3-(2-呋喃基)-L-丙氨酸 | 121786-31-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 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
• 中文名称: 3-(2-呋喃基)-L-丙氨酸
• 中文别名: L-2-呋喃丙氨酸
• 英文名称: 3-(2-furyl)-L-alanine
• 英文别名: (2S)-2-azaniumyl-3-(furan-2-yl)propanoate
• CAS: 121786-31-0
• 化学式: C₇H₉NO₃
• 分子量: 155.153
• InChiKey: RXZQHZDTHUUJQJ-LURJTMIESA-N

物化性质

• 熔点：
  205 °C
• 沸点：
  284.1±30.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  76.5
• 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-2-Furylalanine
Synonyms: (S)-2-Amino-3-(furan-3-yl)propanoic acid

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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-2-Furylalanine
CAS number: 121786-31-0

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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.
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: C7H9NO3
Molecular weight: 155.2

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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

反应信息

• 作为反应物：
  描述：

  3-(2-呋喃基)-L-丙氨酸 在 alanine racemase (accession number AE₀₁₅₄₅₁ range 4,245,041-4,246,270), cloned from the genome of Pseudomonas putida (KT₂₄₄₀) 作用下， 以 水 、 甘油 为溶剂， 反应 1.0h， 生成 2-呋喃丙氨酸
  参考文献：
  名称：

  通过消旋酶/氨基酸突变酶催化，外消旋α-芳基丙氨酸向（R）-β-芳基丙氨酸的转化得到增强

  摘要：

  的红豆杉苯基丙氨酸氨基变位酶（PAM）酶转换数（小号）-α-arylalanines到其相应的（- [R）-β-arylalanines。将各种外消旋底物与100μgPAM在31°C下孵育20小时后，将每个（S）-α-芳基丙氨酸对映异构体异构化为其相应的（R）-β-产物。对于外消旋原料，（R）-β-芳基丙氨酸产物与（S）-α-底物的比例在0.4至1.8之间，并且剩余的非生产性（R）-α-芳基丙氨酸变得富集。为了利用（R）-α-异构体，恶臭假单胞菌的混杂丙氨酸消旋酶的催化作用（KT2440）与PAM偶联可增加外消旋α-芳基丙氨酸底物对映体纯（R）-β-芳基丙氨酸的产量。包括生物催化消旋作用和PAM催化反应在内，对映纯β-芳基丙氨酸的总反应产率在4％至19％之间（取决于芳基丙氨酸）适度提高了，与之相比，增加了63％。仅用氨基变位酶反应即可实现更替。串联使用这些生物催化剂可能会在手性β-芳基丙氨

  DOI：

  10.1021/jo9009563
• 作为产物：
  描述：

  2-acetylamino-2-(2-furylmethyl)propanedioic acid diethyl ester 在 氢氧化钾 、 ammonium hydroxide 、 cobalt(II) acetate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 59.0h， 生成 3-(2-呋喃基)-L-丙氨酸
  参考文献：
  名称：

  Bladon, Christine M., Journal of the Chemical Society. Perkin transactions I, 1990, # 4, p. 1151 - 1158

  摘要：

  DOI：

文献信息

• C-terminal modified oxamyl dipeptides as inhibitors of the ICE-ced-3 family of cysteine proteases
  申请人：——

  公开号：US20020042376A1

  公开（公告）日：2002-04-11

  This invention is directed to novel oxamyl dipeptide ICE/ced-3 family inhibitor compounds. The invention is also directed to pharmaceutical compositions containing these compounds, as well as to the use of such compositions in the treatment of patients suffering inflammatory, autoimmune and neurodegenerative diseases, for the prevention of ischemic injury, and for the preservation of organs that are to undergo a transplantation procedure.

  这项发明涉及新型的oxamyl二肽ICE/ced-3家族抑制剂化合物。该发明还涉及含有这些化合物的药物组合物，以及在治疗患有炎症性、自身免疫和神经退行性疾病的患者中使用这些组合物，用于预防缺血性损伤，并用于保存即将进行移植手术的器官。
• New Chiral Derivatizing Agents: Convenient Determination of Absolute Configurations of Free Amino Acids by ¹H NMR
  作者：Michio Kurosu、Kai Li

  DOI：10.1021/ol8028719

  日期：2009.2.19

  The chiral carbonate reagents 5 allow for the direct and unambiguous determination of the absolute configurations of a wide range of free amino acids using 1H NMR. By using a ∼3:1 mixture of (S)-5 and (R)-5, absolute configurations of the corresponding carbamates are determined by only analyzing the nitrogen protons.

  手性碳酸酯试剂5允许使用1 H NMR直接和明确地确定各种游离氨基酸的绝对构型。通过使用〜（S）-5和（R）-5的〜3：1混合物，仅通过分析氮质子即可确定相应氨基甲酸酯的绝对构型。
• Amino acid derived prodrugs of propofol, compositions and uses thereof
  申请人：Gallop A. Mark

  公开号：US20050004381A1

  公开（公告）日：2005-01-06

  The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post-chemotherapy or post-operative surgery nausea and vomiting.

  本发明提供了丙泊酚前药、制备丙泊酚前药的方法、丙泊酚前药的药物组合物以及使用丙泊酚前药和药物组合物治疗或预防偏头痛疼痛、化疗后或手术后恶心和呕吐等疾病或失调的方法。
• [EN] HYDROPHILIC ANTIBODY-DRUG CONJUGATES<br/>[FR] CONJUGUÉS ANTICORPS-MÉDICAMENT HYDROPHILES
  申请人：SEATTLE GENETICS INC

  公开号：WO2015123679A1

  公开（公告）日：2015-08-20

  Hydrophilic Linkers, Drug-Linker compounds, Drug-Ligand Conjugate compounds and Ligand-Linkers and methods of making and using the same are provided.

  亲水性连接剂、药物-连接剂化合物、药物-配体共轭化合物和配体-连接剂以及其制备和使用方法。
• [EN] ADJUVANT COMPOUNDS<br/>[FR] COMPOSÉS ADJUVANTS
  申请人：UNIV LEIDEN

  公开号：WO2018197582A1

  公开（公告）日：2018-11-01

  Adjuvant compounds are described, as well as their conjugates comprising peptide antigens or other immunomodulatory moieties. Also described are methods of modulating immune responses in a subject in need thereof, as well as methods of treating cancer, viral or bacterial infections comprising administering the adjuvant compounds or the conjugates to a subject in need thereof.

  辅助化合物被描述，以及它们的共轭物，包括肽抗原或其他免疫调节部分。还描述了调节受试者免疫应答的方法，以及治疗癌症、病毒或细菌感染的方法，包括向需要的受试者施用辅助化合物或共轭物。