N-(4-aminobenzyl)biotin amide | 160624-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: N-(4-aminobenzyl)biotin amide
• 英文别名: 4-aminobenzylbiotinamide；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[(4-aminophenyl)methyl]pentanamide
• CAS: 160624-42-0
• 化学式: C₁₇H₂₄N₄O₂S
• 分子量: 348.469
• InChiKey: AGEWMIKJLGOOBX-DZKIICNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二甲胺 、 N-(4-aminobenzyl)biotin amide 在 盐酸 、 sodium nitrite 作用下， 生成 N-<4-(3',3'-dimethyltriazenyl)benzyl>biotin amide
  参考文献：
  名称：

  来自三氮烯基前体的放射性标记生物素酰胺：合成、结合和体内特性

  摘要：

  N-(4-[127/125/123l]碘苄基)生物素酰胺4a-4c的合成通过N-[4-(3',3'-二甲基三氮烯基)苄基)生物素酰胺与碘化钠的直接分解进行描述了 CF3COOH 的存在。以这种方式碘化的生物素与抗生物素蛋白 (Kd = 2.84 ± 0.45 × 10−15 M, n = 3.9 ± 0.6) 形成稳定的复合物，其在过量天然生物素存在下以 0.034 ± 0.006 hr1 的速率常数解离。血液清除研究和甲状腺摄取不足表明该化合物在体内未脱碘，并且在循环中的表现与天然生物素非常相似。这种芳基三氮烯前体方法适用于用短寿命放射性卤化物进行标记。它可用于生产无载体添加的生物素衍生物，用于涉及抗生物素蛋白或链霉抗生物素蛋白的生物学研究和测定。

  DOI：

  10.1002/jlcr.2580341203
• 作为产物：
  描述：

  (+)生物素-N-琥珀酰亚胺基酯 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 N-(4-aminobenzyl)biotin amide
  参考文献：
  名称：

  Design and Synthesis of Biotin Chain-Terminated Glycopolymers for Surface Glycoengineering

  摘要：

  Biotin chain-terminated glycopolymers were generated by cyanoxyl-mediated free-radical polymerization using a biotin-derivatized arylamine initiator with high conversion (75%) and low polydispersity (1.30). Streptavidin-biotinylated glycopolymer binding was verified by SDS-PAGE gel shift assay and patterned glycocalyx-mimetic surfaces successfully fabricated.

  DOI：

  10.1021/ja025788v

文献信息

• Multivalent polymers with chan-terminating binding groups
  申请人：Chaikof L Elliot

  公开号：US20050180945A1

  公开（公告）日：2005-08-18

  Polymeric molecules including glycopolymers useful for biomolecular recognition processes are provided comprising anchoring groups by which they can be immobilized onto surfaces. These molecules are easily synthesized. They are broadly described as molecules comprising a polymer backbone with pendent multivalent groups attached to the polymer backbone and an anchoring group attached to the polymer backbone for covalently or noncovalently attaching the molecule to a surface or another molecule. Such polymeric molecules can be attached to other molecules or surfaces to provide a wide range of bioactive materials. In addition, this invention provides sulfated glycopolymers which are useful for reducing blood coagulation, stimulating growth factors to bind to their receptors, stimulating cell proliferation and preventing degradation of soluble growth factors under conditions of low pH, heat, and proteolytic enzymes.

  提供的聚合物分子包括可用于生物分子识别过程的糖聚合物，它们含有锚定基团，可被固定在表面上。这些分子很容易合成。概括地说，它们是由聚合物骨架和连接到聚合物骨架上的悬垂多价基团以及连接到聚合物骨架上的锚定基团组成的分子，锚定基团用于共价或非共价地将分子连接到表面或另一个分子上。这种聚合物分子可附着于其他分子或表面，从而提供多种生物活性材料。此外，本发明提供的硫酸化聚糖聚合物可用于减少血液凝固，刺激生长因子与其受体结合，刺激细胞增殖，防止可溶性生长因子在低 pH 值、热和蛋白水解酶条件下降解。
• [EN] MULTIVALENT POLYMERS WITH CHAIN-TERMINATING BINDING GROUPS<br/>[FR] POLYMERES MULTIVALENTS A GROUPES DE LIAISON DE TERMINAISON DE CHAINES
  申请人：UNIV EMORY

  公开号：WO2003099835A1

  公开（公告）日：2003-12-04

  Polymeric molecules including glycopolymers useful for biomolecular recognition processes are provided comprising anchoring groups by which they can be immobilized onto surfaces. These molecules are easily synthesized. They are broadly described as molecules comprising a polymer backbone with pendent multivalent groups attached to the polymer backbone and an anchoring group attached to the polymer backbone for covalently or noncovalently attaching the molecule to a surface or another molecule. Such polymeric molecules can be attached to other molecules or surfaces to provide a wide range of bioactive materials. In addition, this invention provides sulfated glycopolymers which are useful for reducing blood coagulation, stimulating growth factors to bind to their receptors, stimulating cell proliferation and preventing degradation of soluble growth factors under conditions of low pH, heat, and proteolytic enzymes.
• Design and Synthesis of Biotin Chain-Terminated Glycopolymers for Surface Glycoengineering
  作者：Xue-Long Sun、Keith M. Faucher、Michelle Houston、Daniel Grande、Elliot L. Chaikof

  DOI：10.1021/ja025788v

  日期：2002.6.1

  Biotin chain-terminated glycopolymers were generated by cyanoxyl-mediated free-radical polymerization using a biotin-derivatized arylamine initiator with high conversion (75%) and low polydispersity (1.30). Streptavidin-biotinylated glycopolymer binding was verified by SDS-PAGE gel shift assay and patterned glycocalyx-mimetic surfaces successfully fabricated.
• Radiolabeled biotin amides from triazenyl precursors: Synthesis, binding, and in-vivo properties
  作者：Zbigniew P. Kortylewicz、Janina Baranowska-Kortylewicz、S. James Adelstein、Alice D. Carmel、Amin I. Kassis

  DOI：10.1002/jlcr.2580341203

  日期：1994.12

  0.034 ± 0.006 hr1. Blood clearance studies and the lack of thyroid uptake indicated that this compound was not deiodinated in vivo and behaved in circulation much like native biotin. This aryltriazene precursor method is suitable for labeling with short-lived radiohalides. It can be used to produce no-carrier-added derivatives of biotin for use in biologic studies and assays involving avidin or streptavidin

  N-(4-[127/125/123l]碘苄基)生物素酰胺4a-4c的合成通过N-[4-(3',3'-二甲基三氮烯基)苄基)生物素酰胺与碘化钠的直接分解进行描述了 CF3COOH 的存在。以这种方式碘化的生物素与抗生物素蛋白 (Kd = 2.84 ± 0.45 × 10−15 M, n = 3.9 ± 0.6) 形成稳定的复合物，其在过量天然生物素存在下以 0.034 ± 0.006 hr1 的速率常数解离。血液清除研究和甲状腺摄取不足表明该化合物在体内未脱碘，并且在循环中的表现与天然生物素非常相似。这种芳基三氮烯前体方法适用于用短寿命放射性卤化物进行标记。它可用于生产无载体添加的生物素衍生物，用于涉及抗生物素蛋白或链霉抗生物素蛋白的生物学研究和测定。