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Fmoc-(R)-3-Amino-(6-Phenyl)-5-Hexenoic Acid CAS NO 332064-75-2


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CAS No.:332064-75-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(R)-3-Amino-(6-Phenyl)-5-Hexenoic Acid is a high-purity, non-natural amino acid derivative featuring an Fmoc-protected amine group and a terminal alkene side chain. This compound is a critical chiral building block for the solid-phase synthesis of complex peptides and peptidomimetics, enabling the introduction of unique structural motifs. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers developing novel therapeutic peptides, protein-protein interaction inhibitors, and specialized bioconjugates.

Application

  • Peptide Drug Discovery: A key intermediate for incorporating the (R)-3-amino-(6-phenyl)-5-hexenoic acid residue into peptide sequences targeting GPCRs, enzymes, and other biological targets.
  • Peptidomimetic Synthesis: Serves as a versatile scaffold for creating conformationally constrained analogs and macrocyclic peptides to enhance metabolic stability and binding affinity.
  • Chemical Biology Probes: Used in the synthesis of activity-based probes and labeled peptides for studying enzyme mechanisms and protein localization.
  • Bioconjugation & Linker Chemistry: The alkene functionality allows for further modification via click chemistry (e.g., thiol-ene reactions) for attaching fluorophores, tags, or other payloads.
  • Combinatorial Library Production: Employed in the automated synthesis of diverse peptide libraries for high-throughput screening in drug discovery campaigns.
  • Academic Research: A valuable reagent for academic laboratories investigating peptide structure-activity relationships and novel synthetic methodologies.

Basic Information

Item Detail
Product Name Fmoc-(R)-3-Amino-(6-Phenyl)-5-Hexenoic Acid
CAS No. 332064-75-2
Molecular Formula C27H25NO4
Molecular Weight 427.49 g/mol
Synonyms Fmoc-(R)-3-Amino-6-phenyl-5-hexenoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-6-phenyl-5-hexenoic acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-6-phenylhex-5-enoic acid; Fmoc-Ahpe(6-Ph)-OH; Fmoc-(R)-Ahpe(6-Ph)-OH; Nα-Fmoc-(R)-3-amino-6-phenyl-5-hexenoic acid
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Quality Control

Every batch of Fmoc-(R)-3-Amino-(6-Phenyl)-5-Hexenoic Acid is manufactured under strict quality management systems and undergoes comprehensive analytical testing to ensure identity, purity, and chiral integrity. Our standard pharmaceutical-grade material typically meets a purity specification of ≥95% (HPLC). Certificates of Analysis (COA) detailing results for assay, chiral purity, and related substances are provided and can be tailored to meet specific project requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive); keep the container tightly sealed in a desiccated environment to maintain stability and prevent degradation.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms
Identification (IR) Conforms
Assay (HPLC) ≥ 95.0%
Chiral Purity (HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%

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

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