L-丙氨酰-2-萘胺 | 720-82-1

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 其他氨基酸衍生物
• 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-丙氨酰-2-萘胺
• 中文别名: L-丙氨酰-Β-萘胺；L-丙氨酸2-萘酰胺；L-2-氨基-N-Α-萘基丙酰胺
• 英文名称: alanine‐2‐naphthylamide
• 英文别名: L-alanine β-naphtylamide；alanine β-naphthylamide；alanine-β-naphthylamide；Ala-β-naphthylamide；Ala-βNA；Ala β-naphthylamide；L-Alanine 2-naphthylamide；(2S)-2-amino-N-naphthalen-2-ylpropanamide
• CAS: 720-82-1
• 化学式: C₁₃H₁₄N₂O
• mdl: MFCD00012563
• 分子量: 214.267
• InChiKey: RQHPADKWNYTHOH-VIFPVBQESA-N

物化性质

• 沸点：
  450.1±28.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 储存条件：
  密封干燥保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: L-Alanine β-naphthylamide
Product name
CAS-No. : 720-82-1
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C13H14N2O
Molecular Weight : 214,26 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
These chronic effects are suggested from analogy to beta-naphthylamine, RTECS# QM2100000.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: 2 - 8 °C
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 100 - 101 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
These chronic effects are suggested from analogy to beta-naphthylamine, RTECS# QM2100000.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

制备方法

1. 组织化学测定氨基水角酶的底物。

用途简介 用途

1. 组织化学测定氨基水角酶的底物。

反应信息

• 作为反应物：
  描述：

  L-丙氨酰-2-萘胺 以 水 为溶剂， 生成 D-alanine β-naphtylamide
  参考文献：
  名称：

  First-order rate constants for the racemization of each component in a mixture of isomeric dipeptides and their diketopiperazine

  摘要：

  DOI：

  10.1021/jo00387a027
• 作为产物：
  描述：

  benzyloxycarbonylalanine 2-naphthylamide 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 生成 L-丙氨酰-2-萘胺
  参考文献：
  名称：

  Goldstein,T.P. et al., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 852 - 857

  摘要：

  DOI：

文献信息

• Purification of an Aminopeptidase Preferentially Releasing N-terminal Alanine from Cucumber Leaves and Its Identification as a Plant Aminopeptidase N
  作者：Yasuo YAMAUCHI、Yukinori EJIRI、Kiyoshi TANAKA

  DOI：10.1271/bbb.65.2802

  日期：2001.1

  In this study, a highly active foliar aminopeptidase preferentially releasing N-terminal alanine from artificial substrates was purified and characterized from cucumber (Cucumis sativus L. suyo). The enzyme had a molecular mass of 200 kDa consisting of two subunits of 95 kDa. It was a metalloprotease the pH optimum of which was 8 to 9. It cleaved Ala-, Gly-, Met-, Ser-, Leu-, Lys-, and Arg artificial substrates. An internal amino acid sequence was similar to those of aminopeptidase N (clan MA, family M1) of microorganisms, and was very similar to that of a putative aminopeptidase N of Arabidopsis thaliana. From these results, the highly active aminopeptidase in cucumber leaves was identified to be a plant aminopepitdase N.

  在本研究中，从黄瓜（Cucumis sativus L. suyo）中纯化和鉴定了一种高活性的叶面氨基肽酶，该酶优先从人工底物中释放N端丙氨酸。该酶的分子质量为200 kDa，由两个95 kDa的亚基组成。它是一种金属蛋白酶，其最适pH为8至9。它能切割Ala-、Gly-、Met-、Ser-、Leu-、Lys-和Arg的人工底物。其内部氨基酸序列与微生物的氨基肽酶N（MA家族，M1家族）相似，并且与拟南芥中假定的氨基肽酶N非常相似。根据这些结果，黄瓜叶中高活性的氨基肽酶被鉴定为植物氨基肽酶N。
• New chiral stationary phases for liquid chromatography based on small molecules: Development, enantioresolution evaluation and chiral recognition mechanisms
  作者：Ye' Zaw Phyo、Joana Teixeira、Maria Elizabeth Tiritan、Sara Cravo、Andreia Palmeira、Luís Gales、Artur M.S. Silva、Madalena M.M. Pinto、Anake Kijjoa、Carla Fernandes

  DOI：10.1002/chir.23142

  日期：2020.1

  the development of new chiral stationary phases (CSPs) for liquid chromatography (LC) based on chiral derivatives of xanthones (CDXs). Based on the most promising CDX selectors, 12 new CSPs were successfully prepared starting from suitable functionalized small molecules including xanthone and benzophenone derivatives. The chiral selectors comprising one, two, three, or four chiral moieties were covalently

  最近，我们报道了基于氧杂蒽酮（CDXs）的手性衍生物的液相色谱（LC）的新手性固定相（CSP）的开发。基于最有前途的CDX选择器，成功地从合适的功能化小分子（包括one吨酮和二苯甲酮衍生物）制备了12种新的CSP。将包含一个，两个，三个或四个手性部分的手性选择剂共价键合到色谱载体上，并进一步填充到LC不锈钢柱（150×2.1 mm ID）中。使用不同种类的手性化合物通过LC评估了新CSP的对映选择性。在评估新的CSP时观察到了对映体分离某些CDX的特异性。除了，通过使用分子对接方法的计算研究对手性识别机理进行了评估，这与色谱参数相符。X射线分析用于建立手性选择器3D结构。
• Survey of neutral aminopeptidases in bovine, porcine, and chicken skeletal muscles.
  作者：Toshihide NISHIMURA、Akihiro OKITANI、Mee Ra RHYU、Hiromichi KATO

  DOI：10.1271/bbb1961.54.2769

  日期：——

  A survey of the total aminopeptidase activity of bovine, porcine, and chicken skeletal muscles at neutral pH was done, using the β-naphythylamide derivatives of nine amino acids. DEAE-cellulose column chromatography of the muscle extract found at least four types of aminopeptidases in bovine muscle and six types of aminopeptidases in porcine and chicken muscles. Aminopeptidase B and aminopeptidase C were commonly recognized in bovine, porcine, and chicken muscles. Hydrolase H was recognized in porcine and chicken muscles. Aminopeptidase C and hydrolase H had high activity against almost all substrates. The substrate specificities of both enzymes were fairly compatible with the pattern of free amino acids which increased during the storage of bovine, porcine, and chicken meats [Agric. Biol. Chem. 52, 2323 (1988)], indicating that aminopeptidase C and hydrolase H are responsible for the increment of free amino acids during aging of these muscles.

  利用九种氨基酸的 β-萘酰胺衍生物，对牛、猪和鸡骨骼肌在中性 pH 值下的总氨肽酶活性进行了调查。肌肉提取物的 DEAE-纤维素柱层析发现，牛肌肉中至少有四种类型的氨肽酶，猪和鸡肌肉中有六种类型的氨肽酶。在牛、猪和鸡肌肉中普遍发现了氨肽酶 B 和氨肽酶 C。在猪和鸡的肌肉中发现了水解酶 H。氨基肽酶 C 和水解酶 H 对几乎所有底物都有很高的活性。这两种酶的底物特异性与牛、猪和鸡肉储存过程中游离氨基酸增加的模式相当吻合[农业生物化学，52，2323（1988 年）]，表明氨肽酶 C 和水解酶 H 是这些肌肉老化过程中游离氨基酸增加的原因。
• INSULIN-REGULATED AMINOPEPTIDASE (IRAP) INHIBITORS AND USES THEREOF
  申请人：CHAI SIEW YEEN

  公开号：US20120309787A1

  公开（公告）日：2012-12-06

  The present invention relates to inhibitors of insulin-regulated aminopeptidase (IRAP) and methods for inhibiting same, as well as compositions comprising said inhibitors. In particular, the inhibitors of the present invention may be useful in therapeutic applications including enhancing memory and learning functions.

  本发明涉及胰岛素调节氨肽酶（IRAP）的抑制剂及其抑制方法，以及包含该抑制剂的组合物。特别地，本发明的抑制剂可用于治疗应用，包括增强记忆和学习功能。
• Caged Luciferase Inhibitor‐Based Bioluminescence Switching Strategy Enables Efficient Detection of Serum APN Activity and the Identification of Its Roles in Metastasis of Non‐Small Cell Lung Cancer**
  作者：Yunzhi Li、Jiaxin Wu、Chaoying Jin、Yiqiu Zhang、Jiyu Wang、Xuecen Wang、Huixia Li、Xiaoyue Zhang、Tingyu Liu、Deyuan Zhou、Yukun Kuang、Weijian Wu、Youqiao Wang、Zunfu Ke、Xianzhang Bu、Xin Yue

  DOI：10.1002/chem.202300655

  日期：2023.9.12

  A caged luciferase inhibitor-based bioluminescence-switching strategy (CLIBS) is developed and used to determine circulating Aminopeptidase N (APN) activity in the complicated bio-samples with robust efficacy. By applying the CLIBS to serum samples in non–small cell lung cancer (NSCLC) patients, it is revealed that circulating APN activity serves as an independent factor for forecasting NSCLC patients’

  开发了一种基于笼式荧光素酶抑制剂的生物发光切换策略 (CLIBS)，并用于确定复杂生物样品中循环氨肽酶 N (APN) 的活性，具有强大的功效。通过将 CLIBS 应用到非小细胞肺癌 (NSCLC) 患者的血清样本中，发现循环 APN 活性是预测 NSCLC 患者转移风险的独立因素。