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Fmoc-(3S,4S)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid CAS NO 583827-12-7


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CAS No.:583827-12-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(3S,4S)-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 the synthesis of spin-labeled peptides and proteins, enabling advanced research in structural biology, biophysics, and magnetic resonance studies. It is primarily utilized by pharmaceutical R&D departments, academic research institutions, and biotechnology companies focused on probing protein dynamics, interactions, and conformational changes.

Application

  • Spin-Labeled Peptide Synthesis: Acts as a key chiral amino acid derivative for incorporating a stable nitroxide radical (TEMPO) site-specifically into peptide chains.
  • Site-Directed Spin Labeling (SDSL): Essential for preparing samples for Electron Paramagnetic Resonance (EPR) spectroscopy to study protein structure, dynamics, and folding.
  • Structural Biology Research: Used to investigate protein-protein interactions, membrane protein topology, and conformational changes in solution.
  • Biophysical Probes: Enables the development of molecular probes for distance measurements via pulsed EPR techniques like DEER (Double Electron-Electron Resonance).
  • Pharmaceutical Development: Serves as a tool compound in drug discovery for understanding target engagement and binding mechanisms.
  • Advanced Material Science: Potential use in creating functionalized polymers and materials with paramagnetic properties.

Basic Information

Product Name Fmoc-(3S,4S)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid
CAS No. 583827-12-7
Molecular Formula C24H29N2O5
Molecular Weight 425.50 g/mol
Synonyms Fmoc-(3S,4S)-4-Amino-2,2,6,6-tetramethylpiperidine-1-oxyl-3-carboxylic Acid; Fmoc-Tempo-OH (chiral); N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl-3-carboxylic Acid; (3S,4S)-1-Oxyl-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2,2,6,6-tetramethylpiperidine-3-carboxylic Acid; Fmoc-4-Amino-TEMPO-3-COOH; Chiral Fmoc-TEMPO Amino Acid; Fmoc-4-NH2-TEMPO-3-COOH
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Quality Control

Our production of Fmoc-(3S,4S)-4-Amino-1-Oxyl-2,2,6,6-Tetramethylpiperidine-3-Carboxylic Acid adheres to stringent quality protocols to ensure the high chiral purity and radical stability required for sensitive biophysical applications. Each batch is characterized by advanced analytical techniques including HPLC, NMR, and EPR spectroscopy. Certificates of Analysis (COA) detailing identity, purity, chiral excess, and assay are provided to guarantee compliance with research-grade specifications.

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) to minimize oxidation and degradation. The product is hygroscopic (moisture-sensitive); allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance Yellow to orange powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 95.0%
Chiral Purity (HPLC) ≥ 99.0% de
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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