3-羟基天冬氨酸 | 71653-06-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 天冬氨酸类衍生物
• 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-羟基天冬氨酸
• 英文名称: 3-hydroxyaspartic acid
• 英文别名: β-hydroxyaspartic acid；2-amino-3-hydroxybutanedioic acid
• CAS: 71653-06-0
• 化学式: C₄H₇NO₅
• 分子量: 149.103
• InChiKey: YYLQUHNPNCGKJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  287-288℃ (decomposition)
• 沸点：
  368.7±42.0 °C(Predicted)
• 密度：
  1.738±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  正常条件下稳定，远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2922509090
• 储存条件：
  存放在密封容器内，并置于阴凉、干燥处。请将存储地点远离氧化剂，并避免火源及强光照射。

SDS

3-Hydroxyaspartic Acid
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3-Hydroxyaspartic Acid

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
Not classified
HEALTH HAZARDS
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols None
No signal word
Signal word
Hazard statements None
None
Precautionary statements:

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 3-Hydroxyaspartic Acid
Percent: >98.0%(T)(N)
CAS Number: 71653-06-0
Synonyms: 2-Amino-3-hydroxysuccinic Acid
Chemical Formula: C4H7NO5

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
3-Hydroxyaspartic Acid

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Section 5. FIRE-FIGHTING MEASURES
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store under inert gas.
Store away from incompatible materials such as oxidizing agents.
Air-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Powder
White - Almost white
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
3-Hydroxyaspartic Acid

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
3-Hydroxyaspartic Acid

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-羟基天冬氨酸 在 D-erythro-3-hydroxyaspartate dehydratase 作用下， 反应 14.0h， 以35.1%的产率得到2-(S)-amino-3-(R)-hydroxysuccinic acid
  参考文献：
  名称：

  作用于假单胞菌属（Pseudomonas sp。）d-赤型-3-羟基天冬氨酸的脱水酶的分离和氨基酸序列。N99及其在光学活性3-羟基天冬氨酸的生产中的应用。

  摘要：

  从土壤分离的细菌假单胞菌（Pseudomonas sp。）的无细胞提取物中纯化出催化氨分解酶反应的酶，该酶用于将d-赤型-3-羟基天冬氨酸转化为草酰乙酸。N99。该酶对1-苏--3-羟基天冬氨酸和d-赤--3-羟基天冬氨酸表现出氨裂合酶活性，但对其他3-羟基天冬氨酸异构体则没有。该酶的推导的氨基酸序列属于丝氨酸/苏氨酸脱水酶家族，显示出与假单胞菌属的1-苏氨酸-3-羟基天冬氨酸氨裂合酶（EC 4.3.1.16）的序列相似。T62（74％）和酿酒酵母（64％）和来自粟酒裂殖酵母的丝氨酸消旋酶（65％）。这些结果表明，该酶类似于假单胞菌属的1-苏--3-羟基天冬氨酸氨裂合酶。T62，它不作用于d-erythro-3-hydroxyaspartate。然后，我们还使用在大肠杆菌中表达的重组酶从相应的dl-外消旋混合物中生成了光学纯的1-赤--3-羟基天冬氨酸和d-苏--3-羟基天冬氨酸。此处报道

  DOI：

  10.1080/09168451.2017.1295804
• 作为产物：
  描述：

  (2S)-2-amino-N-[(2S)-1-[[(3S,6S,12S,15S,18R,21S,24S,27S,28R)-6-[(1S)-2-amino-1-hydroxy-2-oxoethyl]-15-[(2S)-butan-2-yl]-18-[3-(diaminomethylideneamino)propyl]-12-[(1S)-1-hydroxyethyl]-3-(hydroxymethyl)-24-[(1R)-1-hydroxy-2-methylpropyl]-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26-nonaoxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide 生成 3-羟基天冬氨酸
  参考文献：
  名称：

  TYMIAK, ADRIENNE A.;MCCORMICK, TERRENCE J.;UNGER, STEVE E., J. ORG. CHEM., 54,(1989) N, C. 1149-1157

  摘要：

  DOI：

文献信息

• Structure-guided engineering of<i>Pseudomonas dacunhae</i><scp>l</scp>-aspartate β-decarboxylase for<scp>l</scp>-homophenylalanine synthesis
  作者：Min Zhang、Pengfei Hu、Yu-Cong Zheng、Bu-Bing Zeng、Qi Chen、Zhi-Jun Zhang、Jian-He Xu

  DOI：10.1039/d0cc05871h

  日期：——

  Structure-guided engineering of Pseudomonas dacunhae L-aspartate β-decarboxylase (AspBDC) resulted in a double mutant (R37A/T382G) with remarkable 15,400-fold improvement in specific activity reaching 216 mU/mg, towards the target substrate 3(R)-benzyl-L-aspartate. A novel strategy for enzymatic synthesis of L-homophenylalanine was developed by using the variant as biocatalyst affording 75% product

  假单胞菌L-天冬氨酸β-脱羧酶（AspBDC）的结构指导工程导致了一个双突变体（R37A / T382G），其比活性朝目标底物3（R）-的比活性显着提高了15,400倍，达到216 mU / mg。 L-天冬氨酸苄酯。通过使用该变体作为生物催化剂，开发了一种酶促合成L-高苯丙氨酸的新策略，可在12小时内提供75％的产物收率。我们的结果强调了工程化的AspBDC在生物催化合成药物Relavent和增值非天然L-氨基酸方面的潜力
• Fixation of Molecular Nitrogen Using Aliphatic Carboxylic Acid by Nitrogen Arc Plasma. Formation of Amino Acids
  作者：Michiaki Takasaki、Kaoru Harada

  DOI：10.1246/cl.1987.365

  日期：1987.2.5

  When argon-nitrogen plasma was blown into an aqueous solution containing aliphatic carboxylic acids, formation of several amino acids and amines was identified.

  当氩氮等离子体喷入含有脂肪族羧酸的水溶液中时，发现形成了几种氨基酸和胺。
• 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。
• OXIDATIVE DEGRADATION OF β- AND γ-AMINO ACIDS BY CONTACT GLOW DISCHARGE ELECTROLYSIS
  作者：Kaoru Harada、Jun-ichi Terasawa

  DOI：10.1246/cl.1980.441

  日期：1980.4.5

  The degradation of β- and γ-amino acids in aqueous solutions by contact glow discharge electrolysis(CGDE) was studied. It was found that the reaction is actually a stepwise oxidative degradation by hydroxyl radical produced by CGDE.

  研究了接触辉光放电电解法（CGDE）降解水溶液中的β-和γ-氨基酸。研究发现，该反应实际上是由 CGDE 产生的羟基自由基逐步氧化降解的过程。
• Total Synthesis and Biological Evaluation of Rakicidin A and Discovery of a Simplified Bioactive Analogue
  作者：Michail Tsakos、Lise L. Clement、Eva S. Schaffert、Frank N. Olsen、Sebastiano Rupiani、Rasmus Djurhuus、Wanwan Yu、Kristian M. Jacobsen、Nikolaj L. Villadsen、Thomas B. Poulsen

  DOI：10.1002/anie.201509926

  日期：2016.1.18

  We report a concise asymmetric synthesis of rakicidin A, a macrocyclic depsipeptide that selectively inhibits the growth of hypoxic cancer cells and stem‐like leukemia cells. Key transformations include a diastereoselective organocatalytic cross‐aldol reaction to build the polyketide portion of the molecule, a highly hindered ester fragment coupling reaction, an efficient Helquist‐type Horner—Wadsworth—Emmons

  我们报告了rakicidin A的简明不对称合成，rakicidin A是一种大环二肽，选择性抑制缺氧性癌细胞和干细胞样白血病细胞的生长。关键的转化包括建立分子的聚酮化合物部分的非对映选择性有机催化交叉羟醛反应，高度受阻的酯片段偶联反应，高效的Helquist型Horner-Wadsworth-Emmons（HWE）大环化以及新的DSC介导的消除反应来构建rakicidin A的敏感APD部分。我们进一步报告了制备具有明显增强的缺氧选择性活性的简化结构类似物（WY1）。

表征谱图