2-[(Azidoacetyl)amino]-2-deoxy-D-glucose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(Azidoacetyl)amino]-2-deoxy-D-glucose
• 英文别名: 2-azido-N-[(2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide
• 化学式: C8H14N4O6
• 分子量: 262.22
• InChiKey: SBNIXWHTKPFIQR-LRSZDJBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  141
• 氢给体数：
  5
• 氢受体数：
  8

文献信息

• REACTIVE LABELLING COMPOUNDS AND USES THEREOF
  申请人：Academia Sinica

  公开号：US20150309041A1

  公开（公告）日：2015-10-29

  Provided are azido-BODIPY compounds of formula (I), cyclooctyne-based fluorogenic probes of formula (IV), and activity-based probes of formula (VI). These compounds undergo azide alkyne cycloadditions (AAC) with to form triazolyl products. The provided compounds are useful for detection and imaging of alkyne-, or azide-containing molecules. Methods for detection and imaging biomolecules using compounds of the present disclosure are disclosed.

  提供的是式（I）的叠氮基BODIPY化合物、式（IV）的环辛炔基荧光探针，以及式（VI）的活性探针。这些化合物通过叠氮-炔烃环加成反应（AAC）形成三唑基产物。提供的化合物可用于检测和成像含炔基或叠氮基的分子。本公开的方法揭示了利用本公开的化合物检测和成像生物分子的方法。
• PROCESS FOR THE CYCLOADDITION OF A HALOGENATED 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE
  申请人：SYNAFFIX B.V.

  公开号：US20170008858A1

  公开（公告）日：2017-01-12

  The present invention relates to a cycloaddition process comprising the step of reacting a halogenated aliphatic 1,3-dipole compound with a (hetero)cycloalkyne according to Formula (1): Preferably, the (hetero)cycloalkyne according to Formula (1) is a (hetero)cyclooctyne. The invention also relates to the cycloaddition products obtainable by the process according to the invention. The invention further relates to halogenated aliphatic 1,3-dipole compounds, in particular to halogenated aliphatic 1,3-dipole compounds comprising N-acetylgalactosamine-UDP (GalNAc-UDP), and to halogenated 1,3-dipole compounds comprising (peracylated) N-acetylglucosamine (GlcNAc), N-acetylgalactosamine (GalNAc), N-acetylmannosamine (ManNAc) and N-acetyl neuraminic acid (NeuNAc).

  本发明涉及一种环加成过程，包括以下步骤：将卤代脂肪1,3-二极化合物与根据式（1）的（杂）环烷炔发生反应。优选，根据式（1）的（杂）环烷炔是（杂）环辛炔。本发明还涉及根据本发明的过程获得的环加成产物。本发明还涉及卤代脂肪1,3-二极化合物，特别是包含N-乙酰半乳糖氨基葡萄糖醛酸-UDP（GalNAc-UDP）的卤代脂肪1,3-二极化合物，以及包含（过酰化的）N-乙酰葡萄糖胺（GlcNAc）、N-乙酰半乳糖氨基（GalNAc）、N-乙酰甘露糖氨基（ManNAc）和N-乙酰神经酸（NeuNAc）的卤代1,3-二极化合物。
• [EN] METHOD OF CONJUGATING A POLYPEPTIDE<br/>[FR] MÉTHODE DE CONJUGAISON D'UN POLYPEPTIDE
  申请人：MEDIMMUNE LLC

  公开号：WO2016054315A1

  公开（公告）日：2016-04-07

  The present disclosure relates to a method of conjugating a compound of formula (I) O 5 R1-Q— (ZL-COn-X-N O (I) with a polypeptide comprising at least one thiol group and molecules obtained from said method.

  本公开涉及一种将化合物（I）O 5 R1-Q—（ZL-COn-X-NO（I）与至少含有一个硫醇基团的多肽共轭的方法，以及从该方法获得的分子。
• Metabolic labeling and molecular enhancement of biological materials using bioorthogonal reactions
  申请人：The General Hospital Corporation

  公开号：US20170362266A1

  公开（公告）日：2017-12-21

  The present application provides methods of functionalizing an organ or tissue of a mammal by administering a nutrient (e.g., peracetylated N-azido galactosamine Ac4GalNAz) to the mammal or by culturing an organ or tissue in a bioreactor containing such nutrient. The present application also provides methods of selectively functionalizing extracellular matrix (ECM) of an organ or tissue of a mammal by administering a nutrient (e.g., peracetylated N-azido galactosamine Ac4GalNAz) to the mammal. In some aspects, the present application provides a decellularized scaffold of a mammalian organ or tissue comprising an extracellular matrix, wherein the extracellular matrix of the decellularized scaffold is functionalized with a chemical group that is reactive in a bioorthogonal chemical reaction, such as an azide chemical group. The present application also provides biological prosthetic mesh and mammalian organs and tissues for transplantation prepared according to the methods of the application.

  本申请提供了一种通过向哺乳动物投与营养物质（例如，乙酰化N-叠氮基半乳糖氨酸Ac4GalNAz）或在含有这种营养物质的生物反应器中培养器官或组织来功能化哺乳动物器官或组织的方法。本申请还提供了一种通过向哺乳动物投与营养物质（例如，乙酰化N-叠氮基半乳糖氨酸Ac4GalNAz）来选择性地功能化哺乳动物器官或组织的细胞外基质（ECM）的方法。在某些方面，本申请提供了哺乳动物器官或组织的脱细胞支架，其中脱细胞支架的细胞外基质被功能化为在生物正交化学反应中具有反应性的化学基团，例如叠氮基团。本申请还提供了根据本申请的方法制备的生物义肢网和哺乳动物器官和组织用于移植。
• CLEAVABLE PROBES FOR ISOTOPE TARGETED GLYCOPROTEOMICS AND METHODS OF USING THE SAME
  申请人：The Regents of the University of California

  公开号：US20160187350A1

  公开（公告）日：2016-06-30

  Methods for producing isotopically-labelled peptides are provided. Aspects of the method include: contacting a sample including a metabolically tagged protein with a cleavable probe to produce a probe-protein conjugate; separating the probe-protein conjugate from the sample; digesting the probe-protein conjugate to produce a probe-peptide conjugate; and cleaving a cleavable linker to release an isotopically labelled peptide. The method may further include: identifying a predetermined isotopic pattern in a mass spectrum; determining an amino acid sequence of the isotopically labelled peptide; and identifying the site of protein glycosylation based on the determined amino acid sequence. Also provided are cleavable probes for practicing the subject methods, described by the Formula: A-L-(M-Z) where A is an affinity tag, L is a cleavable linker, M is an isotopic label and Z is a chemoselective tag capable of cross-linking a metabolically tagged protein. Compositions and kits for practicing the subject methods are also provided.

  提供生产同位素标记肽的方法。该方法的步骤包括：将含有代谢标记蛋白质的样品与可裂解的探针接触以产生探针-蛋白质结合物；将探针-蛋白质结合物与样品分离；消化探针-蛋白质结合物以产生探针-肽结合物；裂解可裂解的连接剂以释放同位素标记的肽。该方法还可以包括：在质谱中识别预定的同位素模式；确定同位素标记的肽的氨基酸序列；并根据确定的氨基酸序列确定蛋白质糖基化的位置。还提供了可裂解的探针，用于实施该方法，其由公式A-L-(M-Z)描述，其中A是亲和标记，L是可裂解连接剂，M是同位素标记，Z是具有交联代谢标记蛋白质的化学选择标记。还提供了用于实施该方法的组合物和工具包。