H-α-cyclopropyl-Ala-OH
Need Assistance?
  • US & Canada:
    +
  • UK: +

H-α-cyclopropyl-Ala-OH

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
L-Amino Acids
Catalog number
BAT-014799
CAS number
1130070-45-9
Molecular Formula
C6H11NO2
Molecular Weight
129.16
IUPAC Name
(2R)-2-amino-2-cyclopropylpropanoic acid
Synonyms
(2R)-2-Ammonio-2-cyclopropylpropanoate; alpha-Cyclopropyl-L-alanine; H-D-aMeGly(cPr)-OH; alpha-methyl-2-(cyclopropyl)-D-glycine; (2R)-α-Amino-α-methylcyclopropaneacetic acid; (2R)-α-Cyclopropylalanine; Cyclopropaneacetic acid, α-amino-α-methyl-, (αR)-; (αR)-α-Amino-α-methylcyclopropaneacetic acid
Related CAS
5687-72-9 (rac-isomer)
Appearance
White Powder
Purity
≥95%
Density
1.275±0.06 g/cm3
Melting Point
290-292°C
Boiling Point
245.7±23.0°C at 760 mmHg
Storage
Store at -20°C
Solubility
Soluble in DMSO
InChI
InChI=1S/C6H11NO2/c1-6(7,5(8)9)4-2-3-4/h4H,2-3,7H2,1H3,(H,8,9)/t6-/m1/s1
InChI Key
VRFYYCFVOBCXDL-ZCFIWIBFSA-N
Canonical SMILES
CC(C1CC1)(C(=O)O)N

H-α-cyclopropyl-Ala-OH, an analog of the naturally occurring amino acid alanine, features a cyclopropyl group attached to the α-carbon. This unique structure opens up a variety of applications across multiple fields. One significant application area is in medicinal chemistry. As focused research on peptidomimetics and their therapeutic potential grows, H-α-cyclopropyl-Ala-OH becomes increasingly important. Its stable cyclopropane ring can positively influence the pharmacokinetics and bioavailability of peptide-based drugs. By incorporating this amino acid derivative into peptide sequences, researchers may enhance the stability and binding affinity of therapeutic agents, making them more effective in treating diseases. Furthermore, its structural rigidity can improve resistance to enzymatic degradation, potentially leading to longer-lasting activity in the body and reducing dosage frequencies.

Another vital application of H-α-cyclopropyl-Ala-OH is in the field of protein engineering. The ability to insert non-canonical amino acids provides biochemists with powerful tools to alter protein structure and function. With its distinct cyclopropyl group, H-α-cyclopropyl-Ala-OH can induce conformational changes or stabilize specific protein folds that are otherwise challenging to achieve with canonical amino acids. This can result in proteins with new or enhanced properties, such as increased thermal stability or novel enzymatic activities, expanding the toolset for protein design and synthetic biology. The customizability offered by incorporating H-α-cyclopropyl-Ala-OH enables scientists to develop proteins tailored for specific industrial applications, such as biocatalysts or therapeutic proteins with optimized characteristics for use in diverse operating conditions.

In the realm of agricultural biotechnology, H-α-cyclopropyl-Ala-OH holds potential as a component of peptide-based agrochemicals. The stability and bioactive properties of cyclopropyl-containing peptides could enhance the effectiveness of biopesticides or growth-promoting agents. For instance, incorporating H-α-cyclopropyl-Ala-OH into peptide sequences could result in compounds that are more resistant to degradation by environmental factors, such as UV light or microbial enzymes, leading to longer-lasting effects in agricultural fields. This would not only improve the yield and health of crops but also promote sustainable agricultural practices by reducing the need for frequent applications of chemical pesticides. Moreover, peptides incorporating H-α-cyclopropyl-Ala-OH might have specific and selective modes of action, reducing the risk of off-target effects and environmental impact.

Lastly, H-α-cyclopropyl-Ala-OH finds potential applications in the development of novel biomaterials. The incorporation of cyclopropyl-containing amino acids into peptides and proteins could lead to materials with unique mechanical properties and stability. For example, these modified peptides could be used to create hydrogels or scaffolds with enhanced rigidity and resistance to enzymatic degradation. Such materials are highly valuable in tissue engineering and regenerative medicine, where they must often maintain structural integrity under physiological conditions for extended periods. By utilizing H-α-cyclopropyl-Ala-OH, researchers can design biomaterials that better mimic the mechanical properties of natural tissues, potentially improving the outcomes of tissue regeneration and repair processes. Additionally, the inherent biocompatibility of peptide-based materials ensures that they are well-tolerated within the body, making them suitable for a variety of biomedical applications.

Online Inquiry
Verification code
Inquiry Basket