叠氮-二聚乙二醇-碘乙酰胺 | 1407523-50-5

• 物质功能分类: 催化剂及助剂 - 聚合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 叠氮-二聚乙二醇-碘乙酰胺
• 英文名称: N-(2-(2-(2-azidoethoxy)ethoxy)ethyl)-2-iodoacetamide
• 英文别名: N-{2-[2-(2-azidoethoxy)ethoxy]ethyl}-2-iodoacetamide；N-[2-[2-(2-azidoethoxy)ethoxy]ethyl]-2-iodoacetamide
• CAS: 1407523-50-5
• 化学式: C₈H₁₅IN₄O₃
• 分子量: 342.137
• InChiKey: OQRQJQRYAGFJFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  叠氮-二聚乙二醇-碘乙酰胺 、 N,N'-((14R,19R)-13,20-dioxo-1,32-bis(4-((5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)methyl)-1H-1,2,3-triazol-1-yl)-3,6,9,24,27,30-hexaoxa-16,17-dithia-12,21-diazadotriacontane-14,19-diyl)bis(4-benzoylbenzamide) 在 三(2-羰基乙基)磷盐酸盐 、 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以70%的产率得到N-((R)-1-azido-9,14-dioxo-26-(4-((5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)methyl)-1H-1,2,3-triazol-1-yl)-2,5,18,21,24-pentaoxa-11-thia-8,15-diazahexacosan-13-yl)-4-benzoylbenzamide
  参考文献：
  名称：

  Synthesis and evaluation of effective photoaffinity probe molecule of furospinosulin-1, a hypoxia-selective growth inhibitor

  摘要：

  The synthesis and evaluation of a photoaffinity probe molecule for furospinosulin-1, a hypoxia-selective growth inhibitor that we identified from marine sponge, was studied. An analogue carrying an alkyne tail showed potent hypoxia-selective inhibitory activity exceeding that of the parent molecule, and exhibited in vivo anti-tumor activity following oral administration. The alkyne moiety in the analogue was also found to be a good anchoring group for the preparation of probe molecules; a photoaffinity probe molecule having an optimized spacer length was selected through the systematic synthesis of several probes and the evaluation of their hypoxia-selective growth inhibitory activity and electrophoretic mobility shift properties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.026
• 作为产物：
  描述：

  N-{2-[2-(2-azidoethoxy)ethoxy]ethyl}-2-chloroacetamide 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以79%的产率得到叠氮-二聚乙二醇-碘乙酰胺
  参考文献：
  名称：

  A Fluorogenic Probe for the Catalyst-Free Detection of Azide-Tagged Molecules

  摘要：

  Fluorogenic reactions in which non- or weakly fluorescent reagents produce highly fluorescent products can be exploited to detect a broad range of compounds including biomolecules and materials. We describe a modified dibenzocyclooctine that under catalyst-free conditions undergoes fast strain promoted cycloadditions with azides to yield strongly fluorescent triazoles. The Cycloaddition products are more than 1000-fold brighter compared to the Starting cyclooctyne, exhibit large Stokes shift,. and can be excited above 350 nm, which is required for many applications. Quantum mechanical: calculations indicate that the fluorescence increase upon triazole formation is due to large differences in oscillator strengths of the S-0 <-> S-1 transitions in the planar C-2v-symmetric starting material compared to the symmetry broken and nonplanar.cycloaddition products. The new fluorogenic probe was successfully employed for labeling of proteins modified by an azide moiety.

  DOI：

  10.1021/ja309000s

文献信息

• COMPOUND COMPRISING SUBSTANCE HAVING AFFINITY FOR ANTIBODY, CLEAVAGE SITE AND REACTIVE GROUP, OR SALT THEREOF
  申请人：AJINOMOTO CO., INC.

  公开号：EP3808760A1

  公开（公告）日：2021-04-21

  The present invention provides a technique enabling modification of an antibody, particularly regioselective modification of an antibody. More specifically, the present invention provides a compound having an affinity substance to an antibody, a cleavable portion, and a reactive group, represented by the following Formula (I):         A-L-B-R     (I) wherein A is the affinity substance an antibody, L is a cleavable linker which is a divalent group comprising the cleavable portion, B is (a) a divalent group comprising a bioorthogonal functional group or (b) a divalent group comprising no bioorthogonal functional group, and R is the reactive group to the antibody, in which the affinity substance to an antibody is a certain peptide, or a salt thereof.

  本发明提供了一种抗体修饰技术，尤其是抗体的区域选择性修饰。更具体地说，本发明提供了一种化合物，该化合物具有与抗体亲和的物质、可裂解部分和反应基团，由下式（I）表示： A-L-B-R (I) 其中 A 是抗体的亲和物质、 L 是可裂解连接体，是包含可裂解部分的二价基团、 B 是 (a) 包含生物正交官能团的二价基团或 (b) 不包含生物正交官能团的二价基团，以及 R 是抗体的反应基团，其中 抗体的亲和物质是某种肽或其盐。
• COMPOUND HAVING AFFINITY SUBSTANCE TO ANTIBODY, CLEAVABLE PORTION, AND REACTIVE GROUP, OR SALT THEREOF
  申请人：AJINOMOTO CO., INC.

  公开号：US20210139549A1

  公开（公告）日：2021-05-13

  Compounds having an affinity substance to an antibody, a cleavable portion, and a reactive group, represented by the following Formula (I): A - L - B - R (I) wherein A is the affinity substance an antibody, L is a cleavable linker which is a divalent group comprising the cleavable portion, B is (a) a divalent group comprising a bioorthogonal functional group or (b) a divalent group comprising no bioorthogonal functional group, and R is the reactive group to the antibody, in which the affinity substance to an antibody is a certain peptide, or a salt thereof are useful for the modification of an antibody, particularly the regioselective modification of an antibody.