Overview
Cyclo(L-Pro-L-Phe) is a cyclic dipeptide (diketopiperazine) formed by condensation of L-proline and L-phenylalanine. Its rigid cyclic structure and chiral centers make it valuable in drug discovery and biochemical research. Unlike linear peptides, this compound exhibits enhanced metabolic stability and unique conformational properties. It serves as a scaffold in medicinal chemistry and as an active ingredient in cosmetic formulations targeting skin rejuvenation.
Physical and Chemical Properties
The compound crystallizes as a white powder with a high melting point (250-260°C), indicating thermal stability. Its solubility profile favors organic solvents like DMSO, while aqueous solubility is limited. Spectroscopic characterization typically includes NMR (1H/13C) and mass spectrometry. The cyclic structure restricts rotational freedom, which can be confirmed via X-ray crystallography. Stability studies show resistance to hydrolysis under neutral pH but degradation under strong acids/bases.
Main Applications
In pharmaceuticals, it acts as a building block for protease inhibitors and GPCR modulators. Recent studies explore its role in neurodegenerative disease research due to potential blood-brain barrier permeability. The cosmetic industry utilizes it in anti-aging serums for collagen stimulation. Its low molecular weight enables skin penetration, and it may function as a copper-peptide analog. Research-grade quantities are used to study quorum-sensing mechanisms in microbiology.
Safety and Storage
While not classified as acutely toxic, prolonged exposure may cause irritation. SDS recommends PPE including gloves and safety goggles. Spills should be contained with inert absorbents. Long-term storage requires desiccated conditions at 2-8°C to prevent hydrate formation. Argon/vacuum packaging extends shelf life for high-purity grades. Solutions in DMSO should be aliquoted to avoid freeze-thaw cycles.
B2B Procurement Guide
Bulk purchases (100g+) typically reduce costs by 30-50%. Request COA with HPLC traces and chiral purity verification (>99% ee). cGMP-grade material commands premium pricing. Reliable suppliers include peptide specialty manufacturers and fine chemical distributors. MOQs often start at 1g for R&D purposes. Lead times vary from 2 weeks (stock items) to 8 weeks for custom synthesis. Consider regulatory documentation needs for cross-border shipments.
Related Manufacturers
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