2-(thioethyl)-α-D-galactoside | 250358-67-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(thioethyl)-α-D-galactoside
• 英文别名: 2'-thioethyl-α-D-galactopyranoside；(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(2-sulfanylethoxy)oxane-3,4,5-triol
• CAS: 250358-67-9
• 化学式: C₈H₁₆O₆S
• 分子量: 240.277
• InChiKey: HUYFGRHVKQZODJ-HNEXDWKRSA-N

物化性质

• 沸点：
  459.6±45.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  100
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(thioethyl)-α-D-galactoside 、 在 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以30%的产率得到5-[[(5S)-6-[(3-amino-3-oxopropyl)amino]-5-[[(2S)-2,6-bis[[(2S)-2,6-bis[[2-[2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethylsulfanyl]acetyl]amino]hexanoyl]amino]hexanoyl]amino]-6-oxohexyl]carbamothioylamino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
  参考文献：
  名称：

  Convergent synthesis of fluorescein-labelled lysine-based cluster glycosides

  摘要：

  The synthesis of fluorescein-labelled lysinyl trees, containing 2, 4 or 8 manno- or galactoside residues, is reported. These lysine-based cluster glycosides have been readily assembled by coupling amino-functionalized, N-chloroacetylated-L-lysinyl trees with fluorescein-isothiocyanate (FITC) and performing a thioether chemoselective ligation with fully deprotected glycoside derivatives. The reaction order is governed by the size of the lysinyl trees; the labelling/thioetherification steps can be performed in an one pot procedure, thus allowing an easy access to glycodendrimers designed to study the dendritic cells' mannose receptor. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01535-x
• 作为产物：
  描述：

  alpha-D-半乳糖 在 高氯酸 、 camphor-10-sulfonic acid 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 溶剂黄146 为溶剂， 反应 5.75h， 生成 2-(thioethyl)-α-D-galactoside
  参考文献：
  名称：

  Convergent synthesis of fluorescein-labelled lysine-based cluster glycosides

  摘要：

  The synthesis of fluorescein-labelled lysinyl trees, containing 2, 4 or 8 manno- or galactoside residues, is reported. These lysine-based cluster glycosides have been readily assembled by coupling amino-functionalized, N-chloroacetylated-L-lysinyl trees with fluorescein-isothiocyanate (FITC) and performing a thioether chemoselective ligation with fully deprotected glycoside derivatives. The reaction order is governed by the size of the lysinyl trees; the labelling/thioetherification steps can be performed in an one pot procedure, thus allowing an easy access to glycodendrimers designed to study the dendritic cells' mannose receptor. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01535-x

文献信息

• Synthesis of Clustered Glycoside-Antigen Conjugates by Two One-Pot, Orthogonal, Chemoselective Ligation Reactions: Scope and Limitations
  作者：Cyrille Grandjean、Hélène Gras-Masse、Oleg Melnyk

  DOI：10.1002/1521-3765(20010105)7:1<230::aid-chem230>3.0.co;2-l

  日期：2001.1.5

  histocompatibility class II antigens have been bound to clustered glycosides for selective targeting of the dendritic cell mannose receptor. Di-, tetra-, and octavalent glycoside-antigen conjugates have been obtained after two, orthogonal, hydrazone/thioether ligations, performed by using thio derivatives of D-mannose, D-galactose, or D(-)-quinic acid, glyoxylyl (or hydrazino)-N-chloroacetylated lysinyl

  主要的组织相容性II类抗原已与簇状糖苷结合，用于选择性靶向树突状细胞甘露糖受体。通过使用D-甘露糖，D-半乳糖或D（-）-奎尼酸的硫代衍生物，乙醛酰（ （或肼基）-N-氯乙酰化的赖氨酰树，以及N端肼基（或乙二醛）肽抗原。已开发出成功的一锅浓缩技术，以说明抗原的性质和树木的价态。
• COMBINATION PEPTIDE-NANOPARTICLES AND DELIVERY SYSTEMS INCORPORATING SAME
  申请人：Midatech Limited

  公开号：US20150099698A1

  公开（公告）日：2015-04-09

  Nanoparticles having a core and a corona of ligands covalently linked to the core, wherein differing species of peptides are bound to the nanoparticles and incorporated into various dosage forms.

  纳米颗粒具有核心和与核心共价连接的配体环，其中不同种类的肽与纳米颗粒结合，并纳入各种剂型中。
• NANOPARTICLE PEPTIDE COMPOSITIONS
  申请人：Midatech Limited

  公开号：US20140249081A1

  公开（公告）日：2014-09-04

  The present invention relates to amylin peptide-carrying nanoparticles, particularly for use in medicine, and includes methods for treatment of disorders, e.g., of blood glucose regulation. Nanoparticle composition comprise a nanoparticle comprising a core comprising a metal and/or a semiconductor; and a corona comprising a plurality of ligands covalently linked to the core, wherein said ligands comprise glutathione; and at least one amylin peptide that is non-covalently bound to the corona.

  本发明涉及携带淀粉样肽的纳米颗粒，特别是用于医学用途，并包括治疗疾病的方法，例如血糖调节障碍。纳米颗粒组成包括一个包含金属和/或半导体的核的纳米颗粒；以及一个包含多个配体的辐环，这些配体与核共价连接，其中所述配体包括谷胱甘肽；以及至少一个淀粉样肽，该淀粉样肽非共价地结合到辐环上。
• [EN] NANOPARTICLES AND THEIR USE IN CANCER THERAPY<br/>[FR] NANOPARTICULES ET LEUR UTILISATION DANS LA THÉRAPIE DU CANCER
  申请人：MIDATECH LTD

  公开号：WO2016102613A1

  公开（公告）日：2016-06-30

  The present invention provides a nanoparticle comprising a core comprising a metal; and a corona comprising a plurality of ligands covalently linked to the core, the plurality of ligands including at least a first species of ligand comprising an ethylene glycol portion and an amine group and at least a second species of ligand comprising a carbohydrate group, for use in a method of treating a cancer, particularly skin cancer, in a mammalian subject. Also disclosed are methods of treatment by administering the nanoparticles alone or in combination with radiotherapy.

  本发明提供了一种纳米颗粒，包括一个包含金属的核心；以及一个包含多个配体的辐状结构，这些配体中至少包括一种包含乙二醇部分和胺基的第一种配体，以及至少一种包含碳水化合物基团的第二种配体，用于治疗哺乳动物主体中的癌症，特别是皮肤癌。还公开了通过单独或与放射疗法结合使用这些纳米颗粒的治疗方法。
• PEPTIDE-CARRYING NANOPARTICLES
  申请人：Rademacher Thomas

  公开号：US20120171291A1

  公开（公告）日：2012-07-05

  Nanoparticles having a core and a corona of ligands covalently linked to the core, wherein peptides are bound to or associated with the nanoparticles.

  纳米颗粒具有核心和与核心共价连接的配体的外围，其中肽与纳米颗粒结合或相关联。