Description

(R)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)-2-Methyl-Hept-6-Enoic Acid is a specialized, non-natural amino acid derivative featuring a terminal alkene group and an Fmoc-protected amine. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, offering precise control over stereochemistry and molecular architecture. It is primarily utilized by research institutions and pharmaceutical companies engaged in advanced drug discovery, medicinal chemistry, and the development of novel therapeutic agents.

Application

• Solid-Phase Peptide Synthesis (SPPS): Serves as a key Fmoc-protected amino acid monomer for the controlled assembly of custom peptide sequences, particularly those requiring a branched side chain at the alpha position.
• Peptidomimetic Drug Discovery: The unique 2-methyl-hept-6-enoic acid side chain and chiral center are leveraged to create non-peptide analogs that mimic bioactive peptides, enhancing metabolic stability and bioavailability.
• Chemical Biology Probes: Used to synthesize labeled or modified peptides for studying protein-protein interactions, enzyme mechanisms, and cellular pathways.
• Combinatorial Chemistry Libraries: Acts as a valuable scaffold for generating diverse compound libraries to screen for new biological activity in high-throughput assays.
• Linker and Conjugation Chemistry: The terminal alkene functionality allows for further chemical modification via reactions like thiol-ene click chemistry, enabling conjugation to other molecules, surfaces, or biomolecules.

Basic Information

Product Name	(R)-2-(9H-Fluoren-9-Ylmethoxycarbonylamino)-2-Methyl-Hept-6-Enoic Acid
CAS No.	288617-77-6
Molecular Formula	C24H27NO4
Molecular Weight	393.48 g/mol
Synonyms	Fmoc-(R)-2-Amino-2-methyl-6-heptenoic acid; (R)-Fmoc-Amino(2-methyl-6-heptenoic) acid; (R)-N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-amino-2-methyl-6-heptenoic acid; (R)-2-(((9H-Fluoren-9-yl)methoxy)carbonylamino)-2-methylhept-6-enoic acid; Fmoc-(R)-AMHA-OH; (R)-2-(Fmoc-amino)-2-methyl-6-heptenoic acid; (R)-N-Fmoc-2-amino-2-methyl-6-heptenoic acid
EINECS	Contact for details

Quality Control

Our production of this advanced pharmaceutical intermediate adheres to stringent quality protocols. Every batch is subjected to comprehensive analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the exacting standards required for research and pre-clinical development. Certificates of Analysis (COA) detailing identity, purity, and specific impurity profiles are provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); ensure the container is sealed under an inert atmosphere after each use to maintain stability and prevent degradation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Purity (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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