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| Product Name | Fmoc-Tyr-OH |
| Synonyms | Fmoc-L-tyrosine; N-α-Fmoc-L-tyrosine |
| Catalog No. | AS2056 |
| CAS Number | 92954-90-0 |
| Molecular Formula | C24H21NO5 |
| Molecular Weight | 403.43 g/mol |
| SMILES | C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)O |
| Storage Temperature | Cool, dry place (≤25°C) |
| Appearance | White to off-white powder |
| Melting Point | 175–185°C (reference) |
| Functional Groups | Fmoc-protected α-amino group; free phenolic hydroxyl; carboxylic acid |
| Primary Application | Fmoc solid-phase peptide synthesis (SPPS) |
Product Overview
Fmoc-Tyr-OH, also known as Fmoc-L-tyrosine, is an Fmoc-protected L-tyrosine derivative used as a building block in Fmoc-based solid-phase peptide synthesis (SPPS). The Fmoc group temporarily protects the α-amino group during peptide chain assembly, while the tyrosine phenolic hydroxyl remains unprotected.
The presence of the free phenolic hydroxyl distinguishes Fmoc-Tyr-OH from side-chain-protected derivatives such as Fmoc-Tyr(tBu)-OH. This difference can be important when the tyrosine hydroxyl group needs to remain chemically accessible during peptide synthesis or for subsequent modification.
Applications in Peptide Synthesis
| Application | Role of Fmoc-Tyr-OH |
| Fmoc Solid-Phase Peptide Synthesis | Incorporation of L-tyrosine into synthetic peptide sequences using Fmoc chemistry |
| Side-Chain-Unprotected Peptide Synthesis | Provides tyrosine with an accessible phenolic hydroxyl group during selected synthesis strategies |
| Phosphotyrosine Peptide Preparation | Can support synthesis strategies in which the tyrosine hydroxyl is subsequently phosphorylated |
| Custom Peptide Synthesis | Preparation of research peptides containing unprotected L-tyrosine residues |
| Peptide Library Synthesis | Building block for parallel synthesis and sequence-diverse peptide libraries |
| Structure–Activity Relationship Studies | Preparation of tyrosine-containing peptide analogs for binding and functional studies |
Fmoc-Tyr-OH in Fmoc-SPPS
During Fmoc-SPPS, Fmoc-Tyr-OH can be activated and coupled to a resin-bound peptide chain while its α-amino group remains protected by Fmoc. Following coupling, standard Fmoc deprotection exposes the amino group required for the next peptide elongation cycle.
Unlike Fmoc-Tyr(tBu)-OH, Fmoc-Tyr-OH does not contain an additional protecting group on the phenolic side chain. The choice between these two building blocks therefore depends on the intended synthesis chemistry and whether protection of the tyrosine hydroxyl group is required.
Role in Phosphotyrosine Peptide Synthesis
The free phenolic hydroxyl of tyrosine provides a functional handle for phosphorylation and related modification strategies. Fmoc-Tyr-OH has therefore been used in synthetic approaches designed to prepare phosphotyrosine-containing peptides and other tyrosine-modified sequences.
The appropriate building block and modification sequence should be selected according to the peptide sequence, protecting-group strategy, and downstream application.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage, and safety assessment.
Related Technical Resources
Learn more about protected amino acids and peptide chain assembly in Solid-Phase Peptide Synthesis (SPPS): A Practical Guide.
Explore additional Standard Fmoc-Amino Acids for peptide synthesis applications.
For complete peptide projects, Alan Scientific also provides Custom Peptide Synthesis including synthesis, purification, modification, and analytical quality control.
Why Source Peptide Building Blocks from Alan Scientific?
Alan Scientific supplies protected amino acids and peptide building blocks for research and peptide synthesis applications, with competitive pricing, flexible ordering options, and peptide synthesis technical support.
Researchers can source individual Fmoc amino acids or combine building-block procurement with custom peptide synthesis services according to project needs.