Peptides & Building Blocks

L-Cyclohexylalanine

  • CAS No.27527-05-5
  • GradeIndustrial / Pharmaceutical
  • Availability● In Stock

High purity L-Cyclohexylalanine (CAS 27527-05-5) designed for advanced peptide synthesis and pharmaceutical research applications.

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Product Technical Details

Product Overview

L-Cyclohexylalanine represents a sophisticated class of non-proteinogenic amino acid derivatives that play a pivotal role in modern medicinal chemistry and peptide engineering. As a chiral building block, this compound features a cyclohexyl group attached to the beta-carbon of the alanine backbone, providing unique structural properties that distinguish it from natural amino acids. Our manufacturing process ensures high stereochemical purity, specifically delivering the L-enantiomer which is critical for biological activity and specific receptor binding in drug discovery programs.

The incorporation of the cyclohexyl ring structure introduces significant conformational constraints and enhanced lipophilicity to peptide chains. This modification is often employed by researchers to improve the metabolic stability, membrane permeability, and binding affinity of therapeutic peptides. By replacing natural residues with L-Cyclohexylalanine, medicinal chemists can optimize pharmacokinetic profiles and protect candidate molecules from rapid enzymatic degradation.

Key Specifications

ParameterSpecification
CAS Number27527-05-5
Molecular FormulaC9H17NO2
Molecular Weight171.24 g/mol
AppearanceWhite to off-white powder
Assay (Purity)≥98.0%
Specific Rotation+11.0° to +14.0°
Loss on Drying≤0.50%
Residue on Ignition≤0.20%
Storage ConditionStore at 0°C

Industrial Applications

In the realm of pharmaceutical development, this compound serves as a vital building block for the synthesis of peptide mimetics and enzyme inhibitors. It is extensively used in solid-phase peptide synthesis (SPPS) where its steric bulk can influence the secondary structure of the resulting peptide. Furthermore, it is utilized in the development of protease-resistant peptides, which are essential for creating longer-acting biologic drugs. The compound's stability under various reaction conditions makes it suitable for diverse organic synthesis routes required in complex molecule assembly.

Beyond direct drug synthesis, L-Cyclohexylalanine is valuable in structure-activity relationship (SAR) studies. Researchers utilize this intermediate to probe the hydrophobic pockets of target proteins, helping to identify key interactions that drive potency. Its compatibility with standard Fmoc and Boc protection strategies ensures seamless integration into existing laboratory workflows for both academic and industrial research settings.

Quality Assurance and Storage

  • Produced under strict quality management systems to ensure batch-to-batch consistency.
  • Comprehensive Certificate of Analysis (COA) provided with every shipment.
  • Packaged in 25kg drums or customized according to client requirements.
  • Store in a cool, dry, and well-ventilated place away from incompatible substances.
  • Keep container tightly closed to prevent moisture absorption and maintain integrity.

Our commitment to quality extends beyond mere compliance. We employ advanced analytical techniques including HPLC and polarimetry to verify enantiomeric excess and chemical purity. This rigorous testing protocol guarantees that every gram of L-Cyclohexylalanine meets the demanding standards required for clinical-grade peptide production. For large-scale projects, we offer scalable manufacturing capabilities to support your transition from early-stage research to commercial production.