Description

(2S)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}(Methyl)Amino)-3-(1,3-Thiazol-4-Yl)Propanoic Acid is a sophisticated, non-natural amino acid derivative that serves as a critical building block in advanced pharmaceutical and bioconjugation research. Its core value lies in its dual functionality, incorporating both the Fmoc-protected amine group for standard solid-phase peptide synthesis (SPPS) and the unique thiazole heterocycle, which is a privileged scaffold in medicinal chemistry for modulating biological activity and physicochemical properties. This compound is essential for researchers and manufacturers developing novel peptide-based therapeutics, diagnostic probes, and chemical biology tools, particularly those targeting challenging protein-protein interactions or requiring specific metal-chelating properties.

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 the thiazole-modified residue into custom peptide sequences.
• Medicinal Chemistry & Drug Discovery: Serves as a key intermediate for synthesizing peptide mimetics and constrained peptides where the thiazole ring introduces rigidity, improves metabolic stability, or provides a specific pharmacophore.
• Chemical Biology Probes: Used to create labeled or tagged peptides for studying enzyme mechanisms, protein localization, and biomolecular interactions within cells.
• Antibody-Drug Conjugate (ADC) Linker/Payload Development: The thiazole moiety can be leveraged in the design of novel linker systems or as part of the cytotoxic payload in targeted cancer therapies.
• Material Science & Surface Functionalization: Employed to create peptide-based coatings or biomaterials with specific electronic or recognition properties derived from the thiazole heterocycle.

Basic Information

Product Name	(2S)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}(Methyl)Amino)-3-(1,3-Thiazol-4-Yl)Propanoic Acid
CAS No.	1446478-22-3
Molecular Formula	C22H20N2O4S
Molecular Weight	408.47 g/mol
Synonyms	Fmoc-N-Me-4-thiazolylalanine; Fmoc-N-methyl-4-thiazolylalanine; Fmoc-N-Me-Thz-OH; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl](methyl)amino]-3-(1,3-thiazol-4-yl)propanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-4-thiazolylalanine; Nα-Fmoc-Nα-methyl-4-thiazolylalanine; N-Fmoc-N-methyl-3-(1,3-thiazol-4-yl)-L-alanine
EINECS	Contact for details

Quality Control

Our production of this advanced amino acid derivative adheres to stringent quality protocols suitable for research and pre-clinical development. Each batch is characterized using advanced analytical techniques to ensure identity, purity, and consistency. We provide comprehensive Certificates of Analysis (COA) with data from HPLC, NMR, and mass spectrometry. While not GMP-certified for this specific material, our processes are designed to meet the exacting standards required for pharmaceutical R&D, and we can discuss custom synthesis under more controlled quality environments 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 compound is hygroscopic (moisture-sensitive). Allow the sealed vial to equilibrate to room temperature before opening to minimize condensation and exposure to moisture.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Retention time corresponds to reference standard
Identification (NMR)	Spectrum consistent with structure
Purity (HPLC)	≥ 95.0%
Assay	≥ 97.0% (by NMR)
Specific Rotation	Contact for details
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.