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5-Hexynoic Acid, 2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Methylamino]-, (2S)- CAS NO 2642725-92-4


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CAS No.:2642725-92-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

5-Hexynoic Acid, 2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Methylamino]-, (2S)- is a specialized, chiral amino acid derivative featuring a terminal alkyne functional group, protected with the 9-fluorenylmethoxycarbonyl (Fmoc) group. This compound is a critical building block for the synthesis of complex peptides and peptidomimetics, enabling precise structural control and advanced bioconjugation strategies. It is primarily utilized by research institutions and pharmaceutical companies engaged in drug discovery, chemical biology, and the development of novel therapeutic agents.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected, alkyne-functionalized unnatural amino acid for the controlled assembly of peptide chains with unique side-chain modifications.
  • Click Chemistry Conjugation: The terminal alkyne moiety allows for efficient, site-specific bioconjugation via copper-catalyzed azide-alkyne cycloaddition (CuAAC) to attach fluorophores, polymers, or other biomolecules.
  • Peptidomimetic & PROTAC Development: Serves as a key intermediate for constructing peptide-like molecules and proteolysis-targeting chimeras (PROTACs) with enhanced stability and biological activity.
  • Chemical Biology Probes: Used to create activity-based probes and affinity tags for studying protein function, interactions, and localization within biological systems.
  • Pharmaceutical Intermediate: A high-purity intermediate in the multi-step synthesis of targeted APIs (Active Pharmaceutical Ingredients) for preclinical and clinical research.
  • Material Science: Potential use in creating functionalized surfaces or smart polymeric materials through its reactive handles.

Basic Information

Item Details
Product Name 5-Hexynoic Acid, 2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Methylamino]-, (2S)-
CAS No. 2642725-92-4
Molecular Formula C23H23NO5
Molecular Weight 393.44 g/mol
Synonyms (2S)-2-[(Fmoc-methylamino)]-5-hexynoic acid; Fmoc-N-Me-5-hexynyl-gly-OH (S-isomer); Nα-Fmoc-Nα-methyl-L-homopropargylglycine; Fmoc-N-methyl-L-homopropargylglycine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hex-5-ynoic acid; Fmoc-N-Me-Hpg(5-hexynyl)-OH Contact for additional synonyms.
EINECS Contact for details

Quality Control

Our production of this advanced synthetic intermediate adheres to stringent quality protocols to ensure batch-to-batch consistency and reliability for sensitive research applications. Each lot is characterized by HPLC, NMR, and mass spectrometry to confirm identity, chiral purity, and chemical integrity. A comprehensive Certificate of Analysis (COA) detailing purity, assay, and impurity profiles is provided with every shipment, supporting compliance with internal quality standards for pharmaceutical R&D.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. This compound is hygroscopic (moisture-sensitive) and light-sensitive; allow the sealed container to equilibrate to room temperature before opening to minimize moisture uptake and degradation.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Chiral Purity (HPLC) ≥ 98.0% ee
Water Content (KF) ≤ 1.0%
Residual Solvents (GC) Meets ICH guidelines

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

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