Cas no 4703-38-2 (Benzoyl-DL-methionine)

Benzoyl-DL-methionine is a chemically modified derivative of DL-methionine, an essential amino acid, where the amino group is benzoylated. This modification enhances its stability and alters its solubility profile, making it suitable for specialized applications in peptide synthesis and biochemical research. The benzoyl group provides protection for the amino functionality, facilitating selective reactions in organic and medicinal chemistry. Its racemic form (DL) ensures versatility in experimental settings. The compound is particularly valuable in studies requiring controlled release or targeted delivery of methionine. It is commonly utilized in pharmaceutical intermediates and as a precursor in the synthesis of more complex bioactive molecules.
Benzoyl-DL-methionine structure
Benzoyl-DL-methionine structure
Product Name:Benzoyl-DL-methionine
CAS No:4703-38-2
MF:C12H15NO3S
MW:253.317402124405
MDL:MFCD00026044
CID:331839
PubChem ID:295480
Update Time:2025-06-08

Benzoyl-DL-methionine Chemical and Physical Properties

Names and Identifiers

    • N-Benzoyl-DL-methionine
    • Benzoyl-DL-methionine
    • 2-benzamido-4-methylsulfanylbutanoic acid
    • 4-methylthio-2-(phenylcarbonylamino)butanoic acid
    • DL-N-benzoylmethionine
    • N-(phenylcarbonyl)methionine
    • N-Benzoylmethionine
    • 2-Benzamido-4-(methylthio)butanoic acid
    • PPFRJEXUPZWQPI-UHFFFAOYSA-N
    • 4-(methylsulfanyl)-2-(phenylformamido)butanoic acid
    • NSC164655
    • N-ben-zoyl-dl-methionine
    • MLS000775497
    • N-Benzoyl(methyl)homocysteine #
    • HMS2641P14
    • NSC52261
    • HY-W128408
    • FT-0636672
    • Benzoylmethionine
    • 4703-38-2
    • F10895
    • NCGC00246077-01
    • SMR000370386
    • Bz-DL-Met-OH
    • N-Benzoyl-S-methylcysteine
    • Methionine,N-benzoyl-
    • CS-0186556
    • CHEMBL1720508
    • 8L-313S
    • Z56928568
    • AKOS000264181
    • EN300-06104
    • SCHEMBL1158031
    • NSC-164655
    • B0300
    • SR-01000404360-1
    • NSC-522616
    • DTXSID00304217
    • FT-0635403
    • AB00586002-06
    • SR-01000404360
    • 99855-84-2
    • AKOS016040266
    • NSC522616
    • starbld0046703
    • A872220
    • EU-0068704
    • MFCD00026044
    • DB-051417
    • DB-040395
    • STK068332
    • MDL: MFCD00026044
    • Inchi: 1S/C12H15NO3S/c1-17-8-7-10(12(15)16)13-11(14)9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3,(H,13,14)(H,15,16)
    • InChI Key: PPFRJEXUPZWQPI-UHFFFAOYSA-N
    • SMILES: S(C)CCC(C(=O)O)NC(C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 253.07700
  • Monoisotopic Mass: 253.077
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 6
  • Complexity: 265
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.8
  • Topological Polar Surface Area: 91.7

Experimental Properties

  • Color/Form: Powder
  • Density: 1.2516 (rough estimate)
  • Melting Point: 150.0 to 154.0 deg-C
  • Boiling Point: 529.7°Cat760mmHg
  • Flash Point: 274.2°C
  • Refractive Index: 1.6280 (estimate)
  • PSA: 95.19000
  • LogP: 2.19750
  • Solubility: Uncertain

Benzoyl-DL-methionine Security Information

  • WGK Germany:3
  • Hazard Category Code: 20/21/22-36/37/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xn
  • Risk Phrases:R20/21/22
  • Storage Condition:?20°C

Benzoyl-DL-methionine Pricemore >>

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Additional information on Benzoyl-DL-methionine

Recent Advances in the Study of Benzoyl-DL-methionine (CAS: 4703-38-2) in Chemical Biology and Pharmaceutical Research

Benzoyl-DL-methionine (CAS: 4703-38-2) is a chemically modified amino acid derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, which features a benzoyl group attached to the amino acid methionine, has been explored for its unique biochemical properties and therapeutic potential. Recent studies have focused on its role in peptide synthesis, drug delivery systems, and as a modulator of enzymatic activity, making it a versatile tool in biomedical research.

One of the key areas of investigation has been the use of Benzoyl-DL-methionine in peptide synthesis. Researchers have demonstrated that the benzoyl group can serve as a protective moiety, enhancing the stability and solubility of methionine-containing peptides. This property is particularly valuable in the development of peptide-based therapeutics, where stability in biological environments is often a limiting factor. Recent publications have highlighted its utility in solid-phase peptide synthesis (SPPS), where it has been shown to improve yield and purity of target peptides.

In addition to its applications in peptide chemistry, Benzoyl-DL-methionine has been studied for its potential in drug delivery systems. Its amphiphilic nature allows it to interact with both hydrophilic and hydrophobic environments, making it a promising candidate for the design of drug carriers. Recent work has explored its incorporation into liposomes and polymeric nanoparticles, where it has been shown to enhance drug loading efficiency and targeted delivery. These advancements could pave the way for more effective treatments for diseases such as cancer and infectious diseases.

Another exciting development is the exploration of Benzoyl-DL-methionine as a modulator of enzymatic activity. Studies have indicated that this compound can influence the activity of certain enzymes, particularly those involved in sulfur metabolism. This has implications for understanding metabolic pathways and developing novel enzyme inhibitors. For instance, recent research has investigated its effects on methionine adenosyltransferase (MAT), an enzyme critical for the synthesis of S-adenosylmethionine (SAMe), a key methyl donor in cellular processes.

Despite these promising findings, challenges remain in the widespread application of Benzoyl-DL-methionine. Issues such as scalability of synthesis, potential toxicity, and precise mechanisms of action require further investigation. However, the compound's versatility and the growing body of research supporting its utility suggest that it will continue to be a focal point in chemical biology and pharmaceutical research. Future studies are expected to delve deeper into its therapeutic potential and explore new applications in personalized medicine and biotechnology.

In conclusion, Benzoyl-DL-methionine (CAS: 4703-38-2) represents a valuable tool in modern biomedical research, with applications ranging from peptide synthesis to drug delivery and enzyme modulation. The latest studies underscore its potential to address critical challenges in the field, and ongoing research is likely to uncover even more innovative uses for this compound. As the scientific community continues to explore its properties, Benzoyl-DL-methionine is poised to play an increasingly important role in advancing chemical biology and pharmaceutical sciences.

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