Description

n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid is a high-purity, non-natural amino acid derivative featuring a stereochemically defined β-hydroxy-α-amino acid scaffold protected by a fluorenylmethyloxycarbonyl (Fmoc) group. This compound is critically important as a specialized building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, where it introduces a constrained, chiral diol motif. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, enzyme inhibitors, and molecular probes.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key Fmoc-protected amino acid for the automated synthesis of peptides containing β-hydroxy-α-amino acid residues.
• Peptidomimetic Drug Discovery: Used to incorporate rigid, chiral structural elements that mimic natural peptide turns and enhance metabolic stability and receptor selectivity.
• Enzyme Inhibitor Design: Serves as a core scaffold for developing transition-state analog inhibitors of proteases and other hydrolytic enzymes.
• Chemical Biology Probes: Employed in the synthesis of activity-based probes and affinity labels for studying protein function and interactions.
• Glycopeptide & Lipopeptide Analogues: Acts as a precursor for synthesizing complex peptide conjugates with modified backbones.
• Material Science: Potential use in creating functionalized biomaterials and self-assembling peptide nanostructures.

Basic Information

Product Name	n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid
CAS No.	596096-27-4
Molecular Formula	C24H21NO5
Molecular Weight	403.43 g/mol
Synonyms	Fmoc-(2S,3S)-AHPA; (2S,3S)-3-[(9H-Fluoren-9-ylmethoxy)carbonyl]amino-2-hydroxy-3-phenylpropanoic Acid; (2S,3S)-2-Hydroxy-3-[(9H-fluoren-9-ylmethoxy)carbonyl]amino-3-phenylpropionic Acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-phenylisoserine; Fmoc-(S,S)-3-Amino-2-hydroxy-3-phenylpropionic Acid; Fmoc-(2S,3S)-β-Hydroxy-β-phenyl-α-amino acid; Fmoc-(S,S)-AHPA-OH
EINECS	Contact for details

Quality Control

Our n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity, suitable for sensitive research and development applications. All materials are accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles. We support compliance with relevant research and development standards.

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 (HPLC)	Conforms
Identification (IR)	Conforms
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% de
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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