4-Amino-L-phenylalanine - ≥98% , CAS No.943-80-6

CAS: 943-80-6 Cat. No.: A105992 Molecular Weight: 180.20 EC Number: 633-631-0

GRADE & PURITY ≥98%

Synonyms

p-Aminophenylalanine | AM82697 | H-Phe(4-NH2)-OH | MFCD00069927 | p-amino-l-phenylalanine | L-4-NH2-Phe-OH | A844939 | 4-Amino-Phe-OH | (2S)-2-amino-3-(4-aminophenyl)propanoic acid | 4-Amino-L-Phenylalanine | 4-Aminophenylalanine | 4-amino-phenylalanine |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

4-Amino-L-phenylalanine is a metabolic intermediate. 4-Amino-L-phenylalanine can be used in the production of Chloramphenicol and Pristinamycin I in Streptomyces venezuelae and S. pristinaespiralis, respectively.

Specifications

Synonyms

p-Aminophenylalanine | AM82697 | H-Phe(4-NH2)-OH | MFCD00069927 | p-amino-l-phenylalanine | L-4-NH2-Phe-OH | A844939 | 4-Amino-Phe-OH | (2S)-2-amino-3-(4-aminophenyl)propanoic acid | 4-Amino-L-Phenylalanine | 4-Aminophenylalanine | 4-amino-phenylalanine |

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504757344
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757344
• Canonical Smiles: C1=CC(=CC=C1CC(C(=O)O)N)N
• IUPAC Name: (2S)-2-amino-3-(4-aminophenyl)propanoic acid
• InChIKey: CMUHFUGDYMFHEI-QMMMGPOBSA-N
• INCHI: 1S/C9H12N2O2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,10-11H2,(H,12,13)/t8-/m0/s1
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)O)N)N
• Molecular Weight: 180.20
• Reaxy-Rn: 2837287
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2837287&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class 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
• Class: 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: Phenylpropanoic acids L-alpha-amino acids Amphetamines and derivatives Aniline and substituted anilines Aralkylamines Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - L-alpha-amino acid - Aniline or substituted anilines - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Primary amine - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: 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: monocarboxylic acid

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

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

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CA3 Tclin Carbonic anhydrase III (753 Activities)

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CA6 Tclin Carbonic anhydrase VI (993 Activities)

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CA1 Tclin Carbonic anhydrase I (13240 Activities)

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CA5B Tclin Carbonic anhydrase VB (957 Activities)

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CA5A Tclin Carbonic anhydrase VA (1168 Activities)

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CA14 Tclin Carbonic anhydrase XIV (1305 Activities)

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CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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Associated Targets(non-human)

Ca7 Carbonic anhydrase VII (3 Activities)

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CA4 Carbonic anhydrase IV (1713 Activities)

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Carbonic anhydrase (69 Activities)

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Ca15 Carbonic anhydrase 15 (173 Activities)

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CAN2 Carbonic anhydrase 2 (140 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Sensitivity: Air sensitive
• Molecular Weight: 180.200 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.09 Da
• Monoisotopic Mass: 180.09 Da
• Topological Polar Surface Area: 89.300 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 176.000
• 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

References

1. Weiwei Zheng, Wentao Tian, Xiaojun Liu, Qingquan Zhang, Chenghua Zong, Jia-Ping Lai, Wenfeng Zhao.  (2021)  In situ photochemical deposition of Ag nanoparticles on polyester fiber membranes as flexible SERS substrates for sensitive detection of sodium saccharin in soft drinks.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2021.106003]

2. Binbin Chen, Jiahui Huang, Yingchun Liu, Lirong Yang, Qi Wang, Haoran Yu.  (2025)  Computational Study on the Catalytic Mechanism of UstD Catalyzing the Synthesis of γ-Hydroxy-α-Amino Acids.  Journal of Chemical Information and Modeling,      [PMID:39913657] [10.1021/acs.jcim.4c01998]