Description

(S)-n-Fmoc-2-(5'-Pentenyl)Alanine CAS NO 288617-74-3 is a high-purity, non-natural amino acid derivative featuring a side-chain terminal alkene, making it a crucial building block for advanced peptide synthesis and bioconjugation. This compound is specifically engineered for applications requiring precise stereochemistry and orthogonal protecting group strategies. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel peptide-based therapeutics, drug delivery systems, and chemical biology probes.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc/tBu strategy, enabling the controlled assembly of complex peptides.
• Site-Specific Bioconjugation: The pentenyl side chain serves as a handle for thiol-ene "click" chemistry, allowing for the precise attachment of peptides to proteins, polymers, or surfaces.
• Peptidomimetic Drug Discovery: Used to incorporate non-natural, hydrophobic elements into peptide backbones to enhance metabolic stability and binding affinity.
• Linker Chemistry: The alkene functionality can be utilized in cross-metathesis reactions or further functionalized to create specialized linkers for prodrugs or imaging agents.
• Combinatorial Library Synthesis: An essential component for generating diverse libraries of peptide-like compounds for high-throughput screening.
• Material Science: Incorporation into peptide-based hydrogels or polymers to impart specific chemical reactivity or physical properties.

Basic Information

Product Name	(S)-n-Fmoc-2-(5'-Pentenyl)Alanine
CAS No.	288617-74-3
Molecular Formula	C23H25NO4
Molecular Weight	379.45 g/mol
Synonyms	Fmoc-Ala(5-pentenyl)-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-(pent-4-en-1-yl)-L-alanine; (S)-2-(4-Pentenyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]alanine; Fmoc-L-2-(4-Pentenyl)alanine; Fmoc-2-(5'-Pentenyl)Ala-OH; N-α-Fmoc-2-(pent-4-enyl)-L-alanine; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-(pent-4-enyl)acetic acid
EINECS	Contact for details

Quality Control

Our (S)-n-Fmoc-2-(5'-Pentenyl)Alanine is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for pharmaceutical research and development. Certificates of Analysis (COA) with detailed chromatographic data are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0%
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.