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(S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-2-Methylhept-6-Enoic Acid CAS NO 288617-73-2


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CAS No.:288617-73-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-2-Methylhept-6-Enoic Acid is a high-purity, non-natural amino acid derivative featuring a fluorenylmethyloxycarbonyl (Fmoc) protecting group and a terminal alkene handle. This compound is critically important as a specialized building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, enabling precise control over molecular architecture. It is primarily needed by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, protein engineering, and chemical biology studies.

Application

  • Solid-Phase Peptide Synthesis (SPPS): Serves as a key Fmoc-protected amino acid precursor for the automated synthesis of custom peptides with specific side-chain modifications.
  • Peptidomimetic Drug Discovery: Used to incorporate non-natural, structurally constrained amino acids into lead compounds to enhance metabolic stability, bioavailability, and target binding affinity.
  • Chemical Biology Probes: The terminal alkene functionality allows for further site-specific bioconjugation via thiol-ene or other "click" chemistry reactions, useful for creating labeled peptides or affinity tags.
  • Material Science & Biopolymers: Acts as a monomer for creating novel bio-inspired polymers with tailored properties for biomedical applications like drug delivery or tissue engineering scaffolds.
  • Academic & Industrial R&D: Essential for fundamental research in organic chemistry, medicinal chemistry, and biochemistry to study protein-protein interactions and enzyme mechanisms.

Basic Information

Product Name (S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-2-Methylhept-6-Enoic Acid
CAS No. 288617-73-2
Molecular Formula C24H27NO4
Molecular Weight 393.48 g/mol
Synonyms Fmoc-2-amino-2-methyl-6-heptenoic acid; Fmoc-(S)-Amino(2-methyl-5-hexenyl)acetic acid; (S)-Fmoc-2-Amino-2-methyl-6-heptenoic acid; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-enoic acid; Fmoc-Aib(5-hexenyl)-OH; N-α-Fmoc-2-amino-2-methyl-6-heptenoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-6-heptenoic acid (S-isomer)
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Quality Control

Our (S)-2-(((9H-Fluoren-9-Yl)Methoxy)Carbonylamino)-2-Methylhept-6-Enoic Acid is manufactured under strict quality systems to ensure batch-to-batch consistency and high purity suitable for sensitive research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We adhere to relevant industry standards and can provide material tailored to specific project requirements upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to maintain stability and prevent degradation. Keep away from heat and incompatible materials.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥97.0%
Optical Purity (Chiral HPLC) ≥99.0% ee
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%
Heavy Metals ≤10 ppm

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

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