$431.00 - $2154.00
Fmoc-D-Tyr(tBu)-OH is an Fmoc-protected D-tyrosine building block with the phenolic hydroxyl protected as a tert-butyl ether. The tBu group is stable through standard Fmoc deprotection cycles and is removed during acidic final cleavage.
This derivative is useful when a peptide requires D-tyrosine while protecting the phenolic oxygen from unwanted reactions during chain assembly. D-Tyr retains the aromatic phenol of tyrosine but reverses the alpha-carbon stereochemistry, making it useful for stereochemical SAR, conformational studies and aromatic D-residue substitutions.
Product Information
| Product Name | Fmoc-D-Tyr(tBu)-OH |
| Catalog No. | AS3037 |
| CAS No. | 118488-18-9 |
| Molecular Formula | C28H29NO5 |
| Molecular Weight | 459.53 g/mol |
| Protecting Groups | Fmoc alpha-amino protection; O-tBu phenolic protection |
| Primary Application | D-tyrosine incorporation in Fmoc-SPPS |
Application Scope and Assay Relevance
Primary use: Protected D-tyrosine building block for aromatic stereochemical SAR while the phenolic hydroxyl is masked as O-tert-butyl during SPPS.
| Typical in vitro relevance | D-Tyr substitutions are used in receptor-ligand optimization, including oxytocin/vasopressin peptide SAR. Downstream assays may include receptor binding, isolated-tissue functional assays and cell-based receptor signaling after synthesis and deprotection. |
| In vivo relevance | D-Tyr-containing peptide analogs have been evaluated in animal oxytocin/vasopressin pharmacology. The D-Tyr residue can alter agonism, antagonism or subtype selectivity, so in vivo relevance must be established for the complete sequence. |
Phenolic protection separates synthesis chemistry from final Tyr function
The O-tBu group masks the tyrosine phenol during synthesis and is removed at cleavage, restoring the functional hydroxyl in the final peptide.
Purchasing and QC Considerations
Confirm CAS 118488-18-9, O-tBu protection, HPLC purity and chiral purity. The protected D-Tyr derivative should not be confused with unprotected Fmoc-D-Tyr-OH.
Frequently Asked Questions
What does tBu protect?
It protects the D-tyrosine phenolic hydroxyl.
When is the phenol regenerated?
During acidic final cleavage and deprotection.
Why use D-Tyr?
It enables stereochemical changes while preserving the aromatic phenolic side-chain functionality after deprotection.
Product Documents
A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Related Technical Resources
See Fmoc-D-Phe-OH for a closely related building block or synthesis resource.
Browse the complete D-Form Amino Acids category or use Alan Scientific's Chemical Peptide Synthesis service for custom peptides containing D-amino acids.