2-amino-2-deoxy-α-D-galactopyranose hydrochloride | 14131-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-2-deoxy-α-D-galactopyranose hydrochloride
• 英文别名: 2-amino-2-deoxy-α-D-galactose hydrochloride；α-D-galactosamine hydrochloride；D-(+)galactosamine hydrochloride；D-galactosamine hydrochloride；galactosamine hydrochloride；galactosamine.HCl；2-Amino-2-deoxy-alpha-D-galactose hydrochloride；(2S,3R,4R,5R,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
• CAS: 14131-59-0
• 化学式: C₆H₁₃NO₅*ClH
• 分子量: 215.634
• InChiKey: QKPLRMLTKYXDST-WNFIKIDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.83
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  116
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-amino-2-deoxy-α-D-galactopyranose hydrochloride 在 氧气 作用下， 以 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以99%的产率得到D-氨基葡萄糖酸
  参考文献：
  名称：

  JP6086530

  摘要：

  公开号：
• 作为产物：
  描述：

  D-galactosamine hydrochloride 生成 2-amino-2-deoxy-α-D-galactopyranose hydrochloride
  参考文献：
  名称：

  PISHCHUGIN, F. V.;SHARSHENALIEVA, Z. SH.;DAKENOVA, N. S., IZV. AN KIRGSSR. XIM.-TEXNOL. I BIOL. N.,(1989) N, S. 14-19

  摘要：

  DOI：

文献信息

• [EN] CARBOHYDRATE CONJUGATED RNA AGENTS AND PROCESS FOR THEIR PREPARATION<br/>[FR] AGENTS D'ARN CONJUGUÉS À DES GLUCIDES ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：ALNYLAM PHARMACEUTICALS INC

  公开号：WO2014025805A1

  公开（公告）日：2014-02-13

  This disclosure relates to an improved process for the preparation of carbohydrate conjugates. The disclosure also relates to carbohydrate conjugated iRNA agents comprising these carbohydrate conjugates, which have improved purity and are advantageous for the in vivo delivery of the iRNA agents.

  这份披露涉及一种改进的碳水化合物结合物制备过程。该披露还涉及包含这些碳水化合物结合物的碳水化合物结合iRNA药剂，其具有改进的纯度，并且对于iRNA药剂的体内输送是有利的。
• Condensation of 2-amino-2-deoxysugars with isothiocyanates. Synthesis of cis-1,2-fused glycopyrano heterocycles.
  作者：Martin Avalos、Reyes Babiano、Pedro Cintas、José L. Jiménez、Juan C. Palacios、Concepción Valencia

  DOI：10.1016/s0040-4020(01)81122-4

  日期：1994.3

  isothiocyanates gave thioureas and heterocyclic derivatives. Moreover, cis-fused glycopyrano[2,1-d]imidazolidin-2-thiones, which have a close structural analogy with some naturally-occurring glycosidase inhibitors, were synthesised for the first time. The mechanism of formation of glycofurano and glycopyrano[2,1-d]imidazolidin-2-thiones occurs via the intermediacy of monocyclic 5-hydroxyimidazolidin-2-thiones

  2-氨基-和2-烷基氨基-2-脱氧甘露糖醛糖与异硫氰酸酯的反应产生了硫脲和杂环衍生物。此外，首次合成了与某些天然存在的糖苷酶抑制剂具有相似结构相似的顺式融合吡喃并吡喃并[ 2,1- d ]咪唑烷基-2-硫酮。糖基呋喃和糖吡喃并[ 2,1- d ]咪唑烷基-2-硫酮的形成机理是通过单环5-羟基咪唑啉-2-硫酮的中间体。这些物质是通过分子内亲核加成一个NH基团到糖的醛基上而产生的。已分离出单环中间体，并证明了它们参与了双环咪唑烷-2-硫酮和/或单环咪唑啉-2-硫酮的形成。与之形成鲜明对比的是，通过亲核置换制备了顺式融合的吡喃并吡喃并噻唑烷。
• Stability and structure of copper(II) complexes with 2-amino-2-deoxy-d-mannose and some derivatives thereof
  作者：Henryk Kozłowski、Patrick Decock、Isabelle Olivier、Giovanni Micera、Alba Pusino、Leslie D. Pettit

  DOI：10.1016/0008-6215(90)84134-g

  日期：1990.3

  studies indicate that 2-amino-2-deoxy- d -mannose (ManN), its methyl α-glycopyranoside, and methyl 2-amino-2-deoxy-α,β- d -galactopyranoside are good chelating agents for cupric ions. The stability constants for the complexes with the manno compounds are higher than those of 2-amino-2-deoxy- d -galactose (GalN) and 2-amino-2-deoxy- d -glucose (GlcN). The primary binding site is the amino group and the most

  摘要电位和光谱研究表明，2-氨基-2-脱氧-d-甘露糖（ManN），其甲基α-糖吡喃糖苷和甲基2-氨基-2-脱氧-α，β-d-吡喃半乳糖苷是用于制备高品质螯合剂的良好螯合剂。铜离子。具有甘露聚糖化合物的配合物的稳定常数高于2-氨基-2-脱氧-d-半乳糖（GalN）和2-氨基-2-脱氧-d-葡萄糖（GlcN）的稳定常数。主要结合位点是氨基，甘露聚糖化合物中最有效的次要位点是HO-3。GalN，GlcN，ManN及其甲基糖吡喃糖苷的配位能力的比较表明，各种羟基可参与金属离子的结合。还列出了Ni（II）和Co（II）与ManN配合物的稳定性常数。
• Specific labeling of newly synthesized lipopolysaccharide via metabolic incorporation of azido-galactose
  作者：Yang Xu、Xiaoqi Wang、Esther A. Zaal、Celia R. Berkers、Joseph H. Lorent、Torben Heise、Ruud Cox、Roland J. Pieters、Eefjan Breukink

  DOI：10.1016/j.bbalip.2024.159467

  日期：2024.5

  lipopolysaccharides (LPS) on the outer leaflet and phospholipids on the inner leaflet. The outer membrane functions as an effective permeability barrier to compounds such as antibiotics. Studying LPS biosynthesis is therefore helpful to explore novel strategies for new antibiotic development. Metabolic glycan labeling of the bacterial surface has emerged as a powerful method to investigate LPS biosynthesis. However

  革兰氏阴性细菌具有不对称的外膜（OM），主要由外叶上的脂多糖（LPS）和内叶上的磷脂组成。外膜充当抗生素等化合物的有效渗透屏障。因此，研究LPS生物合成有助于探索新抗生素开发的新策略。细菌表面的代谢聚糖标记已成为研究 LPS 生物合成的有力方法。然而，之前报道的标记 LPS 的方法是基于放射性或难以生产的细菌糖类似物。在这项研究中，我们报告了通过代谢标记将叠氮半乳糖掺入革兰氏阴性细菌的 LPS 中。作为一种常见的糖类似物，叠氮半乳糖成功地标记了 O 抗原和 LPS 核心，但不能标记 LPS。如 SDS-PAGE 分析和荧光显微镜所示，LPS 的这种标记与之前报道的 O 抗原或 LPS 核心的标记不同。我们的研究结果对于研究革兰氏阴性细菌（如 ）中的 LPS 生物合成途径很有用。此外，我们的方法有助于筛选针对 LPS 生物合成的药物，因为它允许检测 OM 中出现的新合成的 LPS。此外，这种方法还可能有助于分离化学修饰的
• Preparation and characterisation of vanadium complexes derived from salicylaldehyde or pyridoxal and sugar derivatives
  作者：J. Costa Pessoa、I. Tomaz、R.T. Henriques

  DOI：10.1016/s0020-1693(03)00395-5

  日期：2003.12

  By reaction of salicylaldehyde (Hsal) with the amino-sugars D-glucosamine (glsmN), D-galactosamine (galacN) or D-glucamine (glcN) in the presence Of VOSO4 or VOCl2, Schiff base (SB) complexes were obtained. By using pyridoxal (pyr) instead of Hsal, a solid containing the SB derived from its reaction with glcN was isolated. The compounds were characterised in the solid state by elemental analyses, IR, EPR, CD and magnetic susceptibility measurements. The complexes are not simple monomers in the solid state and were formulated as (VO)-O-IV(sal-D-galacN)}(n), (VO)-O-IV(sal-D-glsmN)}(n), ((VVO3)-V-IV-O-V)(sal-D-glcN) and ((VO)-O-IV)(3)(pyr-D-glcN)(2), the SB ligands being coordinated through the imine-N, phenolato-O-, sugar-O- and sugar-OH moieties. The complexes 3-5 were studied in solution by UV-Vis and CD spectrophotometry. The CD band pattern and lambda(max) are normally the same both in the solid state and in MeOH, indicating that the binding mode is mostly preserved. Complex 6 is only slightly soluble and the spectroscopic studies were not conclusive in this respect. Upon dissolution of complexes 3-6, the oxovanadium(IV) is progressively oxidized and the SB hydrolysed. (C) 2003 Elsevier B.V. All rights reserved.