N2-[芴甲氧羰基]-N-[2-[(5-磺基-1-萘基)氨基]乙基]-L-谷氨酰胺 | 193475-66-0

• 物质功能分类: 生物化工 - 常见氨基酸及蛋白质类
• 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: N2-[芴甲氧羰基]-N-[2-[(5-磺基-1-萘基)氨基]乙基]-L-谷氨酰胺
• 中文别名: FMOC-L-谷氨酸Γ-[Β-(5-萘基磺酸)-乙二胺]酯
• 英文名称: Fmoc-Glu(EDANS)-OH
• 英文别名: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-[2-[(5-sulfonaphthalen-1-yl)amino]ethylamino]pentanoic acid
• CAS: 193475-66-0
• 化学式: C₃₂H₃₁N₃O₈S
• 分子量: 617.679
• InChiKey: HPYLYODKLGEPPX-NDEPHWFRSA-N

物化性质

• 熔点：
  >220°C (dec.)
• 密度：
  1.418±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜、甲醇、水

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  180
• 氢给体数：
  5
• 氢受体数：
  9

安全信息

• 海关编码：
  29225090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Fmoc-glu(edans)-OH
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Fmoc-glu(edans)-OH
CAS number: 193475-66-0

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C32H31N3O8S
Molecular weight: 617.7

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N2-[芴甲氧羰基]-N-[2-[(5-磺基-1-萘基)氨基]乙基]-L-谷氨酰胺 、 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  用于直接抑制剂发现的DNA编码动态化学文库的选择。

  摘要：

  动态组合库（DCL）是生物医学研究中配体发现的强大工具。但是，DCL的低多样性阻碍了它们的应用。最近，DCL中已经采用了DNA编码的概念来创建DNA编码的动态库（DEDL）。但是，当前所有的DEDL都仅限于片段识别，并且在选择后需要一个具有挑战性的片段链接过程。我们报告了一种锚定的DEDL方法，该方法可以从大规模DEDL中识别出完整的配体结构。这种方法还能够将无偏文库转换为针对特定蛋白质类别的集中文库。我们通过选择针对五种蛋白质的DEDLs证明了这种方法，并为所有靶标确定了新型抑制剂。值得注意的是 从针对重要的抗癌药物靶标bromodomain 4（BRD4）的选择中鉴定出了几种选择性的BD1 / BD2抑制剂。这项工作可以为抑制剂发现提供广泛适用的方法。

  DOI：

  10.1002/anie.202005070

文献信息

• A novel method for screening peptides that bind to proteins by using multiple fluorescent amino acids as fluorescent tags
  作者：Mizuki Kitamatsu、Midori Futami、Masahiko Sisido

  DOI：10.1039/b920426a

  日期：——

  We describe a new screening method for simultaneously detecting peptides that bind to a target protein by fluorescence obtained from fluorescent amino acid-modified peptides.

  我们介绍了一种新的筛选方法，可通过荧光氨基酸修饰肽获得的荧光同时检测与目标蛋白质结合的肽。
• Cyclic Peptides, Methods of Synthesis, and Methods of Treatment
  申请人：The Regents of the University of California

  公开号：US20220033444A1

  公开（公告）日：2022-02-03

  Cyclic peptide compounds and methods of their synthesis are provided. Formulations and medicaments are also provided that are directed to the treatment of coronavirus. Therapeutics are also provided containing a therapeutically effective dose of one or more cyclic peptide compounds, present either as pharmaceutically effective salt or in pure form, including, but not limited to, formulations for oral, intravenous, or pulmonary administration.

  提供了环肽化合物及其合成方法。还提供了用于治疗冠状病毒的配方和药物。还提供了含有一个或多个环肽化合物的治疗剂，以治疗有效剂量为药用盐或纯形式存在，包括但不限于口服、静脉注射或肺部给药的配方。
• Coiled Coil Peptides and Polymer–Peptide Conjugates: Synthesis, Self-Assembly, Characterization and Potential in Drug Delivery Systems
  作者：Michal Pechar、Robert Pola、Richard Laga、Alena Braunová、Sergey K. Filippov、Anna Bogomolova、Lucie Bednárová、Ondřej Vaněk、Karel Ulbrich

  DOI：10.1021/bm500436p

  日期：2014.7.14

  different pairs of peptides forming coiled coil hetero-oligomers were designed, synthesized, and characterized. While the peptide sequences (VAALEKE)4 and (VAALKEK)4 predominantly form coiled coil heterodimers with randomly orientated peptide chains, (IAALESE)2-IAALESKIAALESE and IAALKSKIAALKSE-(IAALKSK)2 tend to form higher hetero-oligomers with an antiparallel orientation of their peptide chains. The associative

  盘绕线圈是许多天然蛋白质中常见的结构基序，也可以用于两个大分子非共价连接的药物输送系统的设计和制备中。在这项工作中，设计，合成和表征了形成线圈螺旋异源低聚体的两对不同的肽。肽序列（VAALEKE）4和（VAALKEK）4主要形成带有随机定向肽链的卷曲螺旋异二聚体，（IAALESE）2 -IAALESKIAALESE和IAALKSKIAALKSE-（IAALKSK）2倾向于形成肽链反平行取向的高级杂聚体。这些肽的缔合行为在水溶液中使用圆二色光谱，尺寸排阻色谱，等温滴定量热法和沉降分析进行了研究。使用荧光光谱法对卷曲的线圈异二聚体中肽链的取向进行了评估，荧光光谱的荧光共振能量转移标记附着在肽的末端。异二聚体的形成可以用作特定的靶向部分与各种药物载体系统选择性非共价缀合的一般方法。该过程涉及药物给药前在生理溶液中的简单自组装。
• Substrate specificity and screening of the integral membrane protease Pla
  作者：Anton Agarkov、Sadhana Chauhan、Pedro J. Lory、Scott R. Gilbertson、Vladimir L. Motin

  DOI：10.1016/j.bmcl.2007.09.104

  日期：2008.1

  This paper reports a study to find small peptide substrates for the important virulence factor of Yersinia pestis, plasminogen activator, Pla. The method used to find small substrates for this protease is reported along with studies examining the ability of these peptides to inhibit activity of the enzyme. Through the use of parallel synthesis and positional scanning, small tripeptides were identified that are viable substrates for the protease. (c) 2007 Elsevier Ltd. All rights reserved.
• Selection of DNA‐Encoded Dynamic Chemical Libraries for Direct Inhibitor Discovery
  作者：Yuqing Deng、Jianzhao Peng、Feng Xiong、Yinan Song、Yu Zhou、Jianfu Zhang、Fong Sang Lam、Chao Xie、Wenyin Shen、Yiran Huang、Ling Meng、Xiaoyu Li

  DOI：10.1002/anie.202005070

  日期：2020.8.24

  that can identify full ligand structures from large‐scale DEDLs. This method is also able to convert unbiased libraries into focused ones targeting specific protein classes. We demonstrated this method by selecting DEDLs against five proteins, and novel inhibitors were identified for all targets. Notably, several selective BD1/BD2 inhibitors were identified from the selections against bromodomain 4 (BRD4)

  动态组合库（DCL）是生物医学研究中配体发现的强大工具。但是，DCL的低多样性阻碍了它们的应用。最近，DCL中已经采用了DNA编码的概念来创建DNA编码的动态库（DEDL）。但是，当前所有的DEDL都仅限于片段识别，并且在选择后需要一个具有挑战性的片段链接过程。我们报告了一种锚定的DEDL方法，该方法可以从大规模DEDL中识别出完整的配体结构。这种方法还能够将无偏文库转换为针对特定蛋白质类别的集中文库。我们通过选择针对五种蛋白质的DEDLs证明了这种方法，并为所有靶标确定了新型抑制剂。值得注意的是 从针对重要的抗癌药物靶标bromodomain 4（BRD4）的选择中鉴定出了几种选择性的BD1 / BD2抑制剂。这项工作可以为抑制剂发现提供广泛适用的方法。