Description

(2S)-2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-2-Methyl-3-Butynoic Acid is a high-purity, non-natural amino acid derivative featuring a terminal alkyne group, protected by the Fmoc (9-fluorenylmethoxycarbonyl) group. This compound is a critical building block in solid-phase peptide synthesis (SPPS), enabling the site-specific introduction of alkyne handles for subsequent bioorthogonal "click" chemistry reactions, such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC). It is essential for researchers and manufacturers in pharmaceutical R&D and biotechnology developing peptide-based therapeutics, diagnostic probes, and bioconjugates where precise chemical modification is required.

Application

• Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is directly used in automated peptide synthesizers for the controlled incorporation of an alkyne-functionalized residue into peptide chains.
• Bioconjugation & Labeling: The terminal alkyne moiety serves as a reactive handle for "click" chemistry with azide-containing tags (e.g., fluorescent dyes, biotin, PEG, toxins), enabling efficient and specific labeling of peptides.
• Chemical Biology & Proteomics: Used to synthesize activity-based probes (ABPs) or photoaffinity probes to study protein function, interactions, and localization within complex biological systems.
• Peptidomimetic & Drug Discovery: Incorporation into peptide backbones to create novel peptidomimetics with enhanced stability, bioavailability, or specific targeting properties for therapeutic candidate development.
• Material Science & Surface Functionalization: Employed to create peptide-based hydrogels, biomaterials, or functionalized surfaces where the alkyne group allows for further covalent attachment of other molecules or polymers.
• Antibody-Drug Conjugate (ADC) Research: Facilitates the synthesis of peptide linkers containing alkyne groups for the site-specific conjugation of cytotoxic payloads to antibodies.

Basic Information

Item	Details
Product Name	(2S)-2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-2-Methyl-3-Butynoic Acid
CAS No.	1217662-67-3
Molecular Formula	C21H19NO4
Molecular Weight	349.38 g/mol
Synonyms	Fmoc-(S)-2-amino-2-methyl-3-butynoic acid; Fmoc-Aib(propiolic)-OH; Fmoc-α-methyl-β,γ-dehydro-homoalanine; Fmoc-2-amino-2-methyl-but-3-ynoic acid; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbut-3-ynoic acid; Fmoc-Amino-isobutyric acid(propiolic); Fmoc-protected 2-methyl-3-butynoic amino acid; Alkyne-functionalized Fmoc-amino acid
EINECS	Contact for details

Quality Control

Our (2S)-2-[[(9H-Fluoren-9-Ylmethoxy)Carbonyl]Amino]-2-Methyl-3-Butynoic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral integrity, NMR (1H and 13C) and MS for structural confirmation, and residual solvent analysis. We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with research and cGMP-grade requirements for advanced pharmaceutical applications.

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) due to its hygroscopic and light-sensitive nature. For long-term storage, desiccate. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture absorption.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Retention time corresponds to reference standard
Identification (NMR)	Spectrum consistent with reference structure
Purity (HPLC)	≥ 98.0% (Area Percent)
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Complies with ICH guidelines

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