L-Methionine 4-nitroanilide - ≥98% , CAS No.6042-04-2

CAS: 6042-04-2 Cat. No.: L331590 Molecular Weight: 269.32

GRADE & PURITY ≥98%

Synonyms

MFCD00063424 | HY-W141962 | F10962 | Methionine 4-nitroanilide | (S)-2-Amino-4-(methylthio)-N-(4-nitrophenyl)butanamide | L-Methionine 4-nitroanilide | (2S)-2-amino-4-(methylsulfanyl)-N-(4-nitrophenyl)butanamide | H-Met-Pna | AS-46933 | AKOS010392055 | N-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

MFCD00063424 | HY-W141962 | F10962 | Methionine 4-nitroanilide | (S)-2-Amino-4-(methylthio)-N-(4-nitrophenyl)butanamide | L-Methionine 4-nitroanilide | (2S)-2-amino-4-(methylsulfanyl)-N-(4-nitrophenyl)butanamide | H-Met-Pna | AS-46933 | AKOS010392055 | N-

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

L-Methionine p-nitroanilide is a hMetAP2 substrate.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Product Properties

• pKa: pKₐ: 12.72 (Predicted), pKₐ: 6.95 (Predicted)

Names and Identifiers

• Pubchem Sid: 504757361
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757361
• Canonical Smiles: CSCCC(C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])N
• IUPAC Name: (2S)-2-amino-4-methylsulfanyl-N-(4-nitrophenyl)butanamide
• InChIKey: PLBWRAWSHVJPTL-JTQLQIEISA-N
• INCHI: 1S/C11H15N3O3S/c1-18-7-6-10(12)11(15)13-8-2-4-9(5-3-8)14(16)17/h2-5,10H,6-7,12H2,1H3,(H,13,15)/t10-/m0/s1
• Isomeric SMILES: CSCC[C@@H](C(=O)NC1=CC=C(C=C1)[N+](=O)[O-])N
• WGK Germany: 3
• Molecular Weight: 269.32
• Reaxy-Rn: 2384586
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2384586&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 Methionine 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: Methionine and derivatives
• Alternative Parents: Alpha amino acid amides Anilides Nitrobenzenes N-arylamides Nitroaromatic compounds Fatty amides Secondary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Sulfenyl compounds Dialkylthioethers Organic oxoazanium compounds Organic oxides Organic zwitterions Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Methionine or derivatives - Alpha-amino acid amide - Nitrobenzene - Anilide - Nitroaromatic compound - N-arylamide - Monocyclic benzene moiety - Fatty amide - Benzenoid - Fatty acyl - Carboxamide group - C-nitro compound - Secondary carboxylic acid amide - Organic nitro compound - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Thioether - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Primary amine - Organic oxide - Amine - Primary aliphatic amine - Organopnictogen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic zwitterion - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as methionine and derivatives. These are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol (50 mg/ml, clear light yellow to green solution).
• Refractive Index: n20D1.64 (Predicted)
• Boil Point(°C): 517.63° C at 760 mmHg (Predicted)
• Melt Point(°C): 78-88° C
• Molecular Weight: 269.320 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 269.083 Da
• Monoisotopic Mass: 269.083 Da
• Topological Polar Surface Area: 126.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 288.000
• 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. Mingyue Zhang, Jiani Pu, Yushan Cui, Jianan Sun, Hao Dong, Xiangzhao Mao.  (2024)  In Silico Enzymolysis-Guided Mining of Aminopeptidases with Molecular Insights into Their Substrate Specificity Mechanism.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39635764] [10.1021/acs.jafc.4c07713]

2. Hualing Li, Qi Hu, Nuo Xu, Xueting Shao, Yuxin Liu, Yuxin Hou, Binjie Wang, Jiye Wang, Jianzhuang Yao, Shurong Hou, Xiabin Chen.  (2026)  Leucine Aminopeptidase from Xanthomonas oryzae pv. oryzae with Esterase Activity Toward Heroin: Biochemical and Catalytic Insights.  Biomolecules,  16  (2): (298).  [PMID:41750366] [10.3390/biom16020298]