DCM-Lys(G-ah-GalNAc)3 | 1279699-77-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: DCM-Lys(G-ah-GalNAc)3
• 英文别名: DCM-Lys(G-ah-GalNAc)₃
• CAS: 1279699-77-2
• 化学式: C₅₈H₁₀₅N₁₁O₂₄
• 分子量: 1340.53
• InChiKey: HKMVKTCNHAEPQW-VSRDBAQISA-N

物化性质

• 沸点：
  1633.3±65.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -7.95
• 重原子数：
  93.0
• 可旋转键数：
  46.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  528.61
• 氢给体数：
  19.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  DCM-Lys(G-ah-GalNAc)3 、 (2,5-dioxopyrrolidin-1-yl) 2-[[2-[[2-[(2-benzoylsulfanylacetyl)amino]acetyl]amino]acetyl]amino]acetate 在 4-二甲氨基吡啶 作用下， 生成
  参考文献：
  名称：

  NOVEL GALL BLADDER IMAGING AGENT AND ITS PREPARATION METHOD

  摘要：

  一种新型的胆囊成像剂，包括放射性标记的MAG3-三半乳糖胺，并且其制备方法包括在磷酸盐缓冲溶液（pH值在10.0~12.0之间）中反应巯基乙酰三甘氨酸（MAG3）-三半乳糖胺、SnF2和Tc-99m，以获得Tc-99m-MAG3-三半乳糖胺，当MAG3-三半乳糖胺是MAG3-DCM-Lys（Gah-GalNAc）3（其中DCM代表二羧甲基基团，Gah代表甘氨酰己基基团）时，获得至少90％的标记收率，其特异性放射性至少为7.0×109 Bq/mg。

  公开号：

  US20140186262A1
• 作为产物：
  描述：

  Z-DCM-Lys(G-ah-GalNAc)3 在 palladium on activated charcoal 、 氢气 作用下， 生成 DCM-Lys(G-ah-GalNAc)3
  参考文献：
  名称：

  NOVEL GALL BLADDER IMAGING AGENT AND ITS PREPARATION METHOD

  摘要：

  一种新型的胆囊成像剂，包括放射性标记的MAG3-三半乳糖胺，并且其制备方法包括在磷酸盐缓冲溶液（pH值在10.0~12.0之间）中反应巯基乙酰三甘氨酸（MAG3）-三半乳糖胺、SnF2和Tc-99m，以获得Tc-99m-MAG3-三半乳糖胺，当MAG3-三半乳糖胺是MAG3-DCM-Lys（Gah-GalNAc）3（其中DCM代表二羧甲基基团，Gah代表甘氨酰己基基团）时，获得至少90％的标记收率，其特异性放射性至少为7.0×109 Bq/mg。

  公开号：

  US20140186262A1

文献信息

• METHOD FOR PREPARING PRECURSOR USED FOR LABELING HEPATOCYTE RECEPTOR AND CONTAINING TRISACCHARIDE AND DTPA LIGAND
  申请人：LIN CHIH-YUAN

  公开号：US20140046045A1

  公开（公告）日：2014-02-13

  A method for preparing a precursor used to label hepatocyte receptors is revealed. The precursor contains a bifunctional structure including trisaccharide and DTPA ligand. During synthesis processes of the precursor, silica gel columns and Reverse phase-18 (RP-18) columns are used for purification. Thus both the purification times and cost of each purification are reduced. Moreover, use diethyl ether to facilitate precipitation of products and remove a part of coupling reagent. Removing the coupling reagent helps purification of products. Furthermore, N α ,N α -bis(carboxymethyl)-L-lysine hydrate and benzyl chloroformate are coupled to form a trisaccharide skeleton so as to ensure the yield rate of trisaccharide structure.

  揭示了一种用于标记肝细胞受体的前体制备方法。该前体包含一个双功能结构，包括三糖和DTPA配体。在前体的合成过程中，使用硅胶柱和反相-18（RP-18）柱进行纯化。因此，每次纯化的纯化次数和成本都得到了降低。此外，使用乙醚有助于沉淀产物并去除部分偶联试剂。去除偶联试剂有助于产物的纯化。此外，Nα，Nα-双（羧甲基）-L-赖氨酸水合物和苄基氯甲酸酯被耦合形成三糖骨架，以确保三糖结构的产率。
• New and more efficient multivalent glyco-ligands for asialoglycoprotein receptor of mammalian hepatocytes
  作者：Reiko T. Lee、Mei-Hui Wang、Wuu-Jyh Lin、Yuan C. Lee

  DOI：10.1016/j.bmc.2011.03.027

  日期：2011.4

  New multi-valent, carbohydrate ligands that contain terminal N-acetylgalactosamine (GalNAc) or lactose (Lac) were prepared using a nitrilotriacetic acid (NTA) derivative of L-lysine as scaffold. Tri-valent structures were prepared by attaching an x-amino glycoside of GalNAc or Lac to each of the three carboxyl groups of N-epsilon-protected N-alpha-dicarboxymethyl-L-lysine. In addition, a hexa-valent lactoside was synthesized by attaching N-epsilon-deprotected trivalent lactoside to each of the carboxyl group of N-alpha-(trifluoroacetamido) hexanoyl L-aspartic acid. Tri-valent GalNAc glycosides and the hexa-valent lactoside had high affinity (dissociation constants approaching nM) for rat hepatocytes. The hexa-valent lactoside, after de-Ne-protection, was modified with a chelator, diethylenetriaminepentaacetic acid (DTPA), through which a fluorescent or radioactive tag, such as europium or indium, can be firmly attached. Intravenous infusion of (111)Indium-tagged hexa-valent lactoside to rats and mice resulted in nearly exclusive accumulation of radioactivity in the liver.(C) 2011 Elsevier Ltd. All rights reserved.