N^ε-((2-azidoethoxy)carbonyl)-L-lysine | 1167421-25-1

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 赖氨酸类衍生物
• 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
• 英文名称: N^ε-((2-azidoethoxy)carbonyl)-L-lysine
• 英文别名: (2S)-2-amino-6-{[(2-azidoethoxy)carbonyl]amino}hexanoic acid；(2S)-2-amino-6-(2-azidoethoxycarbonylamino)hexanoic acid
• CAS: 1167421-25-1
• 化学式: C₉H₁₇N₅O₄
• 分子量: 259.265
• InChiKey: RPLCQQYRZLXMKL-ZETCQYMHSA-N

物化性质

• 熔点：
  >190°C (dec.)
• 溶解度：
  DMSO（轻微溶解，加热，超声处理），甲醇（轻微溶解，加热），水（轻微溶解）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  7

制备方法与用途

生物活性方面，UAA crosslinker 1 hydrochloride 是一种用于非标准氨基酸 (ncAAs) 掺入的琥珀色密码子。这类 ncAAs 可以通过利用某些野生型和工程氨基酰-tRNA 合成酶的混杂活性，在体内合成蛋白质。

反应信息

• 作为反应物：
  描述：

  N^ε-((2-azidoethoxy)carbonyl)-L-lysine 在 盐酸 作用下， 以 水 为溶剂， 生成 N-Ε-炔丙氧基羰基-L-赖氨酸盐酸盐
  参考文献：
  名称：

  Click Strategies for Single-Molecule Protein Fluorescence

  摘要：

  Single-molecule methods have matured into central tools for studies in biology. Foerster resonance energy transfer (FRET) techniques, in particular, have been widely applied to study biomolecular structure and dynamics. The major bottleneck for a facile and general application of these studies arises from the need to label biological samples site-specifically with suitable fluorescent dyes. In this work, we present an optimized strategy combining click chemistry and the genetic encoding of unnatural amino acids (UAAs) to overcome this limitation for proteins. We performed a systematic study with a variety of clickable UAAs and explored their potential for high-resolution single-molecule FRET (smFRET). We determined all parameters that are essential for successful single-molecule studies, such as accessibility of the probes, expression yield of proteins, and quantitative labeling. Our multiparameter fluorescence analysis allowed us to gain new insights into the effects and photophysical properties of fluorescent dyes linked to various UAAs for smFRET measurements. This led us to determine that, from the extended tool set that we now present, genetically encoding propargyllysine has major advantages for state-of-the-art measurements compared to other UAAs. Using this optimized system, we present a biocompatible one-step dual-labeling strategy of the regulatory protein RanBP3 with full labeling position freedom. Our technique allowed us then to determine that the region encompassing two FxFG repeat sequences adopts a disordered but collapsed state. RanBP3 serves here as a prototypical protein that, due to its multiple cysteines, size, and partially disordered structure, is not readily accessible to any of the typical structure determination techniques such as smFRET, NMR, and X-ray crystallography.

  DOI：

  10.1021/ja210587q
• 作为产物：
  描述：

  N-alpha-叔丁氧羰基-L-赖氨酸 在 sodium azide 、 三氟乙酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 67.0h， 生成 N^ε-((2-azidoethoxy)carbonyl)-L-lysine
  参考文献：
  名称：

  Click Strategies for Single-Molecule Protein Fluorescence

  摘要：

  Single-molecule methods have matured into central tools for studies in biology. Foerster resonance energy transfer (FRET) techniques, in particular, have been widely applied to study biomolecular structure and dynamics. The major bottleneck for a facile and general application of these studies arises from the need to label biological samples site-specifically with suitable fluorescent dyes. In this work, we present an optimized strategy combining click chemistry and the genetic encoding of unnatural amino acids (UAAs) to overcome this limitation for proteins. We performed a systematic study with a variety of clickable UAAs and explored their potential for high-resolution single-molecule FRET (smFRET). We determined all parameters that are essential for successful single-molecule studies, such as accessibility of the probes, expression yield of proteins, and quantitative labeling. Our multiparameter fluorescence analysis allowed us to gain new insights into the effects and photophysical properties of fluorescent dyes linked to various UAAs for smFRET measurements. This led us to determine that, from the extended tool set that we now present, genetically encoding propargyllysine has major advantages for state-of-the-art measurements compared to other UAAs. Using this optimized system, we present a biocompatible one-step dual-labeling strategy of the regulatory protein RanBP3 with full labeling position freedom. Our technique allowed us then to determine that the region encompassing two FxFG repeat sequences adopts a disordered but collapsed state. RanBP3 serves here as a prototypical protein that, due to its multiple cysteines, size, and partially disordered structure, is not readily accessible to any of the typical structure determination techniques such as smFRET, NMR, and X-ray crystallography.

  DOI：

  10.1021/ja210587q

文献信息

• MUTANT VIRUS, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF
  申请人：PEKING UNIVERSITY

  公开号：US20200268870A1

  公开（公告）日：2020-08-27

  The present invention relates to a mutated virus. Said virus can be an influenza virus of human or other animal origin. The present invention also relates to a method for preparing the mutated virus, the method comprising introducing UAG codons into positions upstream of the stop codons per se of one or more genes of a viral genome by reverse genetic techniques. The present invention further relates to uses of the mutated virus, for example, as a live attenuated vaccine, or in replication of controllable and safe virus models, and the like.

  本发明涉及一种突变病毒。所述病毒可以是人类或其他动物来源的流感病毒。本发明还涉及一种制备突变病毒的方法，该方法包括通过反向遗传技术将UAG密码子引入一个或多个病毒基因组基因的终止密码子本身的上游位置。本发明进一步涉及突变病毒的使用，例如，作为活疫苗，或用于复制可控制和安全的病毒模型等。
• [EN] AMINO ACID DERIVATIVES<br/>[FR] DÉRIVÉS D'ACIDES AMINÉS
  申请人：ALLOZYNE INC

  公开号：WO2014044873A1

  公开（公告）日：2014-03-27

  There are provided amino acid derivatives of formula V and VI as defined herein which are pyrrolysine analogs for use in bioconjugation processes.

  本文中定义的公式V和VI提供的氨基酸衍生物是吡咯赖氨酸类似物，用于生物共轭过程。
• [EN] TARGETED DENDRIMER CONJUGATES<br/>[FR] CONJUGUÉS DENDRIMÈRES CIBLÉS
  申请人：STARPHARMA PTY LTD

  公开号：WO2021035310A1

  公开（公告）日：2021-03-04

  Provided herein are dendrimer-targeting agent conjugates comprising a dendrimer, the dendrimer comprising a core unit and lysine or lysine analogue building units, a HER2 targeting agent which is a peptidic moiety having a molecular weight of up to about 80 kDa and comprising an antigen-binding site, which is covalently linked by a spacer group, and a therapeutic agent which is covalently linked to a surface building unit of the dendrimer. Also provided herein are compositions comprising the conjugates, and therapeutic methods using the conjugates, particularly for treating cancer.

  本文提供了树状聚合物靶向剂共轭物，包括一个树状聚合物，该树状聚合物包括一个核心单元和赖氨酸或赖氨酸类似物构建单元，一个HER2靶向剂，该HER2靶向剂是一个分子量高达约80kDa的肽基部分，包括一个抗原结合位点，该位点通过一个间隔基团共价连接，以及一个治疗剂，该治疗剂与树状聚合物的表面构建单元共价连接。本文还提供了包括这些共轭物的组合物，以及使用这些共轭物的治疗方法，特别用于治疗癌症。
• REAGENTS AND METHODS FOR REPLICATION, TRANSCRIPTION, AND TRANSLATION IN SEMI-SYNTHETIC ORGANISMS
  申请人：The Scripps Research Institute

  公开号：US20200392550A1

  公开（公告）日：2020-12-17

  Disclosed herein are compositions, methods, cells, engineered microorganisms, and kits for increasing the production of proteins or polypeptides comprising one or more unnatural amino acids. Further provided are compositions, cells, engineered microorganisms, and kits for increasing the retention of unnatural nucleic acids encoding the unnatural amino acids in an engineered cell, or semi-synthetic organism.

  本文揭示了一种用于增加含有一个或多个非天然氨基酸的蛋白质或多肽的生产的组合物、方法、细胞、工程微生物和试剂盒。此外，还提供了一种用于增加编码非天然氨基酸的非天然核酸在工程细胞或半合成生物体中的保留的组合物、细胞、工程微生物和试剂盒。
• METHODS AND REAGENTS FOR ANALYZING PROTEIN-PROTEIN INTERFACES
  申请人：Revolution Medicines, Inc.

  公开号：US20210285955A1

  公开（公告）日：2021-09-16

  The present disclosure provides methods and reagents useful for analyzing protein-protein interfaces such as interfaces between a presenter protein (e.g., a member of the FKBP family, a member of the cyclophilin family, or PIN1) and a target protein. In some embodiments, the target and/or presenter proteins are intracellular proteins. In some embodiments, the target and/or presenter proteins are mammalian proteins.

  本公开提供了用于分析蛋白质-蛋白质界面的方法和试剂，例如展示蛋白质（例如FKBP家族成员、环肽酶家族成员或PIN1）与靶蛋白质之间的界面。在某些实施例中，靶蛋白质和/或展示蛋白质是细胞内蛋白质。在某些实施例中，靶蛋白质和/或展示蛋白质是哺乳动物蛋白质。