Description

(R)-n-Fmoc-2-(6'-Heptenyl)Alanine is a high-purity, non-natural amino acid derivative featuring a terminal alkene side chain and an N-terminal Fmoc protecting group. This compound is a critical building block in solid-phase peptide synthesis (SPPS), enabling the precise incorporation of a hydrophobic, unsaturated moiety into peptide sequences. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel peptide therapeutics, peptidomimetics, and chemical biology probes. The terminal alkene functionality offers a versatile handle for further site-specific modifications via click chemistry, such as thiol-ene reactions or olefin metathesis.

Application

• Solid-Phase Peptide Synthesis (SPPS): As a key Fmoc-protected amino acid for the automated synthesis of custom peptides with tailored hydrophobic and reactive properties.
• Peptidomimetic Drug Discovery: For constructing peptide backbones with enhanced metabolic stability and membrane permeability in therapeutic candidate libraries.
• Chemical Biology & Bioconjugation: The terminal alkene side chain serves as a bioorthogonal handle for labeling peptides with fluorophores, affinity tags, or other functional molecules.
• Material Science & Surface Modification: Incorporation into peptide-based polymers or coatings to introduce cross-linking sites via the alkene group.
• Structure-Activity Relationship (SAR) Studies: To investigate the impact of a specific hydrophobic, unsaturated amino acid residue on peptide-protein interactions and biological activity.

Basic Information

Product Name	(R)-n-Fmoc-2-(6'-Heptenyl)Alanine
CAS No.	1311933-84-2
Molecular Formula	C25H29NO4
Molecular Weight	407.50 g/mol
Synonyms	Fmoc-(R)-2-(6-Heptenyl)alanine; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)oct-7-enoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-6-heptenyl-L-alanine; Fmoc-6-Heptenyl-L-Ala-OH; Fmoc-L-2-(6-Heptenyl)alanine; N-α-Fmoc-L-2-(6-Heptenyl)alanine; (2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)oct-7-enoic acid
EINECS	Contact for details

Quality Control

Our (R)-n-Fmoc-2-(6'-Heptenyl)Alanine is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing to ensure identity, purity, and consistency, meeting the stringent requirements for peptide synthesis reagents. Certificates of Analysis (COA) detailing purity (by HPLC), chiral purity, and other critical parameters are provided with every shipment. We support cGMP-compliant documentation for pharmaceutical development projects upon request.

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 product is hygroscopic (moisture-sensitive) and light-sensitive. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC/MS)	Conforms
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 ppm

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