Overview
D-Cyclohexylalanine is a synthetic, non-proteinogenic amino acid characterized by a cyclohexyl group attached to the alpha carbon of alanine. This modification imparts unique structural and chemical properties, making it valuable in peptide chemistry and pharmaceutical research. The compound is primarily used to modify peptide backbones, enhancing their stability and bioavailability. Its chiral nature allows for selective incorporation into peptides, influencing their conformational and biological properties. Researchers favor D-cyclohexylalanine for its ability to improve drug-like characteristics in therapeutic peptides.
Physical and Chemical Properties
D-Cyclohexylalanine appears as a white to off-white crystalline powder with a molecular weight of 171.24 g/mol. It is soluble in polar solvents like water, methanol, and DMSO, but exhibits limited solubility in non-polar solvents. The compound has a melting point of approximately 280-285°C, though it may decompose at higher temperatures. Its cyclohexyl side chain increases hydrophobicity compared to standard alanine, influencing its interactions in peptide structures. The chiral center at the alpha carbon ensures enantiomeric purity, critical for research and pharmaceutical applications.
Main Applications
D-Cyclohexylalanine is widely used in peptide synthesis to introduce hydrophobic and rigid structural elements. Its incorporation into peptides can enhance resistance to enzymatic degradation and improve membrane permeability, making it valuable in drug development. In pharmaceutical research, this amino acid is employed to design peptide-based therapeutics, including antimicrobial peptides and hormone analogs. Its ability to stabilize secondary structures like alpha-helices and beta-turns makes it a versatile tool for modulating peptide conformation and function.
Safety and Storage
D-Cyclohexylalanine should be handled with care to avoid inhalation or skin contact. Use gloves, goggles, and lab coats when working with the compound. In case of exposure, rinse thoroughly with water and seek medical advice if necessary. Store the compound in a tightly sealed container, protected from light and moisture, at room temperature or below. Prolonged exposure to humid conditions may lead to degradation, reducing its efficacy for research purposes. Proper storage ensures long-term stability and maintains its chemical integrity.
B2B Procurement Guide
When procuring D-cyclohexylalanine, prioritize suppliers with certifications (e.g., ISO, GMP) to ensure quality and consistency. Request certificates of analysis (CoA) detailing purity (≥98%), chiral purity (≥99%), and residual solvent levels. Bulk purchases may offer cost advantages, but verify storage and handling protocols to prevent degradation. For research-grade material, smaller quantities (1-10 grams) are commonly available. Prices vary based on purity and supplier, with reference ranges of $100-$300 per gram. Consider lead times and shipping conditions, especially for international orders.
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