Description

Cbz-2-Cyano-L-Phenylalanine is a protected amino acid derivative featuring a carboxybenzyl (Cbz) protecting group on the amine and a cyano substituent on the alpha carbon. This compound is a crucial chiral building block in the synthesis of complex peptides and peptidomimetics, enabling advanced research in medicinal chemistry. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers for developing novel therapeutic agents, including enzyme inhibitors and drug candidates targeting metabolic and neurological pathways.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs) and investigational new drugs.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis to incorporate non-natural amino acid residues, enhancing peptide stability and bioactivity.
• Protease Inhibitor Development: Acts as a core structural component in designing potent inhibitors for proteolytic enzymes like cathepsins and caspases.
• Chemical Biology Research: Employed as a tool compound to study enzyme mechanisms and protein-protein interactions through activity-based protein profiling.
• Bioconjugation: The cyano group offers a handle for further chemical modification and conjugation in linker chemistry for antibody-drug conjugates (ADCs).
• Academic & Industrial R&D: Essential for research in universities and CROs focusing on organic synthesis methodology and new therapeutic modalities.

Basic Information

Product Name	Cbz-2-Cyano-L-Phenylalanine
CAS No.	1177621-51-0
Molecular Formula	C₁₈H₁₆N₂O₄
Molecular Weight	324.33 g/mol
Synonyms	N-Carbobenzoxy-2-cyano-L-phenylalanine; (2S)-2-[[(Benzyloxy)carbonyl]amino]-3-phenyl-2-cyanopropanoic acid; Z-2-Cyano-L-Phenylalanine; N-Cbz-2-Cyano-L-Phenylalanine; Nα-Cbz-2-Cyano-L-Phenylalanine; 2-Cyano-N-(phenylmethoxy)carbonyl-L-phenylalanine; Benzyl N-[(1S)-1-cyano-2-phenylethyl]carbamate
EINECS	Contact for details

Quality Control

Our Cbz-2-Cyano-L-Phenylalanine is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and spectroscopic methods for structural confirmation. We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with your research or cGMP guidelines for non-clinical use. Specifications are designed to meet the stringent requirements of pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.