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Fmoc-2-Methyl-D-Homophenylalanine CAS NO 1260594-48-6


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CAS No.:1260594-48-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-2-Methyl-D-Homophenylalanine is a non-natural, side-chain methylated derivative of D-phenylalanine, protected with a 9-fluorenylmethoxycarbonyl (Fmoc) group. This engineered amino acid building block is critical for the synthesis of complex peptides with enhanced metabolic stability, altered receptor selectivity, and improved pharmacokinetic profiles. It is primarily utilized by research institutions and pharmaceutical companies engaged in advanced peptide drug discovery and development, particularly for creating novel therapeutics targeting GPCRs, enzymes, and other biological pathways.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc-strategy synthesis of peptide libraries and target molecules.
  • Peptidomimetic Drug Development: Incorporation into peptide backbones to introduce conformational constraints and improve proteolytic stability.
  • Structure-Activity Relationship (SAR) Studies: Used to probe the steric and hydrophobic requirements of peptide-binding pockets by introducing a methyl group on the homophenylalanine side chain.
  • Labeled Peptide Synthesis: Serves as a precursor or intermediate for synthesizing peptides with isotopic labels (e.g., deuterium, carbon-13) for metabolic and pharmacokinetic studies.
  • Bioconjugation and Probe Design: The Fmoc-protected amine allows for selective deprotection and further functionalization for creating peptide-based imaging probes or affinity tags.
  • Academic and Industrial Research: Essential reagent for medicinal chemistry and chemical biology research focusing on peptide-based therapeutics.

Basic Information

Product Name Fmoc-2-Methyl-D-Homophenylalanine
CAS No. 1260594-48-6
Molecular Formula C26H25NO4
Molecular Weight 415.48 g/mol
Synonyms N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-homophenylalanine; Fmoc-2-Me-D-hPhe; (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-2-methyl-4-phenylbutanoic acid; N-Fmoc-2-methyl-D-homophenylalanine; Fmoc-2-methyl-D-homoPhe-OH; Fmoc-(2-Me)-D-hPhe-OH
EINECS Contact for details

Quality Control

Our Fmoc-2-Methyl-D-Homophenylalanine is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity assessment, chiral analysis to confirm enantiomeric excess, and spectroscopic identification. Certificates of Analysis (COA) detailing purity, specific rotation, and impurity profiles are available upon request to ensure compliance with your research and development specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (HPLC) ≥ 99.0% ee (D-isomer)
Specific Rotation Contact for details
Water Content (KF) ≤ 0.5%
Heavy Metals ≤ 10 ppm

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

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