N-Ε-炔丙氧基羰基-L-赖氨酸盐酸盐 | 1428330-91-9

• 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: N-Ε-炔丙氧基羰基-L-赖氨酸盐酸盐
• 英文名称: propargyl-L-lysine hydrochloride
• 英文别名: N-ε-propargyloxycarbonyl-L-lysine hydrochloride；N6-[(2-Propyn-1-yloxy)carbonyl]-L-lysine HCl；(2S)-2-amino-6-(prop-2-ynoxycarbonylamino)hexanoic acid;hydrochloride
• CAS: 1428330-91-9
• 化学式: C₁₀H₁₆N₂O₄*ClH
• 分子量: 264.709
• InChiKey: ZYUXGVUWYHHZTD-QRPNPIFTSA-N

物化性质

• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  0.35
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  N-Ε-炔丙氧基羰基-L-赖氨酸盐酸盐 、 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  用于生物样品非光学高分辨率成像的含硼探针。

  摘要：

  硼已在材料科学中用作通过电子能量损失谱（EELS）或二次离子质谱（SIMS）对特定结构进行成像的标记。它在生物学分析中也具有强大的潜力。然而，已证明将足够数量的硼原子与生物结构进行特异性偶联具有挑战性。在这里，我们合成了包含closo的标签-1，2，2-二氨基十二碳杂十二烷，与可溶性肽偶联，通过点击化学在哺乳动物细胞中整合到特定的蛋白质中，还与用于免疫细胞化学实验的纳米抗体偶联。如细胞培养物的nanoSIMS成像所证明，标签在生物学样品中具有全部功能。硼信号揭示了目标蛋白，而其他SIMS通道则用于对不同的正离子（例如细胞金属离子）进行成像。这首次使这种离子与目标蛋白同时成像，将使SIMS领域具有新的生物学应用。

  DOI：

  10.1002/anie.201812032
• 作为产物：
  描述：

  N-Boc-N^ε-((2-bromoethoxy)carbonyl)-lysine 在 盐酸 、 sodium azide 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 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

文献信息

• A Facile System for Genetic Incorporation of Two Different Noncanonical Amino Acids into One Protein in<i>Escherichia coli</i>
  作者：Wei Wan、Ying Huang、Zhiyong Wang、William K. Russell、Pei-Jing Pai、David H. Russell、Wenshe R. Liu

  DOI：10.1002/anie.201000465

  日期：2010.4.19

  Two's company: Using a wild‐type or evolved PylRS‐pylTUUA pair to suppress ochre mutation and an evolved MjTyrRS‐Mj pair to suppress amber mutation, two different noncanonical amino acids (NAAs) have been concomitantly incorporated into one protein in E. coli with high efficiency (see picture, with NAAs 1–4; GFP=green‐fluorescent protein).

  两家公司：使用野生型或进化的PylRS-pylT UUA对抑制o石突变，并利用进化的Mj TyrRS- Mj对抑制琥珀色突变，两种不同的非规范氨基酸（NAA）已被并入E中的一种蛋白质。大肠杆菌以高效率（参见图片，与纳斯1 - 4 ; GFP =绿色荧光蛋白）。
• Platforms for cell-free protein synthesis comprising extracts from genomically recoded E. coli strains having genetic knock-out mutations in release factor 1 (RF-1) and endA
  申请人：Northwestern University

  公开号：US10118950B2

  公开（公告）日：2018-11-06

  The invention relates to genomically recoded organisms, platforms for preparing sequence defined biopolymers in vitro comprising a cellular extract from a genomically recorded organism, and methods for preparing sequence defined biopolymers in vitro are described. In particular, the invention relates to genomically recoded organisms comprising a strain deficient in release factor 1 (RF-1) or a genetic homolog thereof and at least one of at least one additional genetic knock-out mutation, at least one additional upregulated gene product, or both at least one additional knock-out mutation and at least one additional upregulated gene product.

  本发明涉及基因组重编码生物体，描述了用于体外制备序列确定的生物聚合物的平台，该平台包含来自基因组记录生物体的细胞提取物，以及用于体外制备序列确定的生物聚合物的方法。特别是，本发明涉及基因组重编码生物体，包括缺乏释放因子 1（RF-1）或其遗传同源物的菌株，以及至少一种额外的基因敲除突变、至少一种额外的上调基因产物或至少一种额外的基因敲除突变和至少一种额外的上调基因产物中的至少一种。
• METHODS FOR IMPROVED IN VITRO PROTEIN SYNTHESIS WITH PROTEINS CONTAINING NON STANDARD AMINO ACIDS
  申请人：Northwestern University

  公开号：US20160060301A1

  公开（公告）日：2016-03-03

  The invention relates to genomically recoded organisms, platforms for preparing sequence defined biopolymers in vitro comprising a cellular extract from a genomically recorded organism, and methods for preparing sequence defined biopolymers in vitro are described. In particular, the invention relates to genomically recoded organisms comprising a strain deficient in release factor 1 (RF-1) or a genetic homolog thereof and at least one of at least one additional genetic knock-out mutation, at least one additional upregulated gene product, or both at least one additional knock-out mutation and at least one additional upregulated gene product.