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Fmoc-(3R,4R)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid CAS NO 583827-13-8


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CAS No.:583827-13-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(3R,4R)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid is a specialized, high-purity chiral building block featuring a stable nitroxyl radical (TEMPO) moiety. This compound is critical for advanced research and development, particularly in the synthesis of spin-labeled peptides and other biomolecules for electron paramagnetic resonance (EPR) spectroscopy studies. It is primarily sought by pharmaceutical R&D laboratories, biotechnology companies, and academic institutions focused on structural biology, protein dynamics, and novel drug discovery platforms.

Application

  • Spin-Labeled Peptide Synthesis: As a key Fmoc-protected amino acid derivative for the solid-phase peptide synthesis (SPPS) of peptides containing site-specific nitroxide spin labels.
  • EPR/ESR Spectroscopy Probes: Used to create molecular probes for investigating protein structure, folding, dynamics, and interactions via Electron Paramagnetic Resonance (EPR) or Electron Spin Resonance (ESR) techniques.
  • Site-Directed Spin Labeling (SDSL): Enables the incorporation of a stable radical into specific sites of proteins or nucleic acids for distance measurements and conformational analysis.
  • Bioconjugation & Protein Engineering: Serves as a versatile handle for the site-specific modification of biomolecules to study function or create novel bioconjugates.
  • Materials Science Research: Utilized in the development of functional organic materials and polymers where stable radicals impart unique electronic or magnetic properties.
  • Pharmaceutical Intermediate: Acts as a chiral intermediate in the research-scale synthesis of complex molecules with potential therapeutic applications.

Basic Information

Product Name Fmoc-(3R,4R)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid
CAS No. 583827-13-8
Molecular Formula C25H30N2O5
Molecular Weight 438.52 g/mol
Synonyms Fmoc-(3R,4R)-4-Amino-TEMPO-3-carboxylic Acid; Fmoc-TEMPO-Amino Acid; 9-Fluorenylmethyloxycarbonyl-(3R,4R)-4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl-3-carboxylic Acid; N-α-Fmoc-4-amino-TEMPO-3-carboxylic Acid; (3R,4R)-1-Oxyl-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,2,6,6-tetramethylpiperidine-3-carboxylic Acid; Fmoc-4-ATPC; Fmoc-protected TEMPO amino acid; Spin-label amino acid building block.
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Quality Control

Our Fmoc-(3R,4R)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity, essential for sensitive spectroscopic applications. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and specific tests for chiral integrity and radical content. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) for long-term stability. This compound is easily oxidized and light-sensitive; allow the sealed container to reach room temperature before opening to minimize moisture condensation and oxidative degradation.

Specification

Item Specification
Appearance Off-white to light yellow powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Purity (HPLC) ≥ 95.0%
Chiral Purity ≥ 99.0% de (by chiral HPLC or NMR)
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.5%

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

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