Fmoc-Tyr(Me)-OH (Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-L-tyrosine, also known as Fmoc-4-methoxy-L-phenylalanine) is a Fmoc-protected tyrosine derivative featuring a methyl ether protecting group on the phenolic hydroxyl side chain. The tyrosine side chain phenol is methylated to form a stable 4-methoxyphenylalanine residue — a non-canonical amino acid that serves as a tyrosine surrogate in peptide research.
Fmoc-Tyr(Me)-OH is a specialized Fmoc-protected amino acid building block used to introduce O-methyl-tyrosine (4-methoxy-L-phenylalanine) residues into peptides via Fmoc-based solid-phase peptide synthesis. The methyl ether modification of Fmoc-Tyr(Me)-OH provides a stable, non-hydrolyzable tyrosine analog that resists enzymatic degradation and offers unique electronic and steric properties for structure-activity relationship studies. Fmoc-Tyr(Me)-OH is widely employed in peptide drug discovery, peptidomimetic chemistry, and proteomics research. Fmoc-Tyr(Me)-OH is also utilized in the synthesis of tyrosine-containing peptides where the phenolic hydroxyl is not required for biological activity but where the aromatic ring structure is essential. Fmoc-Tyr(Me)-OH is supplied as a high-purity crystalline powder (≥98.0% HPLC) with well-defined optical rotation and melting point specifications, ensuring reliable and reproducible performance in both manual and automated peptide synthesis.
Product Parameters
Parameter
Specification
Product Name
Fmoc-Tyr(Me)-OH
CAS Number
77128-72-4
Molecular Formula
C₂₅H₂₃NO₅
Molecular Weight
417.45 g/mol
Appearance
White to almost white powder to crystal
Melting Point
161 °C
Boiling Point
647.8 °C at 760 mmHg
Storage Condition
Sealed in dry,2-8°C
pKa
2.97±0.10
Synthetic Route
Fmoc-p-methoxy-L-alanine can be synthesized by reacting Fmoc-Y with dimethyl sulfate under alkaline conditions. The synthesis procedure is as follows: dissolve 2.4 mM Fmoc-Y in the minimum amount of DMF. Alkalize the solution with 10 mM Ba(OH)₂ (O Chemical Book H), then add 12 mM dimethyl sulfate. Stir the reaction mixture at 30–40 °C while monitoring progress via thin-layer chromatography. Purify the crude product by column chromatography to obtain Fmoc-p-methoxy-L-alanine.
Application
Fmoc-p-methoxy-L-alanine is a phenylalanine derivative protected by the Fmoc (9-fluoromethoxycarbonyl) group. Its Fmoc protecting group can be readily removed under mild conditions without compromising the amino acid's biological activity, making this compound an indispensable raw material in peptide synthesis. It also serves as a key intermediate for synthesizing prilinide-class antihypertensive drugs.
Quality Assurance at Cosperpharm
Each batch undergoes:
Gas chromatography (GC) – purity ≥97.0%
Non‑aqueous titration – purity ≥97.0%
Refractive index – confirmatory analysis
¹H NMR – structural verification
Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
Contact Us
Looking for a reliable source of Fmoc-Tyr(Me)-OH for your peptide SAR studies or drug discovery program? Cosperpharm combines high-purity products with the technical expertise and documentation support you need. Reach out today — we're ready to help you move your project forward.
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