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Specifications
|
Appearance: |
A white to off-white powder |
|
Assay: |
98% to 101% |
|
Specific rotation [α]D20: |
-1° to +1° |
|
Chloride (Cl): |
0.02% max |
|
Heavy metals (Pb): |
10 ppm max |
|
Arsenic (As2O3): |
2 ppm max |
|
Loss on drying: |
0.5% max |
|
Residue on ignition: |
0.2% max |
DL-Proline丨CAS 609-36-9 is the racemic mixture of the two enantiomers: L-proline and D-proline, in equal amounts. It is a cyclic, non-essential amino acid and exists as a white crystalline solid. Unlike most amino acids, proline contains a secondary amine, making it structurally distinct and influencing its biological and chemical properties.
Applications
1. Chemical Synthesis and Catalysis
Used as an organocatalyst in asymmetric synthesis, particularly in aldol reactions and Michael additions.
Facilitates stereoselective formation of carbon–carbon bonds due to its chiral structure.
A racemic mixture (DL-form) is cost-effective for non-stereospecific reactions where chirality is not critical.
2. Biochemical Research
Serves as a model compound for studying protein folding and conformational analysis.
DL-proline is useful in testing enzymes that act specifically on one enantiomer (L- or D-proline), helping elucidate enzyme stereospecificity.
3. Pharmaceutical and Peptide Chemistry
Used in the synthesis of proline-containing peptides and peptide mimetics.
Plays a role in the design of proline analogues for modulating peptide conformation and stability.
4. Polymer and Material Science
Utilized in the preparation of biodegradable polymers and as a monomer in protein-based biomaterials.
Has applications in gel formation and coating materials.
Benefits
Versatile chemical intermediate for stereoselective and racemic applications.
Cost-effective alternative to optically pure L- or D-proline.
Stable and easy to handle, with good solubility in water and polar solvents.
Compatible with green chemistry approaches in organocatalysis.
Summary
DL-Proline丨CAS 609-36-9 is a racemic amino acid widely used in organic synthesis, biochemical research, and pharmaceutical development. As a cost-effective alternative to pure enantiomers, it serves as a valuable reagent in non-chiral reactions, organocatalysis, and material science. Its unique cyclic structure makes it a cornerstone in peptide and protein studies.
