Cas no 1999-38-8 ((2R)-2-(2-aminoacetamido)pentanoic acid)

(2R)-2-(2-aminoacetamido)pentanoic acid is a chiral non-proteinogenic amino acid derivative featuring a pentanoic acid backbone with an aminoacetamido substituent at the α-position. Its stereospecific (R)-configuration ensures precise molecular interactions, making it valuable in peptide synthesis and medicinal chemistry research. The compound’s structural versatility allows for incorporation into modified peptides or as a building block for bioactive molecules. Its dual functional groups (amino and carboxyl) enable selective modifications, facilitating applications in drug design and biochemical studies. High purity and well-defined stereochemistry ensure reproducibility in synthetic pathways. This compound is particularly useful for investigating enzyme-substrate interactions or developing chiral catalysts.
(2R)-2-(2-aminoacetamido)pentanoic acid structure
1999-38-8 structure
Product Name:(2R)-2-(2-aminoacetamido)pentanoic acid
CAS No:1999-38-8
MF:C7H14N2O3
MW:174.197661876678
MDL:MFCD20642805
CID:908814
PubChem ID:1551328
Update Time:2025-05-21

(2R)-2-(2-aminoacetamido)pentanoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-[(2-aminoacetyl)amino]pentanoic acid
    • (S)-methyl 2-(2-aminoacetamido)propanoate hydrochloride
    • glycyl-(S)-alanine methyl ester hydrochloride
    • glycyl-L-alaninemethylester hydrochloride
    • Glycyl-L-alaninmethylester-hydrochlorid
    • GLYCYL-L-ALANYL-L-METHYL ESTER HYDROCHLORIDE
    • GLYCYL-L-ANANYL-L-METHYLESTER HYDROCHLORIDE
    • Gly-L-AlaOMe*HCl
    • N-glycyl-D-norvaline
    • N-glycyl-L-alanine meth
    • N-Glycyl-L-alanin-methylester, Hydrochlorid
    • REF DUPL: H-Gly-Ala-OMe HCl
    •  
    • (2R)-2-(2-aminoacetamido)pentanoic acid
    • 1999-38-8
    • DTXSID701316059
    • Glycyl-D-norvaline
    • EN300-872508
    • MDL: MFCD20642805
    • Inchi: 1S/C7H14N2O3/c1-2-3-5(7(11)12)9-6(10)4-8/h5H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t5-/m1/s1
    • InChI Key: JXIQKLAZYWZTRA-RXMQYKEDSA-N
    • SMILES: OC([C@@H](CCC)NC(CN)=O)=O

Computed Properties

  • Exact Mass: 174.10052
  • Monoisotopic Mass: 174.10044231g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 5
  • Complexity: 170
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.8
  • Topological Polar Surface Area: 92.4?2

Experimental Properties

  • PSA: 92.42

(2R)-2-(2-aminoacetamido)pentanoic acid Pricemore >>

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(2R)-2-(2-aminoacetamido)pentanoic acid Related Literature

Additional information on (2R)-2-(2-aminoacetamido)pentanoic acid

Research Brief on (2R)-2-(2-aminoacetamido)pentanoic acid (CAS: 1999-38-8): Recent Advances and Applications

(2R)-2-(2-aminoacetamido)pentanoic acid (CAS: 1999-38-8) is a chiral amino acid derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been explored for its potential applications in drug development, peptide synthesis, and as a building block for bioactive molecules. Recent studies have focused on its synthesis, biological activity, and therapeutic potential, making it a subject of interest for researchers in the field.

One of the key areas of research involving (2R)-2-(2-aminoacetamido)pentanoic acid is its role in peptide modification and drug design. The compound's chiral center and functional groups make it a versatile intermediate for the synthesis of peptidomimetics and other bioactive compounds. Recent publications have highlighted its use in the development of novel antimicrobial agents, where its incorporation into peptide sequences has shown enhanced activity against resistant bacterial strains. Additionally, its potential as a modulator of enzyme activity has been investigated, with promising results in preclinical models.

In terms of synthesis, recent advancements have focused on optimizing the production of (2R)-2-(2-aminoacetamido)pentanoic acid to improve yield and purity. Green chemistry approaches, including enzymatic synthesis and solvent-free reactions, have been explored to reduce environmental impact and enhance scalability. These methods not only address the growing demand for sustainable chemical processes but also ensure the compound's suitability for pharmaceutical applications where high purity is critical.

The biological evaluation of (2R)-2-(2-aminoacetamido)pentanoic acid has revealed its potential in targeting specific pathways involved in inflammation and cancer. Studies have demonstrated its ability to inhibit key enzymes such as matrix metalloproteinases (MMPs) and cyclooxygenases (COXs), which are implicated in disease progression. Furthermore, its incorporation into drug delivery systems has been explored to enhance bioavailability and target specificity, offering new avenues for therapeutic intervention.

In conclusion, (2R)-2-(2-aminoacetamido)pentanoic acid (CAS: 1999-38-8) represents a promising compound with diverse applications in chemical biology and pharmaceutical research. Recent studies underscore its potential in drug development, peptide engineering, and sustainable synthesis. Continued research into its mechanisms of action and therapeutic applications is expected to yield further insights and innovations in the field.

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