trans-4-Cyclohexyl-L-proline

• CAT Number: M004275
• CAS Number: 103201-78-1
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.28
• Purity: ≥95%
• Storage: Desiccate at RT
• IUPAC Name: (2S,4S)-4-cyclohexylpyrrolidine-2-carboxylic acid
• InChI: InChI=1S/C11H19NO2/c13-11(14)10-6-9(7-12-10)8-4-2-1-3-5-8/h8-10,12H,1-7H2,(H,13,14)/t9-,10+/m1/s1
• InChIKey: XRZWVSXEDRYQGC-ZJUUUORDSA-N
• SMILES: C1CCC(CC1)C2CC(NC2)C(=O)O

trans-4-Cyclohexyl-L-proline(CAT: M004275) is a conformationally constrained non-proteinogenic amino acid, featuring a cyclohexyl substituent at the 4-position of the L-proline ring in the trans-configuration. This structural modification enhances steric bulk and hydrophobicity, making it a valuable building block in peptidomimetics, foldamers, and drug design. Its rigid backbone supports defined secondary structure formation, often improving metabolic stability and receptor selectivity in bioactive peptides and small molecules. trans-4-Cyclohexyl-L-proline is frequently used in structure–activity relationship (SAR) studies, enzyme inhibitors, and ligand optimization for pharmaceutical research. Its stereochemical purity and functional versatility make it a powerful tool in modern medicinal chemistry.