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(S)-n-Fmoc-2-(7'-Octenyl) Alanine CAS NO 288617-75-4


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CAS No.:288617-75-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-n-Fmoc-2-(7'-Octenyl) Alanine is a high-purity, non-natural amino acid derivative featuring a long-chain alkenyl side group and an Fmoc-protected α-amino function. This compound is essential for the solid-phase peptide synthesis (SPPS) of lipopeptides and membrane-associated peptides, where its hydrophobic, unsaturated side chain is critical for modulating peptide conformation and bioactivity. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, antimicrobial agents, and biochemical probes.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As a specialized building block for incorporating a hydrophobic, unsaturated moiety into peptide sequences.
  • Lipopeptide Development: Key precursor for synthesizing peptide amphiphiles and lipopeptides with potential antimicrobial or cell-penetrating properties.
  • Membrane Protein Studies: Used to create peptide mimics or segments designed to interact with or insert into lipid bilayers.
  • Chemical Biology Probes: Enables the site-specific introduction of a long-chain alkene handle for further bio-conjugation via click chemistry (e.g., thiol-ene reactions).
  • Pharmaceutical Research: Employed in the discovery and optimization of peptide-based drug candidates targeting GPCRs or other membrane-bound receptors.
  • Material Science: Potential monomer for creating functionalized biomaterials or peptide-polymer conjugates.

Basic Information

Item Details
Product Name (S)-n-Fmoc-2-(7'-Octenyl) Alanine
CAS No. 288617-75-4
Molecular Formula C₂₆H₃₁NO₄
Molecular Weight 421.53 g/mol
Synonyms Fmoc-(S)-2-(7-Octenyl)alanine; Fmoc-L-2-(7-Octenyl)alanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-(7-octen-1-yl)-L-alanine; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-(7-octenyl)propanoic acid; Fmoc-2-(7-Octenyl)-L-Ala-OH; Nα-Fmoc-L-2-(7-Octenyl)alanine; Fmoc-L-2-(7-Octen-1-yl)Ala
EINECS Contact for details

Quality Control

Every batch of (S)-n-Fmoc-2-(7'-Octenyl) Alanine is manufactured under controlled conditions and undergoes rigorous analytical testing to ensure high chemical purity and chiral integrity, critical for sensitive peptide synthesis. Our standard quality protocol includes HPLC for purity assessment, NMR for structural confirmation, and optical rotation measurement. Certificates of Analysis (COA) detailing all test results are available upon request.

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 product is hygroscopic (moisture-sensitive). Allow the sealed container to equilibrate to room temperature before opening to minimize moisture uptake.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms
Identification (NMR) Conforms
Purity (HPLC) ≥ 98.0%
Specific Optical Rotation Contact for details
Water Content (KF) ≤ 0.5%
Heavy Metals ≤ 20 ppm

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

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