$308.00 - $1692.00
Fmoc-D-Phe-OH is an Fmoc-protected D-phenylalanine building block for solid-phase peptide synthesis. The aromatic benzyl side chain is non-reactive under standard Fmoc-SPPS conditions and normally requires no additional side-chain protection.
D-Phe substitution is widely used to probe stereochemical recognition, local peptide conformation and protease susceptibility. Because Fmoc-D-Phe-OH and the corresponding L-enantiomer have the same formula and molecular weight, chiral identity must be verified separately from routine mass or general HPLC measurements when stereochemical integrity is important.
Product Information
| Product Name | Fmoc-D-Phe-OH |
| Catalog No. | AS3033 |
| CAS No. | 86123-10-6 |
| Molecular Formula | C24H21NO4 |
| Molecular Weight | 387.43 g/mol |
| Protecting Groups | Fmoc alpha-amino protection; no side-chain protecting group |
| Primary Application | D-phenylalanine incorporation in Fmoc-SPPS |
Application Scope and Assay Relevance
Primary use: Building block for introducing aromatic D-phenylalanine into receptor ligands, antagonists and other stereochemically optimized peptides.
| Typical in vitro relevance | D-Phe substitutions have been used in receptor-binding and isolated-tissue pharmacology, including angiotensin and oxytocin/vasopressin peptide analogs. Typical assays include competitive binding, tissue contraction, enzyme/protease stability and general peptide SAR. |
| In vivo relevance | D-Phe-containing peptide analogs have also been evaluated in animal pharmacology, including blood-pressure and uterine-response models. Position matters: a D-Phe substitution can create antagonism, improve stability, or reduce activity depending on the parent peptide. |
Aromatic D-residue for stereochemical SAR
D-Phe retains the phenylalanine aromatic side chain while reversing alpha-carbon stereochemistry, making it useful for structure-activity and conformational comparisons.
Purchasing and QC Considerations
Confirm CAS 86123-10-6, HPLC purity and enantiomeric purity. Do not use molecular weight alone to distinguish D-Phe from L-Phe.
Frequently Asked Questions
Does D-Phe need side-chain protection?
No. The phenylalanine benzyl side chain is normally left unprotected.
Can Fmoc-D-Phe-OH be distinguished from the L-form by MW?
No. The enantiomers have identical formulae and molecular weights.
Why use D-Phe in peptide design?
It can alter stereochemical recognition, conformation and protease susceptibility without changing the aromatic side-chain composition.
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-Trp(Boc)-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.