Description

Fmoc-(2S,3R)-Ahpa is a protected, non-proteinogenic amino acid derivative widely used as a key building block in solid-phase peptide synthesis (SPPS). Its primary value lies in introducing the constrained (2S,3R)-2-amino-3-hydroxypentanoic acid (Ahpa) moiety into peptide chains, which is crucial for modulating peptide conformation, stability, and biological activity. This high-purity intermediate is essential for researchers and manufacturers in pharmaceutical R&D, particularly for developing novel therapeutic peptides and peptidomimetics targeting various diseases.

Application

• Solid-Phase Peptide Synthesis (SPPS): As a critical Fmoc-protected amino acid for the automated synthesis of complex peptides.
• Peptidomimetic Drug Discovery: For incorporating conformationally restricted amino acid residues to enhance metabolic stability and receptor selectivity of lead compounds.
• Antibiotic Research: In the synthesis of novel peptide-based antibiotics where the Ahpa structure can influence membrane permeability and activity.
• Enzyme Inhibitor Development: Used to create peptide analogs that act as potent and selective inhibitors for proteases and other enzymes.
• Chemical Biology Probes: For constructing labeled or modified peptides used to study protein-protein interactions and cellular pathways.
• API Intermediate Manufacturing: Serves as a key chiral intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs).

Basic Information

Product Name	Fmoc-(2S,3R)-Ahpa
CAS No.	1426128-64-4
Molecular Formula	C₂₁H₂₃NO₅
Molecular Weight	369.41 g/mol
Synonyms	Fmoc-(2S,3R)-2-amino-3-hydroxypentanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-(2S,3R)-2-amino-3-hydroxypentanoic acid; Fmoc-Ahpa-OH; Fmoc-(2S,3R)-Ahpa-OH; (2S,3R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-hydroxypentanoic acid; N-α-Fmoc-(2S,3R)-2-amino-3-hydroxypentanoic acid
EINECS	Contact for details

Quality Control

Our Fmoc-(2S,3R)-Ahpa is manufactured under strict quality systems to ensure the high purity and consistency required for sensitive pharmaceutical research. Each batch is subjected to comprehensive analytical testing, including HPLC for purity and chiral integrity, NMR for structural confirmation, and MS for identity verification. Certificates of Analysis (COA) detailing all specifications are provided to guarantee traceability and compliance with your internal quality 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. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (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.