4-Bromophenylalanine

CAS: 14091-15-7

Ref. 3D-FB32391

Product Information

• Name: 4-Bromophenylalanine
• Synonyms: 4-Bromo-DL-phenylalanine, 2-Amino-3-(4-bromophenyl)propanoic acid, 2-Amino-3-(4-bromophenyl)propionic acid, 4-Bromo-<span class="text-smallcaps">DL</span>-phenylalanine, <span class="text-smallcaps">DL</span>-4-Bromophenylalanine, <span class="text-smallcaps">DL</span>-Phenylalanine, 4-bromo-, <span class="text-smallcaps">DL</span>-p-Bromophenylalanine, Alanine, 3-(p-bromophenyl)-, <span class="text-smallcaps">DL</span>-, H-DL-Phe(3-Br)-OH, NSC 12762, Phenylalanine, 4-Bromo-, p-Bromo-<span class="text-smallcaps">DL</span>-phenylalanine, p-Bromophenylalanine, α-Amino-4-bromobenzenepropanoic acid
• CAS: 14091-15-7

Description

4-Bromophenylalanine is a chemical compound that can be used as a spectroscopic probe to study the dynamics of protein synthesis. It is derived from 4-bromobenzaldehyde, which is oxidized by hydrogen peroxide in the presence of cytochrome P450 reductase and NADPH, yielding 4-bromophenylalanine. This compound has been shown to inhibit protein synthesis by binding reversibly to the synthetase during its synthetic cycle. The binding of 4-bromophenylalanine inhibits the synthesis of peptides with a C-terminal amide group. This inhibition leads to a decrease in the amount of functional groups present in proteins and an increase in the amount of buffers. These effects have been demonstrated through modelling studies using both model organisms and buffer solutions.

• Brand: Biosynth

Chemical properties

• Molecular weight: 244.09 g/mol
• Formula: C₉H₁₀BrNO₂
• Purity: Min. 95%
• Color/Form: White Powder
• InChI: InChI=1S/C9H10BrNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)
• InChI key: InChIKey=PEMUHKUIQHFMTH-UHFFFAOYSA-N
• SMILES: NC(Cc1ccc(Br)cc1)C(=O)O