N-acetil-L-fenilalanina - ≥99% , CAS No.2018-61-3

CAS: 2018-61-3 Cat. No.: A100453 Peso molecular: 207.23 Número EC: 217-959-8

GRADE & PURITY ≥99%

Synonyms

3-benzoyl-1-methyl-4-phenylpiperidin-4-ol | 5CR | Acid Green B | AKOS001051290 | AKOS015837745 | AC-24138 | Ethylene methanesulfonate | (S)-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID | N-Acetyl Phenylalanine | N-Acetyl-L-phenylalanine, Vetec(TM) reagent grade

Storage

Room temperature

Shipped In

Normal

Descripción general

Es un aminoácido esencial producido para aplicaciones médicas, alimentarias y nutricionales, como en la preparación del aspartamo. Se aplica como antidepresivo.

Specifications

Sinónimos

3-benzoyl-1-methyl-4-phenylpiperidin-4-ol | 5CR | Acid Green B | AKOS001051290 | AKOS015837745 | AC-24138 | Ethylene methanesulfonate | (S)-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID | N-Acetyl Phenylalanine | N-Acetyl-L-phenylalanine, Vetec(TM) reagent grade

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488184989
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184989
• Sonrisas canónicas: CC(=O)NC(CC1=CC=CC=C1)C(=O)O
• IUPAC Name: (2S)-2-acetamido-3-phenylpropanoic acid
• InChIKey: CBQJSKKFNMDLON-JTQLQIEISA-N
• INCHI: 1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1
• Isómeros SMILES: CC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O
• WGK Alemania: 3
• Peso molecular: 207.23
• Reaxy-Rn: 2213851
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2213851&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: N-acyl-alpha amino acids Phenylpropanoic acids Amphetamines and derivatives Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - 3-phenylpropanoic-acid - Amphetamine or derivatives - Monocyclic benzene moiety - Benzenoid - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: N-acetyl-L-amino acid - N-acetylphenylalanine - N-acyl-L-phenylalanine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

SLC16A10 SLC16A10 protein (28 Activities)

Discover Target: SLC16A10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc16a10 Monocarboxylate transporter 10 (73 Activities)

Discover Target: Slc16a10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solubility in methanol (almost transparency). Soluble in acetone and ethanol (20 mg/ ml).
• Rotación específica [α]: 40° (C=5,MeOH)
• Punto de fusión (°C): 165-167°C
• Peso molecular: 207.230 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.09 Da
• Monoisotopic Mass: 207.09 Da
• Topological Polar Surface Area: 66.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 234.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. You Quan Shi, Zhao Xu, Le Wang, Kang Wang, Li Xu, Heng Zheng.  (2023)  The fluorescence and colorimetric dual-readout probe for clinical rapid detection of mycophenolic acid by the poly(ethylenimine)/silica-coated CdTe quantum dots.  ANALYTICAL BIOCHEMISTRY,      [PMID:36870552] [10.1016/j.ab.2023.115090]

2. Ziming Yang, Puwang Li, Yu Chen, Enming Dong, Zhipan Feng, Zuyu He, Chuang Zhou, Chao Wang, Yunhao Liu, Changgen Feng.  (2021)  Preparation of zinc phthalocyanine-loaded amphiphilic phosphonium chitosan nanomicelles for enhancement of photodynamic therapy efficacy.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:33774518] [10.1016/j.colsurfb.2021.111693]

3. Qing Wang, Yao Long, Lin Yao, Li Xu, Zhi-Guo Shi, Lanying Xu.  (2015)  Preparation, characterization and application of a reversed phase liquid chromatography/hydrophilic interaction chromatography mixed-mode C18-DTT stationary phase.  TALANTA,      [PMID:26695288] [10.1016/j.talanta.2015.09.009]

4. Mingyuan Dou, Qing Feng, Jing Yang, Shuai Zou, Kangchun Li, Zhenpeng Li, Maoli Yang, Fuchuan Huang.  (2024)  Evaluation of rheological properties and tribological properties of choline/acetylamino acid ionic liquids at different frequencies.  WEAR,      [PMID:] [10.1016/j.wear.2024.205247]

5. Chen Xiaoyu, Zhu Renlong, Zhang Baicheng, Zhang Xiaolong, Cheng Aoyuan, Liu Hongping, Gao Ruiying, Zhang Xuepeng, Chen Biao, Ye Shuji, Jiang Jun, Zhang Guoqing.  (2024)  Rapid room-temperature phosphorescence chiral recognition of natural amino acids.  Nature Communications,  15  (1): (1-11).  [PMID:38632229] [10.1038/s41467-024-47648-z]

6. Yang Ding, Siyuan Lu, Jianhui Chang, Erming Feng, Hengyue Li, Caoyu Long, Yingguo Yang, Chenyi Yi, Zijian Zheng, Liming Ding, Junliang Yang.  (2024)  The Molecular Additive N-Acetyl-L-Phenylalanine Delays the Crystallization and Suppresses the Phase Impurity for Achieving Triple-Cation Perovskite Solar Cells with Efficiency Over 25%.  Small,      [PMID:39580697] [10.1002/smll.202410601]

7. Qing Wang, Yao Long, Lin Yao, Mao Ye, Li Xu.  (2017)  C18-COOH Silica: Preparation, Characterisation and Its Application in Purification of Quaternary Ammonium Alkaloids from Coptis chinensis.  PHYTOCHEMICAL ANALYSIS,  28  (4): (332-343).  [PMID:28198057] [10.1002/pca.2680]