Description

(S)-N-acetyl-4-bromophenylalanine (CAS: 171095-12-8) is a high-purity chiral compound with the molecular formula C₁₁H₁₂BrNO₃. This brominated phenylalanine derivative is widely used in pharmaceutical research, peptide synthesis, and biochemical studies due to its role as a key intermediate in the synthesis of bioactive molecules. The compound features an acetyl-protected amino group and a bromine-substituted aromatic ring, making it valuable for selective modifications in medicinal chemistry and drug development.

Our product is rigorously tested for purity (>98% by HPLC) and is supplied as a white to off-white crystalline powder. It is packaged under inert conditions to ensure stability and longevity. Suitable for use in in vitro assays, structural biology, and as a building block for custom peptide synthesis. Store at 2-8°C in a dry environment to maintain optimal quality.

Properties

• CAS Number: 171095-12-8
• Complexity: 262
• IUPAC Name: (2S)-2-acetamido-3-(4-bromophenyl)propanoic acid
• InChI: InChI=1S/C11H12BrNO3/c1-7(14)13-10(11(15)16)6-8-2-4-9(12)5-3-8/h2-5,10H,6H2,1H3,(H,13,14)(H,15,16)/t10-/m0/s1
• InChI Key: LDCUXIARELPUCD-JTQLQIEISA-N
• Exact Mass: 285.00006
• Molecular Formula: C11H12BrNO3
• Molecular Weight: 286.12
• SMILES: CC(=O)N[C@@H](CC1=CC=C(C=C1)Br)C(=O)O
• Topological: 66.4
• Monoisotopic Mass: 285.00006
• Synonyms: 171095-12-8, (S)-N-acetyl-4-bromophenylalanine, N-Acetyl-4-bromo-L-phenylalanine, (S)-2-Acetamido-3-(4-bromophenyl)propanoic acid, (2S)-2-acetamido-3-(4-bromophenyl)propanoic acid, (2S)-3-(4-bromophenyl)-2-acetamidopropanoic acid, 2-(Acetylamino)-3-(4-Bromophenyl)Propanoic Acid, Maybridge1_008975, MFCD03094633, Oprea1_081241, SCHEMBL12813228, HMS566P21, DTXSID90425127, AKOS022181282, CCG-255264, AS-33369, DB-025438, CS-0207013, (S)-2-Acetamido-3-(4-bromophenyl)propanoicacid, EN300-7401487

(S)-N-acetyl-4-bromophenylalanine is primarily employed as a chiral synthon in asymmetric synthesis and peptide engineering. Researchers utilize it to introduce bromine-functionalized aromatic motifs into drug candidates, enabling further cross-coupling reactions. It also serves as a precursor for enzyme substrate studies and proteomics research due to its structural similarity to natural amino acids. The bromine moiety allows for radiolabeling or bioconjugation applications in tracer development.

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