L-Homophenylalanine（CAS# 943-73-7)
| Hazard Symbols | Xi - Irritant |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29224999 |
Introduction
L-Phenylbutyrine is an amino acid. It is similar in nature to other amino acids and is a white crystalline solid that is soluble in water and some polar solvents.
L-Phenylbutyrine plays an important role in living organisms and is an essential component in the protein synthesis process.
The method of preparing L-phenylbutyrine can be obtained by chemical synthesis or fermentation. The chemical synthesis method generally uses acetophenone as raw material to obtain L-phenylbutyrine through cyanide reaction and hydrolysis reaction. The fermentation method is generally to use microbial fermentation to produce L-phenylbutyrine.
Application
L-Homophenylalanine (L-HPA, (S)-2-Amino-4-phenylbutyric acid, CAS 943-73-7) is a non-proteinogenic α-amino acid featuring an additional methylene group in its side chain compared to L-phenylalanine. This extended, more flexible structure enhances hydrophobic interactions, making it a valuable chiral building block in pharmaceutical synthesis and peptide research. As a key pharmaceutical intermediate, L-Homophenylalanine is the essential precursor for the production of angiotensin-converting enzyme (ACE) inhibitors, including blockbuster drugs such as enalapril, delapril, quinapril, and ramipril. It is also involved in the synthesis of NEPA [(S,S)-N-(1-Ethoxycarbonyl-3-phenylpropyl)alanine], a critical intermediate for these ACE inhibitors. In oncology, L-Homophenylalanine serves as a key building block for the proteasome inhibitor Carfilzomib, an FDA-approved drug for treating multiple myeloma. Beyond drug manufacturing, it functions as a versatile chiral synthon in peptide synthesis and peptidomimetic design, where its enhanced hydrophobicity allows tuning of membrane permeability and metabolic stability of peptide drug candidates. In biochemical research, it is employed to study protein folding, stability, and enzyme-substrate interactions. It also exhibits anti-tumor activity and serves as a biochemical reagent for biomedical research. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of high-purity L-Homophenylalanine to meet your pharmaceutical and research needs. Contact us for a competitive quote and reliable global supply.
