1-[叔丁氧羰基]-D-色氨酸 | 201290-11-1

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 天然氨基酸及其衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-[叔丁氧羰基]-D-色氨酸
• 中文别名: N-叔丁氧羰基-D-色氨酸
• 英文名称: D-Trp(Boc)
• 英文别名: BOC-D-tryptophan；(2R)-2-azaniumyl-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoate
• CAS: 201290-11-1
• 化学式: C₁₆H₂₀N₂O₄
• 分子量: 304.346
• InChiKey: DYWUPCCKOVTCFZ-GFCCVEGCSA-N

物化性质

• 沸点：
  476.7±55.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  94.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: H-D-Trp(Boc)-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: H-D-Trp(Boc)-OH
CAS number: 201290-11-1

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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: C16H20N2O4
Molecular weight: 304.3

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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：

  1-[叔丁氧羰基]-D-色氨酸 在 氢溴酸 、 copper(I) bromide 、 sodium nitrite 作用下， 生成 (R)-2-bromo-3-(N-tert-butoxycarbonylindolyl)propanoic acid
  参考文献：
  名称：

  细胞色素P450在创新霉素生物合成S-杂环化中催化C-S键形成

  摘要：

  微生物含硫次生代谢物显示出各种生物活性，但其生物合成代谢中的 C-S 键形成尚未完全了解。在这里，我们展示了在创新霉素生物合成的 S-杂环化中表现出 CS 键形成活性的细胞色素 P450 单加氧酶 CxnD 的遗传、生化和结构特征。体内和体外分析表明，CxnD 从L-Trp 衍生的硫醇中间体。此外，与底物类似物和基于结构的诱变复合的 CxnD 的 X 射线晶体结构揭示了底物结合模式的密切细节。为 CxnD 提出了一种通过从底物的吲哚基团中提取亚氨基氢原子或电子而引发的自由基机制，这为P450 在分子内 C(sp 2 )-H 硫醇化的分子基础提供了有价值的见解。创新霉素生物合成。

  DOI：

  10.1002/anie.202015814

文献信息

• [EN] CARBABORANE-MODIFIED GHRELIN RECEPTOR AGONISTS FOR BNCT<br/>[FR] AGONISTES DU RÉCEPTEUR DE GHRÉLINE MODIFIÉS PAR CARBABORANE POUR BNCT
  申请人：UNIV LEIPZIG

  公开号：WO2019115624A1

  公开（公告）日：2019-06-20

  The present invention relates to peptidic carbaborane-modified Ghrelin receptor agonists for application in boron neutron capture therapy (BNCT).

  本发明涉及用于硼中子俘获治疗（BNCT）的肽类碳硼烷修饰的生长激素释放肽受体激动剂。
• Platelet activating antagonists
  申请人：Abbott Laboratories

  公开号：US05120749A1

  公开（公告）日：1992-06-09

  Indole compounds substituted at the 1- or 3 position by a (pyrid-3 yl)thiazolid-4-yl)alkyl-, (pyrid-3-yl)thiazolid-4-oyl)-, (pyrid-3-yl)dithiolan-4-yl)alkyl- or (pyrid-3-yl) dithiolan-4-ol)- group are potent inhibitors of PAF and are useful in the treatment of PAF-related disorders including anaphylactic shock, respiratory distress syndrome, acute inflammation, delayed cellular immunity, parturtition, fetal lung maturation, and cellular differentiation.

  在1-或3位被(pyrid-3 yl)thiazolid-4-yl)alkyl-, (pyrid-3-yl)thiazolid-4-oyl)-, (pyrid-3-yl)dithiolan-4-yl)alkyl-或(pyrid-3-yl)dithiolan-4-ol)-基团取代的吲哚化合物是PAF的有效抑制剂，对于治疗与PAF相关的疾病包括过敏性休克、呼吸窘迫综合征、急性炎症、细胞免疫延迟、分娩、胎儿肺成熟和细胞分化是有用的。
• RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF
  申请人：The Johns Hopkins University

  公开号：US20210094933A1

  公开（公告）日：2021-04-01

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.

  本公开提供了受免疫蛋白配体家族FK506和雷帕霉素天然产物启发的大环化合物。生成包含FK506和雷帕霉素结合结构域的Rapafucin大环化合物库，应具有作为治疗疾病新药的潜力。
• Rapafucin derivative compounds and methods of use thereof
  申请人：The Johns Hopkins University

  公开号：US11066416B2

  公开（公告）日：2021-07-20

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.

  本公开提供了受天然产物 FK506 和雷帕霉素的免疫嗜蛋白配体家族启发的大环化合物。由含有 FK506 和雷帕霉素结合结构域的大环化合物组成的雷帕霉素库，作为开发用于治疗疾病的药物的新线索，具有巨大的潜力。
• [EN] RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS DÉRIVÉS DE LA RAPAFUCINE ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2021067439A1

  公开（公告）日：2021-04-08

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.