H-β-Cyclopropyl-L-Alanine
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H-β-Cyclopropyl-L-Alanine

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Category
L-Amino Acids
Catalog number
BAT-005561
CAS number
102735-53-5
Molecular Formula
C6H11NO2
Molecular Weight
129.16
H-β-Cyclopropyl-L-Alanine
IUPAC Name
(2S)-2-amino-3-cyclopropylpropanoic acid
Synonyms
L-Ala(β-cyclopropyl)-OH; (S)-2-Amino-3-cyclopropyl-propionic acid
Appearance
Off-white powder
Purity
≥ 99% (Chiral HPLC)
Density
1.218 g/cm3
Boiling Point
258 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C6H11NO2/c7-5(6(8)9)3-4-1-2-4/h4-5H,1-3,7H2,(H,8,9)/t5-/m0/s1
InChI Key
XGUXJMWPVJQIHI-YFKPBYRVSA-N
Canonical SMILES
C1CC1CC(C(=O)O)N

H-β-Cyclopropyl-L-Alanine, an amino acid analog with unique structural properties, finds various applications in scientific research and drug development. Here are the key applications, presented with high perplexity and burstiness:

Drug Development: Serving as a crucial building block in synthesizing innovative drugs, H-β-Cyclopropyl-L-Alanine introduces distinctive conformational constraints due to its cyclopropyl group. This feature enables the design of molecules with enhanced selectivity and potency by medicinal chemists. These tailored therapeutic agents target a spectrum of conditions, including cancer and neurodegenerative diseases, heralding a new era in drug development.

Enzyme Inhibition Studies: Researchers harness the power of H-β-Cyclopropyl-L-Alanine to explore complex enzyme-substrate interactions and inhibition mechanisms. Its unique structural properties allow it to act as a competitive inhibitor for specific enzymes, shedding light on enzyme mechanics and substrate specificity. This pivotal research is instrumental in formulating enzyme inhibitors as potential drugs, advancing the field of enzymology and drug discovery.

Peptide Design: Incorporating H-β-Cyclopropyl-L-Alanine into peptides facilitates the stabilization of key secondary structures, like helices and turns. This stabilization plays a pivotal role in studying protein folding, stability, and functionality, offering insights into protein dynamics. Researchers utilize these specially designed peptides to deepen understanding of protein behavior and to craft innovative peptide-based therapeutics with improved efficacy and targeting capabilities.

Bioconjugation: Embracing diverse bioconjugation strategies, H-β-Cyclopropyl-L-Alanine emerges as a versatile tool for modifying proteins and other biomolecules. Its unique chemical attributes enable varied covalent modifications, elevating the functionality and stability of conjugated molecules. This versatility is particularly valuable in creating targeted drug delivery systems and cutting-edge diagnostic tools, revolutionizing the field of bioconjugation and molecular biology.

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