Cas no 15785-52-1 (2-Amino-3-cyclopropylpropanoic acid)

2-Amino-3-cyclopropylpropanoic acid is a non-proteinogenic amino acid featuring a cyclopropyl side chain, which imparts unique structural and reactivity properties. This compound is of interest in medicinal chemistry and peptide research due to its constrained ring system, which can enhance conformational stability and influence biological activity. Its cyclopropyl group also offers potential for selective functionalization, making it a valuable intermediate in synthetic applications. The compound's chiral center allows for enantioselective synthesis, enabling the study of stereochemical effects in drug design. Its stability under physiological conditions further supports its utility in biochemical and pharmacological studies.
2-Amino-3-cyclopropylpropanoic acid structure
15785-52-1 structure
Product Name:2-Amino-3-cyclopropylpropanoic acid
CAS No:15785-52-1
MF:C6H11NO2
MW:129.157041788101
MDL:MFCD02666085
CID:135916
PubChem ID:519178
Update Time:2025-06-12

2-Amino-3-cyclopropylpropanoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-3-cyclopropylpropanoic acid
    • Cyclopropanepropanoicacid, a-amino-
    • (S)-2-Amino-3-cyclopropyl-propionicacid
    • AC1LARTB
    • AK-95347
    • ANW-66847
    • D-Cyclopropylalanine
    • MolPort-012-089-671
    • SureCN75670
    • (+/-)-alpha-Aminocyclopropanepropanoic acid
    • DL-alpha-Aminocyclopropanepropionic acid
    • alhpa-Aminocyclopropanepropanoic acid
    • Cyclopropanealanine
    • DL-Cyclopopylalanine
    • AKOS009590003
    • (Beta-cyclopropyl)-alanine
    • 15785-52-1
    • SY021328
    • SY035270
    • A852932
    • AB89230
    • 2-amino-3-cyclopropylpropanoicacid
    • 3-cyclopropylalanine
    • FT-0600926
    • BCP18435
    • SCHEMBL75670
    • SB33945
    • FT-0656040
    • CYCLOPROPYLALANINE
    • MFCD02259520
    • SY283166
    • EN300-116536
    • (S)-3-Cyclopropylalanine
    • 3-cyclopropyl-L-alanine
    • Z431958560
    • FT-0650607
    • DTXSID80333904
    • PB39931
    • MFCD02666085
    • BCP15435
    • AS-62731
    • Cyclopropanepropanoic acid, alpha-amino-
    • MFCD00798687
    • FT-0694621
    • 2-Amino-3-cyclopropylpropanoic acid (H-DL-Ala(cPr)-OH)
    • CS-0043558
    • F8883-1565
    • 2-amino-3-cyclopropylpropionic acid
    • DL-3-CYCLOPROPYLALANINE
    • DB-370062
    • MDL: MFCD02666085
    • Inchi: 1S/C6H11NO2/c7-5(6(8)9)3-4-1-2-4/h4-5H,1-3,7H2,(H,8,9)
    • InChI Key: XGUXJMWPVJQIHI-UHFFFAOYSA-N
    • SMILES: OC(C(CC1CC1)N)=O

Computed Properties

  • Exact Mass: 129.07903
  • Monoisotopic Mass: 129.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 120
  • 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
  • XLogP3: -1.9
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Density: 1.218
  • Boiling Point: 258 oC
  • Flash Point: 110 oC
  • PSA: 63.32

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2-Amino-3-cyclopropylpropanoic acid Suppliers

Amadis Chemical Company Limited
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(CAS:15785-52-1)2-Amino-3-cyclopropylpropanoic acid
Order Number:A852932
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:43
Price ($):208.0

2-Amino-3-cyclopropylpropanoic acid Related Literature

Additional information on 2-Amino-3-cyclopropylpropanoic acid

Introduction to 2-Amino-3-cyclopropylpropanoic acid (CAS No. 15785-52-1) and Its Significance in Modern Chemical Research

2-Amino-3-cyclopropylpropanoic acid, with the chemical formula C6H11NO2 and CAS number 15785-52-1, is a unique organic compound that has garnered significant attention in the field of pharmaceutical chemistry and biochemistry. This amino acid derivative possesses a cyclopropyl substituent, which imparts distinct structural and functional properties, making it a valuable scaffold for drug discovery and material science applications. The compound's molecular structure, characterized by a rigid cyclopropyl ring attached to a propanoic acid backbone with an amino group at the second carbon, offers a rich platform for chemical modifications and biological interactions.

The CAS number 15785-52-1 serves as a unique identifier for this compound, ensuring precise referencing in scientific literature, patents, and regulatory filings. Its synthesis involves multi-step organic reactions, including cyclopropanation and amino acid functionalization, which highlight its synthetic versatility. The presence of both amino and carboxylic acid functional groups allows for further derivatization into esters, amides, or salts, expanding its utility in various chemical applications.

In recent years, 2-amino-3-cyclopropylpropanoic acid has been explored as a building block in the development of novel bioactive molecules. Its cyclopropyl moiety is particularly intriguing due to its ability to influence enzyme binding affinity and metabolic stability. Studies have demonstrated that compounds incorporating cyclopropyl groups often exhibit enhanced bioavailability and reduced susceptibility to enzymatic degradation. This feature makes it an attractive candidate for designing long-acting pharmaceuticals or probes for biochemical assays.

One of the most compelling aspects of 2-amino-3-cyclopropylpropanoic acid is its potential role in addressing unmet medical needs. Researchers have investigated its derivatives as inhibitors of key enzymes involved in inflammatory pathways, such as COX-2 and LOX. Preliminary computational studies suggest that modifications at the cyclopropyl ring can fine-tune binding interactions with target proteins, leading to improved therapeutic efficacy. Additionally, its structural motif has been incorporated into peptidomimetics designed to mimic natural bioactive peptides while avoiding issues related to immunogenicity.

The chemical properties of CAS no 15785-52-1 also make it suitable for materials science applications. For instance, its ability to form stable coordination complexes with metal ions has been exploited in the development of metal-organic frameworks (MOFs) with tailored porosity and catalytic activity. These materials are of interest for applications in gas storage, separation technologies, and catalysis. Furthermore, the compound's chiral nature allows for the synthesis of enantiomerically pure forms, which are essential for asymmetric synthesis and enantioselective catalysis.

Advances in synthetic methodologies have recently enabled more efficient access to 2-amino-3-cyclopropylpropanoic acid, facilitating its widespread use in research and industry. Transition-metal-catalyzed reactions, such as palladium-mediated cross-coupling and copper-catalyzed azide-alkyne cycloaddition, have streamlined the construction of complex derivatives. These techniques not only improve yield but also allow for greater functional diversity, enabling researchers to rapidly explore novel molecular architectures.

The biological activity of CAS no 15785-52-1 derivatives has been further elucidated through structural biology approaches. High-resolution crystal structures of protein-ligand complexes have revealed how the cyclopropyl group interacts with specific residues in target enzymes or receptors. These insights have guided medicinal chemists in optimizing lead compounds for better pharmacokinetic profiles. For example, computational modeling combined with experimental validation has identified key hydrogen bonding interactions between the amino group and polar pockets in protein active sites.

In conclusion,2-amino-3-cyclopropylpropanoic acid (CAS no 15785-52-1) represents a versatile and promising compound with diverse applications across pharmaceuticals and materials science. Its unique structural features offer opportunities for innovation in drug design while also serving as a valuable tool in synthetic chemistry. As research continues to uncover new biological functions and synthetic strategies,this compound is poised to play an increasingly important role in advancing scientific knowledge and technological development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:15785-52-1)2-Amino-3-cyclopropylpropanoic acid
A852932
Purity:99%
Quantity:5g
Price ($):208.0
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