUANIDINO COMPOUNDS
  申请人：YEDA RESEARCH AND DEVELOPMENT COMPANY, LTD.

  公开号：EP1140958B1

  公开（公告）日：2006-03-15