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Fmoc-2,6-dimethyl-L-tyrosine is a tyrosine analog with two methyl substituents positioned ortho to the phenolic hydroxyl. The phenol remains part of the final residue while the aromatic ring is substantially more sterically crowded than in standard Tyr.
This makes the residue useful when researchers want to probe aromatic sterics, phenol accessibility and hydrophobic packing without removing the Tyr-like phenolic functionality.
Product Information
| Product Name | Fmoc-2,6-dimethyl-L-tyrosine |
| Catalog No. | AS4177 |
| CAS No. | 206060-54-0 |
| Molecular Formula | C26H25NO5 |
| Molecular Weight | 431.49 g/mol |
| Material / Building Block Type | Fmoc-protected 2,6-dimethyl-L-tyrosine |
| Primary Applications | Aromatic peptide SAR; steric tuning around Tyr phenol; noncanonical opioid/receptor peptide analog research; Fmoc-SPPS |
Application Scope in Aromatic Peptide SAR
2,6-Dimethyl-Tyr can be used in receptor-binding, peptide-mimetic and conformational SAR programs where the Tyr phenol is retained but its local steric environment is deliberately altered. The two methyl groups also increase hydrophobic surface near the aromatic ring.
Phenol Accessibility and Sequence Context
Ortho methyl groups can restrict approach to the phenol and change aromatic packing. Consequences for phosphorylation, hydrogen bonding or target recognition must be measured in the completed peptide rather than inferred from the isolated monomer.
Coupling and QC
The α-amino group is Fmoc-protected and the carboxyl group is available for coupling. Confirm CAS 206060-54-0, C26H25NO5, MW 431.49 g/mol and L stereochemistry; mass cannot establish enantiomeric identity.
Alan Scientific can prepare matched Tyr/2,6-dimethyl-Tyr analogs through custom peptide synthesis with noncanonical residues.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Fmoc-2,6-dimethyl-L-tyrosine MSDS
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
How does this differ from standard Tyr?
It has two methyl groups at the 2 and 6 positions of the phenolic ring.
Is the phenolic OH still present?
Yes. The phenolic functionality remains in the residue.
What is the main experimental value?
Steric and hydrophobic tuning around a Tyr-like aromatic phenol.
Related Technical Resources
Read about noncanonical amino-acid SAR