1-氨基-1-脱氧-beta-D-半乳糖 | 74867-91-7

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-氨基-1-脱氧-beta-D-半乳糖
• 中文别名: 1-氨基-1-脱氧-Β-D-半乳糖；1-氨基-1-脱氧-β-D-半乳糖
• 英文名称: galactopyranosylamine
• 英文别名: Galactopyranosylamin；1-Amino-1-deoxy-beta-D-galactose；(3R,4S,5R,6R)-2-amino-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 74867-91-7
• 化学式: C₆H₁₃NO₅
• 分子量: 179.173
• InChiKey: WCWOEQFAYSXBRK-SVZMEOIVSA-N

物化性质

• 熔点：
  128-133°C

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  12
• 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：
  5
• 氢受体数：
  6

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  1-氨基-1-脱氧-beta-D-半乳糖 在 吡啶 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N^α-fluoren-9-ylmethoxycarbonyl-N^γ-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-L-asparagine tert-butyl ester
  参考文献：
  名称：

  Preparation of S‐ and N‐Linked Glycosylated Amino Acid Building Blocks for Solid‐phase Glycopeptide Library Synthesis*

  摘要：

  A general route for the preparation of 1,2-trans-linked S-glycosylated amino acid building blocks by a Lewis-acid-promoted condensation of peracetylated glycosyl donors and N-alpha-Fmoc-Cys-OH, in good overall yield, is described. In addition, a short and time-efficient route was applied for the synthesis of N-glycosylated amino acid building blocks in good overall yields by coupling unprotected glycosylamines and N-alpha-Fmoc-Asp(OH)-(OBu)-Bu-t using TBTU activation.

  DOI：

  10.1081/car-200066915
• 作为产物：
  描述：

  D-吡喃葡萄糖 在 氨 作用下， 以 甲醇 为溶剂， 反应 120.0h， 生成 1-氨基-1-脱氧-beta-D-半乳糖
  参考文献：
  名称：

  Synthesis and immunostimulatory activity of sugar-conjugated TLR7 ligands

  摘要：

  Toll-like receptors (TLRs) are a type of pattern recognition receptors (PRRs), which are activated by recognizing pathogen-associated molecular patterns (PAMPs). The activation of TLRs initiates innate immune responses and subsequently leads to adaptive immune responses. TLR agonists are effective immuomodulators in vaccine adjuvants for infectious diseases and cancer immunotherapy. In exploring hydrophilic small molecules of TLR7 ligands using the cell-targeted property of a vaccine adjuvant, we conjugated 1V209, a small TLR7 ligand molecule, with various low or middle molecular weight sugar molecules that work as carriers. The sugar-conjugated 1V209 derivatives showed increased water solubility and higher immunostimulatory activity in both mouse and human cells compared to unmodified 1V209. The improved immunostimulatory potency of sugar-conjugates was attenuated by an inhibitor of endocytic process, cytochalasin D, suggesting that conjugation of sugar moieties may enhance the uptake of TLR7 ligand into the endosomal compartment. Collectively our results support that sugar-conjugated TLR7 ligands are applicable to novel drugs for cancer and vaccine therapy.

  DOI：

  10.1016/j.bmcl.2019.126840

文献信息

• N-glycosylated carboxamide derivatives and their use for influencing the
  申请人：Bayer Aktiengesellschaft

  公开号：US04683222A1

  公开（公告）日：1987-07-28

  The invention relates to N-glycosylated carboxamide derivatives of Formula I which are useful for influencing the body's inherent defenses, e.g. for increasing immune system antibodies. Also included in the invention are compositions containing said N-glycosylated carboxamide derivative of Formula I as active ingredients and methods for the use of said compounds and compositions.

  本发明涉及式I的N-糖基化羧酰胺衍生物，它们可用于影响机体的固有防御，例如用于增加免疫系统的抗体。发明还包括含有式I的N-糖基化羧酰胺衍生物作为活性成分的组合物，以及使用所述化合物和组合物的方法。
• [EN] COMPOSITIONS AND METHODS FOR TARGETED RNA DELIVERY<br/>[FR] COMPOSITIONS ET MÉTHODES D'ADMINISTRATION CIBLÉE D'ARN
  申请人：VERVE THERAPEUTICS INC

  公开号：WO2021178725A1

  公开（公告）日：2021-09-10

  Provided herein are compositions, methods of making the same, and methods for targeted delivery of therapeutic agents for modifying expression and function of target genes, e.g. proteins involved in lipid and cholesterol metabolism such as PCSK9. Further provided herein are compositions and methods of treating conditions related to coronary disease.

  本文提供了组合物、制备方法以及用于靶向传递治疗剂以修改靶基因表达和功能的方法，例如涉及脂质和胆固醇代谢的蛋白质，如PCSK9。此外，还提供了与冠心病相关疾病的治疗组合物和方法。
• [EN] 4-TOLYL-ETHYNYL-OCTAHYDRO-INDOLE-1-ESTER DERIVATIVES<br/>[FR] DÉRIVÉS DE 4-TOLYL-ÉTHYNYL-OCTAHYDRO-INDOLE-1-ESTER
  申请人：NOVARTIS AG

  公开号：WO2012101058A1

  公开（公告）日：2012-08-02

  The invention relates to compounds of the formula (I) in which the substituents are as defined in the specification; in free form or in salt form; to their preparation, to their use as medicament and to medicaments comprising them.

  该发明涉及以下式（I）的化合物，其中取代基如规范中定义；以自由形式或盐形式存在；其制备方法，作为药物的用途以及包含它们的药物。
• [EN] COMPOUNDS TARGETING THE CELL INVASION PROTEIN COMPLEX, THEIR PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS CIBLANT LE COMPLEXE PROTÉIQUE D'INVASION CELLULAIRE, LEURS COMPOSITIONS PHARMACEUTIQUES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ROYAL INST FOR THE ADVANCEMENT OF LEARNING MCGILL UNIVERSITY

  公开号：WO2013059927A1

  公开（公告）日：2013-05-02

  The present application relates to the compounds of formula I (I) as well as their use for inhibiting at least one of AKT-1, FAK and PKCα and in the treatment and/or prevention of metastatic diseases.

  本申请涉及到I式化合物（I）以及它们在抑制AKT-1、FAK和PKCα中至少一种方面的使用，以及在治疗和/或预防转移性疾病方面的使用。
• Multiphase soaps
  申请人：——

  公开号：US20020173436A1

  公开（公告）日：2002-11-21

  Multiphase soaps in which the individual phases are highly visible when viewed from above and from the side have high stability. Their use permits various scent experiences to be achieved during the washing operation.

  当从上方和侧面观察时，各个相位高度可见的多相肥皂具有高稳定性。使用它们可以在洗涤过程中实现各种香气体验。