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Atomfair Ac-D-Phe(4-Br)-OH C11H12BrNO3

Description Ac-D-Phe(4-Br)-OH (CAS No. 171095-12-8) is a high-purity, brominated phenylalanine derivative widely used in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C11H12BrNO3, is an enantiomerically pure D-configuration amino acid featuring an acetyl-protected amine and a 4-bromophenyl side chain. Its IUPAC name is (2R)-2-acetamido-3-(4-bromophenyl)propanoic acid , and it is characterized by exceptional stability under standard laboratory conditions. This product is rigorously tested via HPLC, NMR, and mass spectrometry to ensure ??98% purity, making it ideal for sensitive applications in medicinal chemistry and bioconjugation. The bromine moiety offers versatile reactivity for further functionalization, including Suzuki couplings or nucleophilic…

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Description

Description

Ac-D-Phe(4-Br)-OH (CAS No. 171095-12-8) is a high-purity, brominated phenylalanine derivative widely used in peptide synthesis and pharmaceutical research. This compound, with the molecular formula C11H12BrNO3, is an enantiomerically pure D-configuration amino acid featuring an acetyl-protected amine and a 4-bromophenyl side chain. Its IUPAC name is (2R)-2-acetamido-3-(4-bromophenyl)propanoic acid, and it is characterized by exceptional stability under standard laboratory conditions.

This product is rigorously tested via HPLC, NMR, and mass spectrometry to ensure ??98% purity, making it ideal for sensitive applications in medicinal chemistry and bioconjugation. The bromine moiety offers versatile reactivity for further functionalization, including Suzuki couplings or nucleophilic substitutions. Packaged under inert gas to prevent degradation, each batch includes a comprehensive Certificate of Analysis with detailed chromatographic data.

Key applications include: solid-phase peptide synthesis (SPPS), structure-activity relationship (SAR) studies, and as a building block for bromine-labeled bioactive compounds. Store desiccated at -20??C for long-term stability.

  • CAS No: 171095-12-8
  • Molecular Formula: C11H12BrNO3
  • Molecular Weight: 286.12
  • Exact Mass: 285.00006
  • Monoisotopic Mass: 285.00006
  • IUPAC Name: (2R)-2-acetamido-3-(4-bromophenyl)propanoic acid
  • SMILES: CC(=O)N[C@H](CC1=CC=C(C=C1)Br)C(=O)O
  • Synonyms: Ac-D-Phe(4-Br)-OH, 194149-55-8, (2R)-3-(4-bromophenyl)-2-acetamidopropanoic acid, AKOS015912082, E83522

Application

Ac-D-Phe(4-Br)-OH serves as a critical intermediate in the synthesis of modified peptides with enhanced receptor binding properties, particularly in GPCR-targeted drug discovery. The bromine atom enables site-specific cross-coupling reactions for creating biaryl structures in peptidomimetics. Researchers utilize this derivative to introduce heavy atoms for X-ray crystallography studies of protein-ligand complexes. Its D-configuration makes it valuable for engineering protease-resistant peptide therapeutics.

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