L-高酪氨酸溴化氢盐 | 141899-12-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 酪氨酸类衍生物
• 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: L-高酪氨酸溴化氢盐
• 中文别名: L-高酪氨酸溴化氢
• 英文名称: H-Hty-OH*HBr
• 英文别名: L-homotyrosine hydrobromide；homotyrosine hydrobromide；homotyrosine*HBr；(S)-2-Amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide；(2S)-2-amino-4-(4-hydroxyphenyl)butanoic acid;hydrobromide
• CAS: 141899-12-9
• 化学式: BrH*C₁₀H₁₃NO₃
• 分子量: 276.13
• InChiKey: URCVTTXLQQVTHD-FVGYRXGTSA-N

物化性质

• 熔点：
  220-225°C
• 溶解度：
  可溶于二甲基亚砜、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  83.6
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Homo-l-tyrosine HBr
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: Homo-l-tyrosine HBr
CAS number: 141899-12-9

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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: C10H13NO3.BrH
Molecular weight: 276.1

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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, hydrogen bromide.

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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：

  L-高酪氨酸溴化氢盐 在 吡啶 、 盐酸 、 copper(l) iodide 、 四(三苯基膦)钯 、 三叔丁基膦 、 碳酸氢钠 、 三乙胺 、 乙酰氯 作用下， 以 1,4-二氧六环 、 甲醇 、 正己烷 、 水 、 乙腈 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  [EN] A CHEMICALLY AND METABOLICALLY STABLE DIPEPTIDE POSSESSING POTENT SODIUM CHANNEL BLOCKER ACTIVITY
  [FR] DIPEPTIDE STABLE D'UN POINT DE VUE CHIMIQUE ET MÉTABOLIQUE CARACTÉRISÉ PAR UNE PUISSANTE ACTIVITÉ INHIBITRICE SUR LES CANAUX SODIQUES

  摘要：

  一种非常稳定、选择性高且肾脏安全的钠通道阻滞剂，其化学式为：本发明还包括多种组合和治疗方法，使用这种创新的钠通道阻滞剂。

  公开号：

  WO2013003444A1
• 作为产物：
  描述：

  N-(methylcarbamoyl)homotyrosine methyl ester 在 氢溴酸 、 溶剂黄146 作用下， 反应 76.0h， 以84%的产率得到L-高酪氨酸溴化氢盐
  参考文献：
  名称：

  抗真菌药西洛芬净的简化类似物的制备及其与构效关系：总合成方法。

  摘要：

  棘球and素是一类众所周知的脂肽，其特征在于它们对念珠菌具有有效的抗真菌活性。通常认为棘球chin素的作用机理是抑制β-1，3-葡聚糖的合成，β-1，3-葡聚糖是念珠菌属细胞壁中的重要结构成分。棘皮菌素B脂肪酸侧链的广泛结构活性研究（1）导致了临床候选西罗芬净（4）的制备。然而，关于环肽的了解很少。现在，我们报告通过固相合成制备西氟芬净的一系列简化类似物的方法，其中用棘手and素中发现的异常氨基酸被更容易获得的天然氨基酸取代。固相合成这些类似物的方法使我们能够方便地探索结构修饰，而天然产物的化学修饰是无法完成的。最简单的类似物5没有生物学活性。然后以系统的方式将结构复杂性返回系统，以重新接近原始的西洛芬净结构。在该过程的每个步骤中都监测了抗真菌活性和对β-1,3-葡聚糖合成的抑制作用，从而揭示了氨基酸的基本结构-活性关系以及棘皮菌素环系统对生物活性的最低结构要求。

  DOI：

  10.1021/jm00093a018

文献信息

• Total synthesis and antifungal evaluation of cyclic aminohexapeptides
  作者：Larry L. Klein、Leping Li、Hui-Ju Chen、Cynthia B. Curty、David A. DeGoey、David J. Grampovnik、Christina L. Leone、Sheela A. Thomas、Clinton M. Yeung、Kenneth W. Funk、Vimal Kishore、Edwin O. Lundell、Dariusz Wodka、Jon A. Meulbroek、Jeffrey D. Alder、Angela M. Nilius、Paul A. Lartey、Jacob J. Plattner

  DOI：10.1016/s0968-0896(00)00097-3

  日期：2000.7

  fungal infections continues to rise. Naturally occurring hexapeptide echinocandin B (1) has shown potent antifungal activity via its inhibition of the synthesis of beta-1,3 glucan, a key fungal cell wall component. Although this series of agents has been limited thus far based on their physicochemical characteristics, we have found that the synthesis of analogues bearing an aminoproline residue in the

  对治疗全身性真菌感染的新疗法的需求持续增长。天然存在的六肽棘皮菌素B（1）通过抑制β-1,3葡聚糖（一种重要的真菌细胞壁成分）的合成，显示出强大的抗真菌活性。尽管到目前为止，由于该试剂的理化特性而受到限制，但我们发现在“西北”位置带有氨基脯氨酸残基的类似物的合成可大大改善水溶性（> 5 mg / mL）。报道了基于整个细胞和一系列化合物的体内活性的合成和构效关系（SAR）。
• Macrocyclic Oxindole Peptide Epoxyketones─A Comparative Study of Macrocyclic Inhibitors of the 20S Proteasome
  作者：Marion G. Götz、Kacey Godwin、Rachel Price、Robert Dorn、Gabriel Merrill-Steskal、William Klemmer、Hunter Hansen、Gautam Produturi、Megan Rocha、Mathias Palmer、Lea Molacek、Zack Strater、Michael Groll

  DOI：10.1021/acsmedchemlett.4c00017

  日期：2024.4.11

  as protease inhibitors due to their metabolic stability and specificity. However, the development of peptide macrocycles with improved binding potency has so far been challenging. Here we present macrocyclic peptides derived from the clinically applied proteasome inhibitor carfilzomib with an oxindole group that mimics the natural product TMC-95A. Fluorescence kinetic activity assays reveal a high potency

  由于其代谢稳定性和特异性，肽大环化合物最近作为蛋白酶抑制剂而受到关注。然而，迄今为止，开发具有改进的结合效力的肽大环化合物仍然具有挑战性。在这里，我们展示了源自临床应用的蛋白酶体抑制剂卡非佐米的大环肽，其具有模仿天然产物TMC-95A的羟吲哚基团。荧光动力学活性测定表明，与缺乏该基序的试剂相比，羟吲哚基团具有较高的效力（IC 50 = 0.19 μM）。酵母 20S 蛋白酶体 β5 亚基配体的 X 射线结构表明，安装的大环迫使羟吲哚基团与 β5-Gly23NH 形成强氢键。因此，与卡非佐米等更灵活的蛋白酶体抑制剂相比，我们设计的羟吲哚环氧酮的结合在熵和热函上是有利的。
• Synthesis of Peptidomimetic Analogues of Echinocandins
  作者：Mohsen Daneshtalab、Chao-Mei Ma、Sunao Takeda、Satoshi Hibino

  DOI：10.3987/com-06-10675

  日期：——