4-乙酰基-L-苯基丙氨酸 | 122555-04-8

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 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: 4-乙酰基-L-苯基丙氨酸
• 中文别名: 4-乙酰基-L-苯丙氨酸
• 英文名称: p-acetyl-L-phenylalanine
• 英文别名: 4-acetylphenylalanine；L-(p-acetyl-Phe)；pAcF；para-acetylphenylalanine；(S)-4-acetylphenylalanine；H-p-AcPhe-OH；Phe(4-Ac)-OH；(2S)-3-(4-acetylphenyl)-2-azaniumylpropanoate
• CAS: 122555-04-8
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: ZXSBHXZKWRIEIA-JTQLQIEISA-N

物化性质

• 熔点：
  >300°C (dec.)
• 沸点：
  396.7±37.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 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: L-4-Acetylphenylalanine
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: L-4-Acetylphenylalanine
CAS number: 122555-04-8

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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.
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: C11H13NO3
Molecular weight: 207.2

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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.

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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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-(4-乙酰基苯基)-2-氨基丙酸盐酸盐	p-acetylphenylalanine	——	C11H13NO3	207.229
  L-苯丙氨酸	L-phenylalanine	63-91-2	C9H11NO2	165.192

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	methyl (2S)-3-(4-acetylphenyl)-2-aminopropanoate	944241-84-3	C12H15NO3	221.256
  ——	methyl (2S)-2-amino-3-[4-(3-oxobutanoyl)phenyl]propanoate	944241-85-4	C14H17NO4	263.293
  ——	N-Boc-4-acetylphenylalanine	——	C16H21NO5	307.346
  ——	methyl (S)-3-(4-acetylphenyl)-2-((tert-butoxycarbonyl)amino)propanoate	913953-73-8	C17H23NO5	321.373

反应信息

• 作为反应物：
  描述：

  4-乙酰基-L-苯基丙氨酸 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 11.0h， 生成 methyl (S)-3-(4-acetylphenyl)-2-((tert-butoxycarbonyl)amino)propanoate
  参考文献：
  名称：

  COMPOSITIONS CONTAINING, METHODS INVOLVING, AND USES OF NON-NATURAL AMINO ACIDS AND POLYPEPTIDES

  摘要：

  公开号：

  EP1828224B1
• 作为产物：
  描述：

  4-乙酰基-N-[(9H-芴-9-基甲氧基)羰基]-L-苯丙氨酸 在 哌啶 作用下， 以75%的产率得到4-乙酰基-L-苯基丙氨酸
  参考文献：
  名称：

  使用羰基振动探头测量氢键和非氢键环境中的静电场

  摘要：

  振动探针可以直接读出复杂分子环境中的局部静电场，例如蛋白质结合位点和酶活性位点。该信息提供了一种实验方法来探索重要的生物分子过程（如结合和催化）的潜在物理原因。然而，氢键等特定的化学相互作用会对振动探针产生复杂的影响，并混淆对其频移的简单静电解释。我们采用振动斯塔克光谱以及不同溶剂环境和核糖核酸酶 S 中羰基探针的红外光谱来了解羰基频率对静电场的敏感性，包括由氢键引起的静电场。此外，我们进行了分子动力学模拟来计算溶剂和核糖核酸酶 S 中的整体平均电场，并发现计算出的场与振动频率之间存在极好的相关性。这些数据能够为 C=O 振动构建稳健的场频校准曲线。目前的结果表明羰基探针能够定量评估氢键的静电，使其有望用于未来蛋白质功能的研究。

  DOI：

  10.1021/ja403917z

文献信息

• [EN] BIOLOGICAL MATERIALS AND USES THEREOF<br/>[FR] MATÉRIELS BIOLOGIQUES ET LEURS UTILISATIONS
  申请人：ANTIKOR BIOPHARMA LTD

  公开号：WO2016046574A1

  公开（公告）日：2016-03-31

  The invention provides compounds comprising a therapeutic agent coupled to a carrier molecule, with a minimum coupling ratio of 5: 1; wherein the carrier molecule is (i) an antibody fragment or derivative thereof or (ii) an antibody mimetic or derivative thereof; and wherein the therapeutic agents are coupled onto a lysine amino acid residue; and further wherein the therapeutic agent is not a photosensitising agent. There is also provided uses, methods relating to such compounds, as well as processes for their manufacture.

  该发明提供了包含治疗剂与载体分子偶联的化合物，最低偶联比为5:1；其中，载体分子是(i)抗体片段或其衍生物，或(ii)抗体模拟物或其衍生物；治疗剂偶联到赖氨酸氨基酸残基上；进一步，治疗剂不是光敏剂。还提供了关于这些化合物的用途、方法以及其制造过程。
• TUBULYSIN ANALOGS AND METHODS OF MAKING AND USE
  申请人：Bristol-Myers Squibb Company

  公开号：US20160130299A1

  公开（公告）日：2016-05-12

  Tubulysin analogs of the formula (I) where R 1 , R 2 R 3 , R 4 , R 5 , R 6 , R 7 , and Y are as defined herein, are anti-mitotic agents that can be used in the treatment of cancer, especially when conjugated to a targeting moiety.

  管素类似物公式(I)，其中R1、R2、R3、R4、R5、R6、R7和Y如本文所述定义，是一种抗有丝分裂剂，可用于癌症治疗，特别是在与靶向部分结合时。
• [EN] VIA CYCLOADDITION BILATERALLY FUNCTIONALIZED ANTIBODIES<br/>[FR] ANTICORPS FONCTIONNALISÉS BILATÉRALEMENT PAR CYCLOADDITION
  申请人：SYNAFFIX BV

  公开号：WO2021144314A1

  公开（公告）日：2021-07-22

  The present invention provides antibody-payload conjugates having a payload-to-antibody ratio of 1. The antibody-payload conjugate is according to structure (1): formula (1), wherein: - a, b, c and d are each independently 0 or 1; - e is an integer in the range of 0 - 10; - L1, L2 and L3 are linkers; - D is a payload; - BM is a branching moiety; - Su is a monosaccharide; - G is a monosaccharide moiety; - GlcNAc is an N-acetylglucosamine moiety; - Fuc is a fucose moiety; - Z are connecting groups. The invention further provides a method for preparing the antibody-payload conjugate according to the invention, an intermediate compound in that preparation method, and medical uses of the antibody-payload conjugate according to the invention.

  本发明提供了一种抗体-有效载荷偶联物，其有效载荷与抗体的比例为1。所述抗体-有效载荷偶联物如结构(1)所示：公式(1)，其中：- a、b、c和d每个独立地为0或1；- e是0至10之间的整数；- L1、L2和L3是连接臂；- D是有效载荷；- BM是分支基团；- Su是单糖；- G是单糖基团；- GlcNAc是N-乙酰葡萄糖胺基团；- Fuc是岩藻糖基团；- Z是连接基团。本发明还提供了根据本发明制备抗体-有效载荷偶联物的方法、该制备方法中的中间化合物，以及根据本发明的抗体-有效载荷偶联物的医疗用途。
• [EN] MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION<br/>[FR] PEPTIDES MULTICYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：STICHTING TECHNISCHE WETENSCHAPPEN

  公开号：WO2018106112A1

  公开（公告）日：2018-06-14

  The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.

  这项发明涉及制备一种包括肽附着在分子支架上的化合物的方法，从而形成多个肽环，以及可以通过这些方法获得的化合物及其用途。
• Modified Human Apolipoprotein A-1 and Their Uses
  申请人：Knudsen Nick

  公开号：US20110178029A1

  公开（公告）日：2011-07-21

  Modified human apolipoprotein A-I polypeptides and uses thereof are provided.

  提供了改良的人类载脂蛋白A-I多肽及其用途。